Highland Lake Rentals | Vacation Rentals | Long Term Rentals
Rentals near Highland Lake
Powered by
Guests
Check In
Check Out
Results:
Click a listing for detailed pricing, availability, and booking
Classic Maine Waterfront Cottage on Pristine Highland Lake Windham/falmouth
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 4.7 (14 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 1.5 Bathrooms, Sleeps 6
Cottage in Windham, ME
0 miles from Highland Lake
Highland Lake is a beautiful private pristine lake located in Windham/Falmouth Maine. Our lake is fed by springs and streams. The south end of the lake empties into a channel and becomes a tributary of the Presumpscot River and then onto Casco Bay. We have some of the best fishing and sunsets around! The lake is perfect for kayaking, viewing wildlife, swimming, sunning, relaxing with friends, family, books, puzzles and enjoying great local food! You"ll find that Fayth Cottage is in a peaceful setting nestled in a classic lakeside community speckled with cottages and homes all along a preserved shoreline. You will have private access to 100 feet of shoreline, a stationary dock and a floating dock. Enjoy a beautiful sunset, listen to the loons or take our double kayak out on the water to explore the lake. Feel like a change of pace? Jump in your car and head to Portland where in 15 minutes you'll find yourself in a food lovers paradise! The city is home to some of the best chefs who have relocated from around the globe making Portland one of the hottest spots nationally on the food scene. You can also hop on a ferry in the Old Port to visit or tour the islands in Casco Bay. There are museums, music venues, and historical sites (not to mention water) all in and around the greater Portland area. In addition to our beautiful spot on Highland Lake there are beaches close by for day or afternoon trips. Freeport, home of our beloved LL Bean flagship store and campus is only a car ride away. There you will find outlets, coffee shops, restaurants, ice cream palors, cafes and much more. Also located in Freeport is Wolfes Neck Woods State Park. It's well worth checking out if you want to decompress from an afternoon of shopping. Its a short drive from the village and the views are breathtaking. The park is composed of woodlands, estuaries, rocky coast line, guided nature walks and osprey watching. One of the many amazing things about Highland Lake is its proximity to vastly different landscapes in the surrouding area. We have mountains, rivers, lakes, ocean, hiking, fishing, boating all within a reasonable distance to make your vacation filled with a rich experience of what our beautiful state has to offer. Whether you want to drop your bags and kick back for your entire stay at our home, or maybe you have an interest in exploring and experiencing the many things our area has to offer, you couldn't have picked a better spot than Fayth Cottage! By the end of your stay we hope that you will understand why we affectionally say " Maine, the way life should be"!
Highland Lake Cottage
Property Photo
Minimum Stay: 1 - 3 nights
Check-in: 1:00 PM
Check-out: 10:00 AM
Rating: 4.5 (2 reviews)
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
3 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage (1500 sq. ft.) in Falmouth, ME
0 miles from Highland Lake
Our cottage is located on Highland Lake in Falmouth. As you can see from the pictures it has a great beach front area. There is also a private dock for you to use. The water is fairly shallow with a very gradual drop off that goes out about 30 yards before getting deep. The cottage also provides westerly views for some great sunsets over the water. The kitchen inside the cottage overlooks the beach and water. There are three bedrooms and one of them has bunk beds perfect for kids. We are located about 10-15 minutes from Portland so you are very close to entertainment/dining/activities if you get restless. We are dog friendly.
Charming Lakeside Victorian Cottage
Property Photo
Check-in: 15:00
Check-out: 10:30
Rating: 4.3 (7 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage (850 sq. ft.) in Windham, ME
0 miles from Highland Lake
PLEASE NOTE! AVAILABILITY AND PRICES FOR THE 2019 SEASON ARE NOT SET YET. PLEASE CHECK BACK IN FEBRUARY. ALSO--- DURING JULY AND AUGUST, I ONLY ACCEPT 7 NIGHT STAYS FROM SAT to SAT Enjoy peace and tranquility and the call of the loons. This lovely cottage is at the end of a well-maintained dirt road, has 120 feet of lake frontage and a half acre of mostly wooded land--very private. There is a red cedar dock with bench for enjoying the beauty of the lake. A cedar swingset and slide plus a small zipline can entertain the kids. It is only a 20 minute drive to Portland. In summer the lake is awesome for swimming and boating. September and October are wonderful months--still beautiful weather though cooler in the evenings. Fall foliage season is special. A heat exchange unit takes the chill out of the cottage and cools or dehumidifies in the heat of the summer. There are 3 BR and a 3/4 bath--maximum occupancy 6 people. It includes a fully equipped full kitchen, both a gas and a charcoal grill, 2 canoes, 2 kayaks, and a mini-fish sail boat. Bedding and towels are included. This is a NO SMOKING property. I will decide about pets on an individual basis. There is internet service and a Smart TV with a DVD player (no cable TV) and lots of books to read. There is a heat pump which will provide you with heat, AC, or dehumidifier. You must bring in drinking water as all the water in the house comes from the lake. Below is an email I received from one of my last tenants. "Jean, I have been meaning to write to thank you for the use of your cottage. We had a great time there. We absolutely loved your cottage, its location and the lake. After driving around Sebago, I was very glad to be where we were. It was just about perfect weather and we spent most of our days in or on the water. It was just what our family needed. Thank you again for letting us use all your boats. The kids loved it for boat rides and exploring the lake."
Vackert litet läger (säsongsbetonat stuga) på Highland Lake i Falmouth, Maine.
Property Photo
Check-in: 16:00
Check-out: 10:30
Rating: 5 (5 reviews)
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage (700 sq. ft.) in Falmouth, ME
0 miles from Highland Lake
Pleased be advised that due to the Covid 19 pandemic the State of Maine has rules regarding out of state visitors. Please contact me with questions This beautiful little cottage (camp if you are from Maine) is situated on Highland Lake (Duck Pond) in Falmouth, Maine. Highland lake is a 3 mile long private lake with only one public boat launch that is hand carry only. The camp is located on the eastern shore in a cove with the only beach. The lake is perfect for kayaking, canoeing, fishing, swimming, beautiful sunsets and wildlife (bald eagles, loons, turtles, beaver etc). The camp is only 30 minutes from downtown Portland, Maine. Portland is a great city to explore with museums, parks, shopping and dining. Freeport is 30 minutes away with the outlets and LL Bean but also a great state park, Wolfe’s Neck. There are many antique shops in the area as well as access to shopping plazas and restaurants in the neighboring town of Windham. If you like to hike, you can get to the most eastern portion of the White Mountains in less than 2 hours (beautiful drive even if you do not hike that brings you through the lakes region). If you just want to relax, the camp has a spacious deck with views of the lake or you can walk down to the beach and go for a swim, kayak or lounge around and read a book. If you like to fish, you will need a license and we can provide the information on how to get one. In the evening come down with a snack and camera to watch one of the beautiful sunsets. The camp is a quaint 2 bedroom (1double, 2 twin), 1 bath cottage blending the old and the new. The camp has a futon couch that folds out to a double bed. The camp has a tv with cable and wifi and good cell phone coverage. We will provide linens for bed/bath and the kitchen has all the amenities that you would need (dishes, pots/pans, microwave, toaster, coffee machine with filters etc). We also have a gas heating stove to take the chill out of the air and a ceiling fan with a wall full of windows facing the lake to cool you. In each of the rooms we have a small fan that can be placed in the window or a small ceramic heater to take the chill out of the bedrooms. Personal items such as soap, shampoo will need to be brought but we will provide the toilet paper and paper towels. Please bring your own lawn/beach chairs . You can bring your kayak, paddleboard or any other hand carry boat (PFDs are required by Maine law). We also have a canoe with PFDs, bocce or horseshoes, if desired to use on the beach. Sorry no power boats, pets or access to a washer/dryer.
Lake Front Cottage, Family and Pet Friendly
Property Photo
Minimum Stay: 2 - 3 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.6 (32 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 1 Bathrooms, Sleeps 8
Cottage (1000 sq. ft.) in Falmouth, ME
0 miles from Highland Lake
Lake front, beautiful sunsets, 4 bedroom,sleeps 8 comfortably, 1 bath, kitchen, dining areas, living area, large sun room with views of the sun setting, pet friendly, fire pit for small fires, picnic table, outdoor chairs, outdoor gas grill. For indoor entertainment there is cable TV, internet service, DVD players and DVD's, books games, etc. For outdoor entertainment there is a kayak, a canoe, paddles, life jackets, fishing, swimming and a shallow/deep water dock. There are bike and walking trails.
Simonson Lakeside 4 Bedrooms
Property Photo
Check-in: 16:00
Check-out: 10:00
Rating: 5 (34 reviews)
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
4 Bedrooms, 2.5 Bathrooms, Sleeps 8
House (3000 sq. ft.) in Falmouth, ME
0 miles from Highland Lake
Sorry, this is a NO SMOKING, NO PETS property. This is a newly renovated home ready for your visit. It consists of a 4 bedroom, 2.5 bath house with lock-off capability. Level one contains 2 bedrooms, 1.5 baths, full kitchen, dining room, living room, with sliders opening out to the lake level. (It is down a flight of stairs from the parking area.) Level two contains 2 bedrooms, 1 bath, full kitchen, great room (dining area and living area), on the same level as the parking area. Both levels have fantastic views of Highland Lake facing West for fantastic sunsets.
2300 SF, 3 Bdrm, 3.5 Bath Vacation Home Steps from Highland Lake
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 3.5 Bathrooms, Sleeps 8
House (2300 sq. ft.) in Windham, ME
0 miles from Highland Lake
Swan's End is a 2300 sf home 200 feet from the year-round Highland Lake. Three en-suite bedrooms, a huge great room, a fully equipped kitchen and laundry room, kayaks, a canoe, paddle boards, barbecue area and an outdoor fireplace will make your vacation one to remember. The home sleeps eight with one king, one queen, four twin beds and one sofa queen sleeper. This area of Highland Lake is quiet with several year round residents. The lake is never crowded with boats or skiers. Note that this home is not on the lake, nor is it close to a dedicated swimming area. The home is 200 feet from the boat ramp which is a launch site for kayaks, canoes and boats.
Simonson Lakeside on Highland Lake
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (23 reviews)
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
2 Bedrooms, 1.5 Bathrooms, Sleeps 4
Apartment (1500 sq. ft.) in Falmouth, ME
0 miles from Highland Lake
This is the first level of our home on Highland Lake. The house has been in my family since 1954. In 1983, the first level was created by my parents for their retirement home. It has been updated since then, but remains very close to what they created. The second level was completely redone in 2017. Jennifer and Peter continue to live there for the Summers in Maine (mid-June to mid- September), and expect to be there while the guests are there. The property was and continues to be set up as two separate residences. There is a connecting door, but we keep that locked when the house is occupied by two separate groups (guests and owners). The first level is a walk-out onto a deck that is 7 feet above the level of the lake. There is a dock with the water level 5 feet deep at the end. We face the West, so you will get spectacular sunsets. The lake is 640 acres. It is located 20 minutes from Downtown Portland, and 40 minutes from Freeport, home to LL Bean.
Lakefront Cottage with Hot Tub Near Portland
Property Photo
Minimum Stay: 5 nights
Check-in: 16:00
Check-out: 11:00
Rating: 4.6 (9 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 6
Cottage (900 sq. ft.) in widham, ME
0 miles from Highland Lake
Cozy 1930's three season rustic cottage nestled in a private cove. Dock and floating raft, boat access, and small beach area. Lake is a 1X3 mile spring fed lake. Amenities include 2 single kayaks, 2 paddle boards, hot tub, gas grill, picnic table, hammock and unlimited swimming and relaxation. No cable tv or internet available. We do have a tv with a dvd player so bring your favorite movies or check out our movie library. 20 minutes from Portland.
Highland Lake Front Cottage
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 4.5 (34 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1.5 Bathrooms, Sleeps 7
Cottage (800 sq. ft.) in Windham, ME
0 miles from Highland Lake
Lakeside Cottage with 1 bedroom and loft area for sleeping. Boat dock, fishing, swimming, enjoying the lake and nearby Portland are just a taste of what this getaway will provide. Have the feeling of camping with a good taste of home living for those who don't like to rough it. Big deck overlooking the lake and another sitting area with fire pit. Lots of room for tents should you want to stay outside on our 1.7 acre lot. Paddle boat and life vest provided. Portland 20 minutes away and the lakes region area about 15 minutes. Note, water to camp is Lake fed (non potable). There's a 5 gallon water cooler/dispenser for drinking.
Waterfront Home with Private Beach on Highland Lake - Provided Kayaks
Property Photo
Check-in: 16:00
Check-out: 10:00
Rating: 4.3 (11 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
House in Windham, Maine
0 miles from Highland Lake
* TurnKey photo-verifies this home is professionally cleaned with products approved by the EPA for use against COVID-19. * Set on pristine Highland Lake, this newly renovated 3BR/2BA Colonial features a lovely, light-filled interior and stunning outdoor spaces. Glowing wood floors and contemporary furnishings greet you in each room. Fix tasty meals in the modern kitchen, or opt for a lake-view cookout on the porch. Your getaway comes with a pair of provided kayaks -- set off for a sunrise paddle on the water or sip a cup of fresh coffee on the lake-view balcony. Downtown Portland is less than 30 minutes away. LIVING AREA Unwind into vacation mode in the living room, furnished with a modern sofa and love seat set. This sun-soaked space is perfect for socializing or watching a new film on the 55” smart TV. A pair of armchairs overlooking the lake provides the perfect reading area. KITCHEN & DINING New stainless steel kitchen appliances and ample counter space make it easy to fix delicious dishes. The side-by-side fridge has room for all your favorite groceries and drinks. When your home-cooked meals are ready, gather at the lake-view dining table for six. BED & BATH The home sleeps eight guests in three bedrooms. Sleep soundly in the master bedroom, an airy sanctuary furnished with a comfy king bed. The second bedroom features two twin-over-twin bunk beds, while the third bedroom has a plush queen-size bed. Fine fixtures adorn the updated bathrooms, both configured with tub/shower combinations. OUTDOOR AREA & AMENITIES Towering pines surround the rolling yard. Stroll to your private beach area. There’s plenty of seating to take in the view, plus a firepit for sharing s’mores and stories. The dock is available through October 25th, 2020. Find more seating on the balcony and covered porch. A gas grill sets the scene for evening cookouts. Provided kayaks, life jackets, and fishing gear add to the allure. EXTRA PERKS & MORE DETAILS Complimentary Wi-Fi and a washer/dryer are provided. Parking is available for three cars in the driveway. Please note the fireplace is not operational. This rental does not include air-conditioning. THE LOCATION Your lakefront retreat is tucked in a quiet neighborhood 12 miles from downtown Portland and 7.4 miles from Seacoast Adventure. Fuel up with a lobster roll lunch before heading to the shops of Main Street Freeport (22.4 miles). The Black Brook Preserve Trailhead promises picturesque hiking in 2.5 miles. WHAT TO EXPECT FROM TURNKEY VACATION RENTALS With TurnKey Vacation Rentals, you’ll always find unique vacation rental properties that provide a consistent, fine-hotel experience – Every Home. Every Stay. Every Time. Upon booking, you’ll receive timely communications about your trip. Access to your professionally cleaned and sanitized home is also convenient with our custom keyless locks. And, if you need anything before, during, or after your stay, our 24/7 local team is ready to help!
Rustic Maine Lakefront Cottage. Family Retreat. Close to Portland.
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 4.8 (12 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 1 Bathrooms, Sleeps 8
Cottage in Windham, ME
0 miles from Highland Lake
Wonderful family retreat with 250 feet of waterfront. Retaining wall with step down into sandy bottom. Gradual entry into lake; ideal for children. Cozy, rustic cottage on the shore of serene, Highland Lake. Leave your cares behind as you drive off the pavement and down the tree canopied cottage road. Highland Lake is a private (no campgrounds or public boat access), deep water, spring fed lake. The cottage is perfectly situated on 1 acre of land centered on the west side of the lake, facing east for picturesque sunrises. Sit on the screen porch or around the lakefront fire pit and listen to the loons serenade you. Located only 112 miles from downtown Boston, 11 miles from downtown Portland and 20 miles from Pine Point Beach. Location is convenient to area beaches, amusement and water parks, restaurants, theaters, and shopping. The cottage has four bedrooms and one bath. Amenities include: dock, kayaks, hammock for two, charcoal and gas grill, fire pit, horseshoe pits, picnic tables, screen porch, TV with DVD player.
Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 5 (20 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
5 Bedrooms, 3 Bathrooms, Sleeps 13
House (2800 sq. ft.) in Windham, ME
0 miles from Highland Lake
This is an Upscale All-Season Vacation Property! This Highland Lake home is on two quiet acres with a small sandy beach, shallow entry to the lake (great for kids), 200+ ft shoreline, 50ft dock and all the amenities and activities to create memories for a lifetime. Sitting areas, dining, BBQ, hot tub, porch swing, fire pit, and hammock are all overlooking a beautiful 3 mile long lake within 8 miles of Portland, ME. A large yard offers volleyball, wiffle ball, frisbee, swing set, lying in the sun and more. Enjoy the eagles, frogs, turtles, flowers, birds at the window feeder, fish, and more...just outside your door! This is a home with all the comfortable living amenities as opposed to typical 'rentals' and thus you see the many 5 star reviews. What to Expect: This wonderful lakefront home offers all you need for a relaxing lakeside vacation. Enjoy, swimming, kayaking, or just relaxing on the lawn, hammock, float or dock. The property comes furnished with 2 kayaks at least one canoe (two if I am not using one) and plenty of life vests. An 8 person hot tub faces the lake. There is a great dock bench seat for morning coffee or watching the swimmers or wildlife, hammock for that afternoon snooze and fire pit for marshmallows and winding down in the evening. There is no off-season here! The hot tub is on year-round. In the fall you can enjoy some spectacular canoe/kayak rides and the plethora of hiking in the area. In the winter, you can ski Shawnee Peak which is just 45 minutes away or Sunday River which is 1.25 hrs away. Highland Lake offers wonderful ice fishing, skating, cross country skiing and beautiful snowmobile trails. C'mon In! Step in the front door and immediately take in the breathtaking lake views you’ll find along the length of the house through large windows. The living room has several love seats, one that has 2 individual reclining, rocking seats and an HDTV and Bose CD/AM/FM Stereo. Two swivel and rocking (ahhh) chairs overlook the lake and are perfect for that morning cup of coffee watching the sun rise and the birds at the feeder or reading in the afternoon while viewing the kids jumping off the dock and swimming to the float, playing on the swing set, or laughing in Hot Tub just below. Perhaps a change of venue moving to the shade outside on the porch swing under the deck or to the hammock listening to the waves splash gently on the beach. Take an outdoor shower as you enjoy the sounds of nature and view of the beautiful lake. The dining table is large and there is an additional folding table to extend even further. The island has 4 stools for drinks and chatting while making a meal in the kitchen. There are two ACs for those hot summer days, a beautiful gas fireplace for those chilly winter nights, and everything in the kitchen from lobster cooking supplies to a pancake griddle to serving dishes and even owner spices, oils, and more to use at your convenience. Since this is a home while not rented, there will be all the extras needed that you won't find in a bare bones "rental". Lake Information: Highland Lake is 3 miles long and up to 3/4 mile across with depths up to 65 ft deep. Highland Lake only offers a public hand carry boat launch for canoes and kayaks which keeps motor boating traffic low. Fisherman find small and large mouth bass, white and yellow perch, and pickerel. Other lake wildlife includes loons with their beautiful calls in the evening, eagles, ducks, blue heron, turtles, beaver, and more. Portland, Maine has been named Best Restaurant City of the Year, Best City to Live, and Best Craft Beer City in the World! Portland is only 10 miles away from the lake house!
Beautiful lakefront property with 200 feet of shore front.
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (5 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: YES
3 Bedrooms, 2 Bathrooms, Sleeps 8
Cottage (1500 sq. ft.) in Falmouth, ME
0.1 miles from Highland Lake
Family friendly lakefront home with a dock and deck overlooking Highland Lake, Falmouth Maine. Large kitchen with gas stove, dishwasher. Kitchen opens to a dining room with lake views. Living room with picture window overlooking the lake, includes two sofas that pull out for overflow guests. First floor bedroom with full size bed. First floor bathroom. Large yard for family fun and games. Minutes from Portland Maine and Sebago Lake region Second floor has two bedrooms, one has knotty pine walls with a full size bed and the other has two twin beds and another full size bed. There is a full bathroom on the second floor. Internet and cable TV available. Gas grill. Water is pumped from the lake for washing and showering, but should not be drank. Bring in bottled water for cooking and drinking. Swimming and canoeing
Enchanted Summer/Fall lakefront Cottage
Property Photo
Check-in: 16:00
Check-out: 12:00
Rating: 5 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
5 Bedrooms, 1 Bathrooms, Sleeps 5
Cottage (1200 sq. ft.) in Falmouth, ME
0.1 miles from Highland Lake
*We are new owners of this previous 5 star rated destination. Please see previous reviews added to pictures. Decade of annual return renters. Lake front, beautiful sunsets, 4 bedroom, sleeps 4 adults comfortably, 1 bath, kitchen, dining areas, living area, large sun room with views of the sun setting, family friendly, fire pit for small fires, picnic table, outdoor chairs, outdoor gas grill. *Parking for 2 cars only* For indoor entertainment there is Cable and Apple TV, internet service, DVD players and DVD's, books games, etc. For outdoor entertainment there is a canoe, paddles, life jackets, fishing, swimming and a shallow/deep water dock. There are bike and walking trails. Only 20 minutes to highly desirable downtown Portland boasting 5 star restaurants, art and culture. Come and enjoy all that Maine has to offer! Kids or no kids, this property with its close proximity to downtown Portland (and Falmouth) is a win/win. If you are looking for off an off the grid feeling (end of a long dirt road), with serene vibes and gorgeous clear water, this is the place for you. Cozy up by the fire pit after dinner and roast marshmallows as you watch sensational sunsets with your loved ones. *This property has lake drawn water which is great for bathing and dishes, there is a water jug for drinking*
Cozy Year-round House right outside Portland Maine on Highland Lake.
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 4.9 (27 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 7
Cottage (1700 sq. ft.) in Windham, ME
0.1 miles from Highland Lake
Just finished renovations!!!!! The perfect year round get-a-way. Sit, relax and enjoy the beautiful view of the lake any time of the year. You will feel miles way from it all even though you are just outside of Portland Maine. Our year round camp is located on Highland Lake It is the quintessential location to enjoy all the things Maine can offer. We are just a short drive to the beautiful Maine beaches and our local ski resort. Shawnee Peak We are an hour to the White Moutains and forty minutes to Freeport. Sit out by the fire pit and listen to the loons as you watch the moon rise, or take out one of our kayaks and float in peace. Our camp offer a paddle boat, four kayaks, and a canoe. (Lifejackets included) A 50 feet dock to fish off of. There is a trampoline raft in the water and several floats for all to enjoy. We have croquet set, a bocce ball set and a small volleyball/badminton set that can be set up in the back yard In the winter you can go x country skiing, ice fishing or snowmobiling right out the front door. The owners live next door so if you forgot anything,or need help finding your way around, just ask and we will help you out. Have fun sitting around the fire pit, but please remember that our camp is surrounded by year round residents and work during the week, so we ask that you honor a 11:00p.m. quiet hour. If you have questions feel free to call or text me at 207-332- 8688( Cleaning fee and payment options in the off season, are available) Milfoil Protection: We ask that you check any fishing gear and your boat for milfoil. Our lake is one of a few left in Maine that is free of milfoil.
Cozy Lakefront Cabin Portland - Windham Area
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 3 Bathrooms, Sleeps 8
Cabin (2500 sq. ft.) in Windham, ME
0.2 miles from Highland Lake
Relax and enjoy the "Rustic Luxury" of a brand new custom 9 room lakefront cabin. Escape and experience the best vacation Maine has to offer. You can gaze over the serene lake from the comfort of huge deck just steps from the shore. Highland Lake is the "goldilocks" lake-not too big and not too small. After you've had a chance to unwind you can easily experience The Old Port's cobblestone streets, unique shops, and spectacular restaurants-Only 10 miles from the cabin. Take a day trip to Old Orchard Beach-just 21 miles away. Freeport's world famous shopping is just 23 miles away. And even more of natures outdoor adventures are available at Shawnee Peak which is just 35 miles away.
New Listing. Classic Maine Lakefront Cottage 20 Minutes from Portland.
Property Photo
Minimum Stay: 5 nights
Check-in: 15:00
Check-out: 11:00
Rating: 2.5 (2 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
Cottage (900 sq. ft.) in Windham, ME
0.2 miles from Highland Lake
Enjoy a restful family retreat in our cozy cottage on Highland Lake. Perfectly situated on the east side of the lake, facing west for beautiful sunsets. You'll have 75 feet of waterfront at your footsteps to relax and unwind. Take a morning swim and then have your coffee on the deck, listening to the lapping waves. You'll find the location perfect for all outdoor activities: biking, kayaking, fishing, and birding. The cottage is located only 11 miles from downtown Portland and 20 miles from Pine Point Beach. Location is convenient to area beaches, amusement and water parks, theaters, shopping, and Portland's world-class restaurants. Amenities include a gas grill, fire pit, cable TV, internet and DVD player.
Wind-A-Brook Farm & Lodge- Recharge, Reset, Relax on 13 acres
Property Photo
Check-in: 15:00
Check-out: 11:00
Rating: 4.8 (33 reviews)
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
Chateau / Country House in Westbrook, ME
0.5 miles from Highland Lake
Guest Reviews: "We have stayed in HomeAway properties all over the world and this cabin was by far the most comfortable place we have ever stayed in. Every possible amenity you could want for a stay in Maine was accounted for..." July 2019 "Overall, I strongly recommend this place to anyone wanting to visit Portland and get the true Maine experience." Oct 2018 Unit includes: * 1 Queen Bedroom and Premium Queen Sleeper Sofa in living area (Unit capacity is 4 ppl. 2 privately per separate sleeping area including full bedroom. * Full Shower/Bath is private and is in the unit. * Air Chiller/Humidifier * Fully stocked Gourmet Kitchen with Dishwasher, Refrigerator w/ Ice and Full Cook Stove & Microwave * Washer & Dryer in Unit * Free Parking * 12.8 Acre Property with 50-75 yard chipping green * Snowmobile local routes - Westbrook Trail Blazes * 50in LCD TV with Free Cable * Dinnerware and Cookware and Utensils * Nature and Wildlife available on their own terms ; ) * Rental unit is attached to host's main home * Portland's Old Port 8.8 miles * Sebago Lakes Area 10 miles * Skiing within 30 miles * Drive-In 1 mile * Restaurants and Food Delivery are Close by... * Pick up and Local Shuttle is negotiable NON-SMOKING AND NO PETS CHECK-IN is 3PM-6PM or otherwise negotiated. CHECK-OUT 11AM Lost Key Fee is $250.00 Swimming Pool is closed this year due to Covid NO SMOKING ON THE GROUNDS-NO EXCEPTIONS Check-Out Information is in the GUEST BOOK in the Rental Unit *** Quiet time from 10pm-8am *** ;-) tips are very very much welcomed Wind-A-Brook Lobstah Bake New England Clam Chowder Local Grown Mussels served in a Garlic Wine Sauce ~OR~ Maine Steamer Clams Summer Coleslaw Country French Bread 1.25-1.5 lb Steamed Maine Lobster served with Drawn Butter Fresh Corn on the Cob Strawberry Shortcake Lemonade Spritzer Prices subject to market prices of seafood sourced locally day of $129.95 per Person Minimum A 50% deposit is due upon booking, remainder is due day of with 48 hour notice
Furnished Impeccably Decorated Condo, in quiet country setting
Property Photo
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (27 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1.5 Bathrooms, Sleeps 4
Condo (1120 sq. ft.) in Westbrook, ME
0.8 miles from Highland Lake
Completely furnished brand new Condo in Prides Corner, Westbrook, Me. on private road, 2 bedroom, 1 ½ bath, open concept, new construction, all the amenities, Granite countertops, front load washer and dryer, dishwasher, gas stove, fully furnished, down to the glassware. All utilities included, including WIFI & cable. Private deck on private way (no traffic), 15 minutes to downtown Portland, the Maine Turnpike, The MaineMall in South Portland and 25 minutes to LL Bean the famous clothier and boot maker in Freeport, Maine. No smoking. Pets under 13 pounds (no pitbulls) with Owner approval. Check in time is 3:00 pm check out 11:00 am.
Starlit Getaway With Large Decks Between Portland and Sebago Lake
Property Photo
Check-in: 16:00
Check-out: 10:00
Rating: 4.9 (10 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 7
House (1800 sq. ft.) in Westbrook, ME
0.8 miles from Highland Lake
10 miles to Sebago Lake, various local beaches, and the Old Port/Downtown Portland (only 3.5 miles from the Portland border!), this comfortable home has plenty of space to relax between outdoor adventures or city excursions. Within 5 miles: Trendy bowling alley/bar/bocce ball courts, live music/restaurants, drive-in movie theater, multiple breweries including Allagash Brewing (often featuring outdoors bands and food trucks), trampoline park, golf courses. And of course, Highland Lake! Whether you’re looking for a place to crash between ski trips to Shawnee Peak (less than an hour’s drive!), a home base for exploring the many great restaurants in Portland (we’ll give you a list of our favorites), or just looking for a place to plant the family for a relaxing weekend (curl up with a good book in front of the fireplace in the winter, or roast marshmallows over the fire pit in the summer), you’ll find your niche here. Step outside the backyard and enter a beautiful birch and pine forest. Take an easy walk on the footpaths, or head out for a longer trek along miles of hiking trails right outside the back door. Throughout the summer you'll even find wild blueberries, raspberries, and blackberries along the trails. The open concept kitchen/living/dining area makes hanging out with friends and family a breeze. The kitchen is very well-equipped with more than enough supplies to cook for and entertain a crowd (place settings for 12+). Keep an eye on dinner while you enjoy a glass of wine by the fire. Pick up the guitar and strum a tune, hook up to the bluetooth enabled sound system, turn on the TV for network channels + Roku (log in to your subscription services to watch), or just spend some time chatting before retiring to bed. 1800 square feet with 3 bedrooms and 2 full bathrooms means you won’t be clamoring over each other either. Settle into the master bedroom – a queen bed and memory foam mattress pad makes for a cozy night’s sleep, while the en-suite is a convenient spot for early risers to get ready for the day while the rest of the house sleeps. You’ll find a fun sleepover spot in the bunk room, and upon request the bottom bunk transforms into a queen size bed with the pop-up trundle. The third bedroom has a day bed that also offers multiple configurations. We can set it up as a king bed, 2 twin beds, or 1 twin bed, depending on your preference. If you need even more space, a fold out ottoman can provide an extra comfy spot (single bed size) to rest. Please request any bedroom configurations when you book.
Four bedroom four square colonial in Windham Maine
Property Photo
Minimum Stay: 1 - 3 nights
Check-in: 15:00
Check-out: 11:00
Rating: 5 (2 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 2 Bathrooms, Sleeps 14
House (1400 sq. ft.) in Windham, ME
0.8 miles from Highland Lake
This old house was built in 1900 with modern updates but holds an old country feel. Only seven minutes to the Portland Maine line and twenty minutes to the old port! If you desire to be lake side, Sebago Lake state park is just up US route 302, approximately twenty mins. Some activities for this area includes, skiing, hiking, mountain biking, hunting, fishing(ice fresh and salt water) etc. options for day trips to see Mountain View’s are in several directions. I’ll provide some guides
Quiet Lake Serenity Just 10 Miles from Portland!
Property Photo
Minimum Stay: 2 - 4 nights
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (27 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
House (1664 sq. ft.) in Windham, ME
1.1 miles from Highland Lake
Built in 2005 on peaceful Little Duck Pond in Windham, Maine, this hidden gem is 10 miles from Portland yet is secluded on a 44-acre spring-fed pond. The property is over an acre with 262 feet of waterfront. A private dirt road leads to our home on the pond. Just steps away from the water, it has a deck, screen porch, an outdoor dining table and gas grill. The waterfront has a dock, a sandy bottom entry for wading or swimming and a separate boat area with 3 kayaks, a canoe and pedal boat. The full-width deck, well-equipped kitchen, dining area, living room with fireplace, full bath, master king bedroom and screen porch are on the upper level. Twin-bedded and queen bedrooms, bath with stall shower, washer & dryer, and family room with a wet bar/mini-fridge/microwave, HDTV and queen pull-out couch are on the lower level. Sheets, bath towels, beach towels and kitchen towels are included. You are also welcome to bring your own.??
Lakefront home w/ private dock, kayaks, canoe & incredible views!
Property Photo
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (41 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
House (1664 sq. ft.) in Windham, ME
1.1 miles from Highland Lake
Serenity on Little Duck Pond Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' You'll be just 30 feet from the serene shores of Little Duck Pond when you escape to this lakefront home in Windham, where you'll be treated to 262 feet of waterfront, a sandy entry area, and a private dock where you can sit and soak in the summer sun. Begin each morning by taking out one of the provided watercraft (choose between three kayaks, a canoe, and a paddle boat), and spend the rest of the day relaxing on the deck that spans the length of the house. When you're not out on the water, you can enjoy the screened-in porch, a gas grill and outdoor dining space, a well-equipped kitchen, a living room with an inviting fireplace, and a family room with a wet bar where you can spend hours with your loved ones. What's nearby: Built in 2005, this home sits on the edge of peaceful Little Duck Pond, a 44-acre spring-fed pond in Windham. The house is just 10 easy miles from downtown Portland, yet you'll feel like you're worlds away. If you're looking to take a day trip to enjoy one of the state's most famous beauties, Sebago Lake State Park is less than 20 miles northwest, offering beaches and woodlands on the shores of Maine's deepest lake. Things to know: Free WiFi Full kitchen A private dirt road leads to the house Parking Notes: The long driveway to the house can probably fit three cars if you park one behind the other. There is a turn-around for backing out. Dock Details: 4 chairs on dock Damage Waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $2,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Nicely appointed home minutes from Portland
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
4 Bedrooms, 2 Bathrooms, Sleeps 5
House in Falmouth, ME
1.2 miles from Highland Lake
Private setting just 10 minutes from downtown Portland. Perfect for a family or the executive looking for good space and proximity to business in Portland or the surrounding region. The house has a fully stocked Kitchen with a microwave, fridge and stove. Has a Washer and Dryer. The large Living Areas has a plenty of room to lounge. Close to The Sebago Lake region, the location is a nice retreat from the town. Located just 10 minutes from Portland and the Old Port Area, 20 minutes from Freeport, 30 minutes to Augusta and 40 minutes away from the Oxford Casino Complex makes for a magical Getaway. Top level school system in Falmouth. Located adjacent to Falmouth Land Trust property and cross Falmouth trail network.
Nature-lover's retreat near Portland ME
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
1 Bedrooms, 2 Bathrooms, Sleeps 2
House in Westbrook, ME
2.1 miles from Highland Lake
Beautiful loft-like home with your own master BR and a 600 sq foot studio and open kitchen. Located down a dirt road, you will feel like you are in the deep country, while just 18 minutes to downtown Portland. Home is 1400 sq ft with soaring ceilings, post and beam construction, hardwood floors and tons of windows. 2 friendly kitties will help you feel right at home. This listing is to rent the whole house while I'm away. Reach out for single room rental available when I'm home.
Fully Furnished Executive/Garden Apartment In Falmouth, Maine
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 5 (67 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 3
Apartment (800 sq. ft.) in Falmouth, ME
2.3 miles from Highland Lake
Bright and sunny one bedroom, one bathroom apartment with ample parking located in a beautiful garden setting. The Apartment has a fully stocked Kitchen with a microwave, fridge and stove. The Bathroom has a Washer and Dryer. The large Living Areas has a full pull-out couch for an extra guest or child. Close to The Sebago Lake region, the Garden Apartment is a nice retreat from the maddening crowd. Located just 10 minutes from Portland and the Old Port Area and 40 minutes away from the Oxford Casino Complex makes for a magical Getaway.
Cozy Apartment at Pride’s Corner - Apartment #2
Property Photo
Check-in: 17:00
Check-out: 12:00
Rating: 4.5 (2 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
Apartment (650 sq. ft.) in Westbrook, ME
2.4 miles from Highland Lake
A bright and sunny convenient private space located at Pride's Corner - a 650 sq ft, 1 bedroom, 1 full bath, a full kitchen, a large living room and a dining room! Many amenities provided: coffee, tea, hair dryer, ironing board, to name a few. Less than 2 miles to a gas station, a grocery store, 5 local breweries, a trampoline park, 2 bowling alleys, and an entertainment center! Located just 15 minutes to the heart of Portland, Maine in the Old Port. A great place to explore the area from.
Cozy Apartment at Pride’s Corner - Apartment #4
Property Photo
Minimum Stay: 28 nights
Check-in: 17:00
Check-out: 12:00
Rating: 3 (1 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
Apartment (650 sq. ft.) in Westbrook, ME
2.4 miles from Highland Lake
A bright and sunny convenient private space located at Pride's Corner - a 650 sq ft, 1 bedroom, 1 full bath, a full kitchen, a large living room and a dining room! Many amenities provided: coffee, tea, hair dryer, ironing board, to name a few. Less than 2 miles to a gas station, a grocery store, 5 local breweries, a trampoline park, 2 bowling alleys, and an entertainment center! Located just 15 minutes to the heart of Portland, Maine in the Old Port. A great place to explore the area from.
Tentrr - Tranquil Hide Away
Property Photo
Minimum Stay: 5 nights
Check-in: 12:00
Check-out: 11:00
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
Campground (47 sq. ft.) in Windham, ME
2.6 miles from Highland Lake
The Tentrr Tranquil Hide Away campsite is a secluded campsite in the middle of twenty wooded acres in Windham, Maine. You can drive right up to your site, conveniently located twenty minutes from Portland, Maine and ten minutes from Big Sebago Lake. The site also offers close-by access to Little Sebago and Highland Lake. Or you can enjoy the coast of Maine, Some of the beautiful ocean front beaches are Old Orchard Beach, Pine point, Willard Beach,Cresant Beach State Park. The Space: This is a place where, if you just want to chill in total privacy and have a campfire, you can. If you're looking for activities, there is plenty to do. Mountain bike, road bike, Take off to one of the many lakes or rivers in the nearby areas for swimming, boating, fishing, and kayaking. Enjoy Portland's restaurants and breweries, some of the best you will find anywhere, and go shopping at L.L Bean. We can also furnish you with a charcoal and give you firewood at no charge. This campsite is off-the-grid, offering the chance to relax, unplug, and experience nature! There is no electricity or WiFi, and cell service is hard to come by. You'll have the entire campsite to yourself, as you'll be the only Campers enjoying this piece of paradise. When it comes to bathrooms, this campsite comes with a solar camp shower (that will be filled with water and can be hung anywhere around your campsite you feel comfortable) as well as an outdoor camp toilet (you'll line the loo with a provided CleanWaste bag, do your duty, then remove the bag, tie it off, and throw it in the garbage). When you arrive, you'll follow the map provided to arrive at your campsite. Parking will be closeby and dogs are always allowed! Whats included at the campsite: -A large canvas tent with a Queen sized air mattress -A separate five person pop-up dome tent -Picnic table and benches -Outdoor camp shower and toilet -2 Adirondack chairs What you should bring: -S'mores supplies & any food you'd like to eat -A cooler to keep your grub from spoiling -Bedding and pillows for the provided queen sized air mattress -Lanterns and lighting -Firewood for the campfire Upon check out, you should leave-no-trace of your stay and be sure your campsite is returned to its natural glory! House Rules: • No parties or events • Check-in time is 12PM (noon) - 10PM
Private 4 bedroom Cumberland Lake House
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (1 reviews)
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 8
House in Cumberland, ME
2.6 miles from Highland Lake
This property offers privacy on a 2.3 acre peninsula on Forest Lake with westward views. With around 800 feet of waterfrontage, you can enjoy a sandy beach, dock, float, firepit, and hot tub. There are 4 kayaks (one is a double) and a canoe to explore the lake. Great swimming with a sandy walk into the lake. The property is close to Rt. 95 and is about 20 minutes from Portland and 5-10 minutes from Gray or West Falmouth.
Enchanting secluded lakeside home on private sandy beach, yet close to Portland
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 5 (6 reviews)
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
House (780 sq. ft.) in Gray, ME
3 miles from Highland Lake
Our lake house oasis is located at the very end of a private dirt road. It is nestled in the woods with a wonderfully sunny lawn and a beautiful beach. There are many seating areas to soak in the tranquility and to view the most dazzlingly colorful sunsets. Three kayaks are available to explore the crystal clear Forest Lake. There is a lush lawn on which to play cornhole and ladderball (provided), or just to have a lakeside picnic. Located 20 minutes from Portland Jetport (PWM) South Portland/big businesses such as WEX, On-Semiconductor, IDEXX Laboratory, UNUM and Anthem to name a few. Perhaps you’re looking for an escape or change of scenery as you work remotely from home. We offer discounts for longer stays. Many activities such as hiking, apple picking in the autumn, shopping and dining in Portland’s Old Port, famous Portland Headlight and LL Bean’s flagship store are all close by. If you want to stay close to home our new fire pit is situated beachside. Firewood isn’t provided, but is sold by many places nearby. A newly built stone patio is also located lakeside complete with Adirondack chairs and picnic tables for outdoor dining or a stunning backdrop for a Zoom meeting. Also, there’s a quaint sunset overlook that is located next to the water with two Adirondack chairs and a canopy style umbrella. Outdoor landscape lighting allows our guests to enjoy the property even after sunset. Please feel free to contact us if you have any questions about the property and policies.
Enchanting, newly-renovated lakeside home at end of private road. Private beach
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 4
House in Gray, ME
3.1 miles from Highland Lake
Gorgeous sunsets can be viewed from second story deck, lakeside stone patio or our dockside Adirondack chair vista. Gardens, lawn, beach and woods all at the very end of a private road. Perfectly peaceful and private. Lake house has been newly renovated and has new kitchen including dishwasher and any cooks dream oven. Outdoor gas grill. Newly renovated bathroom including washer and dryer. Lakeside flower gardens surround gorgeous new lawn. Three kayaks for use of tenants. Fire pit next to beach. Must supply your own firewood. A/C has been put away since it is not warm, but can be replaced upon request. Tenants say this spot is simply magical and unbelievably beautiful. Forest Lake is located near many apple orchards and has sweeping views of the Autumn foliage. 20 minutes from Portland and minutes from the Maine Turnpike.
Peaceful Lakefront Cottage On Quiet Forest Lake 3 Bd/2 Bathrooms
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 4.6 (7 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 1.5 Bathrooms, Sleeps 8
Cottage (1600 sq. ft.) in Gray, ME
3.2 miles from Highland Lake
comfortable cottage with small bunkhouse situated in quiet area right at waters edge! Huge eat in kitchen, living room, bedroom, bath and deck with water views on main floor. Lower walkout level with bedroom with queen size bed, double sleeper in spacious family romm, and sleeping alcove with a double futon with twin over. A small bunkhouse with a double bed and toilet is also located on the property. Washer and dryer, heated, cable tv and wireless internet . Convenient to wonderful city of Portland for shopping and restaurants.
Spacious private home near Lake Sebago & Portland
Property Photo
Minimum Stay: 4 nights
Check-in: 16:00
Check-out: 10:00
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3.5 Bathrooms, Sleeps 9
House in Windham, ME
3.8 miles from Highland Lake
Newly renovated home with fireplaces, pool, hot tub & firepit on private property perfectly situated between Portland coast & Lake Sebago with beautiful trails and parks nearby. Deck & grill look out onto nature preserve with a wooded trail to explore. Bedrooms are spacious & comfortable. Remote learning/working? You'll find five desks/workspaces, a driveway basketball hoop, soccer nets and a 7 ft trampoline. Excellent wifi, printer, 2 car garage and all the comforts of home.
New spotless in-law, shopping, beaches, Sebago, & hiking—peace all around!
Property Photo
Check-in: 16:00
Check-out: 10:00
Rating: 4.8 (5 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 6
Studio (1000 sq. ft.) in Falmouth, ME
3.8 miles from Highland Lake
Private brand new, beautiful, clean, cozy, 1,000sqft finished basement studio in-law. Separate entrance, private 1.5 bathroom, mini fridge/freezer & breakfast nook, luxurious firm queen bed, your own living room and 80” TV w/direct TV, large leather sectional that folds out into full bed! Full blowup mattress available upon request. Pack&Play also available upon request. Our property is peaceful, private, and scenic, but also centrally located to all of Southern Maine’s beauty and main attractions! Right across the road are hiking, snowmobiles trails, close to mountain hiking (Bradbury mountain, Shawnee Peak), perfect for fall foliage!! We are located 15 minutes from Portland cruises, restaurants, breweries & shops, close to Portland/Falmouth and Scarborough beaches, 20 minutes Sebago Lake &Freeport shopping outlets! Private in law amenities include: Basic essentials, linens & toiletries, Guest WiFi, queen bed, full pullout and blowup mattress (upon request), keypad lock for easy arrival and departures, air conditioning, two heat sources (pellet stove fire place &/or oil baseboard), children’s toys when appropriate, pac&play upon request, parking for 2 guest cars. If there are special requests, please feel free to inquire and we will try our best!!
Cozy Waterfront Retreat - Large Deck, Close to Portland
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 6
House in Windham, ME
4 miles from Highland Lake
Lakefront 2 bedroom, 1 bath, amazing deck with peaceful views. Great swimming with a gradual entry 'beach' good for kids and adults. Collins pond is quiet, without motorboat activity. Float, kayak, or canoe around the pond, which also has excellent fishing. While your days can be full with water activities and relaxation, the house is just 25 minutes from Portland, where world class dining and breweries await. In the other direction, there is access to mountains and lakes.
Close to downtown with hot tub!
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: ASK
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 5
House in Portland, ME
4.1 miles from Highland Lake
Spacious home with two bedrooms, two bathrooms, indoor hot tub, sun room, fenced in backyard and a single car garage. Walking distance to Noble BBQ, Allagash Brewery and several other breweries, distilleries and restaurants. Just a quick drive downtown and close to Rock Row in Westbrook. Grocery/liquor store less than a mile away. Local market on the corner. Quiet neighborhood. Come stay in Vacationland!
Rustic Charm close to Portland
Property Photo
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (14 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
2 Bedrooms, 2 Bathrooms, Sleeps 8
Cabin (1700 sq. ft.) in Cumberland, ME
4.2 miles from Highland Lake
My place is a quiet cabin in the woods hidden away just outside of the biggest city in Maine. Peaceful and private. My home is a country getaway with unique charm and has a feeling like no other. Close to downtown Portland, the Portland Jet Port, Freeport, beautiful Maine beaches, apple orchards, a Gorgeous wedding venue a mile away called Caswell Farm and close to trails for hiking or biking, my home has many options nearby. It s the perfect family vacation destination or business trip location. Wedding? It's a great spot for a big family to stay and the rental is the entire home and property. Looking for a romantic get away weekend? Look no further! Great spot for a honeymoon or anniversary celebration. My place is set back off the road a bit. It has a good size front yard and a large back yard with ample areas for kids to run around, as well as a firepit. The perennial and annual gardens are kept natural and organic and we love our greenhouse which is also used for wood storage in the winter. There is a yurt on the property that is rented out as well. It is a separate listing so if you’re into glamping, this is the spot! It could also be an add on to the house if you have a big group. The driveway will be the only shared area so we ask guests to please respect each groups privacy. Upon entering from the new deck built last year, you will find yourself in the hallway of hooks. The laundry room and the downstairs full bathroom are off the hook hallway. The bathroom has a clawfoot bathtub and other unique fixtures. The kitchen is next and its fully stocked with whatever you may need to cook at home. We provide a few breakfast items including coffee and tea while pantry items, condiments, herbs and spices are readily available. The next stop is the open concept dining room and living room. The dining room table can seat 2 and a highchair and the bar at the end of the kitchen can seat 4. The living room has a wrap around couch and a large screen tv. YouTube TV is provided. The woodstove is located here as well and the coziness is undeniable. Next, there are two doors heading into the downstairs bedroom which has a queen size bed and a super awesome heated mattress pad for those cold winter nights. Next head up the stairs and enter the master bedroom which has the king size bed as well as the full size bed. High ceilings and a very unique shower are present here and are calling for a visit. The shower has a steam feature which is great for relaxation. There is a smaller tv with a dvd player and plenty of movies to choose from. My place is a very unique and magical space and I'm happy to help guests at anytime for any reason and to share this home that I am very proud of. Thanks for considering my place and feel free to ask any questions.
Charming, Comfortable and Convenient Apartment
Property Photo
Check-in: 15:00
Check-out: 13:00
Rating: 4.9 (11 reviews)
Pets Allowed: YES
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
1 Bedrooms, 1 Bathrooms, Sleeps 3
Apartment (1000 sq. ft.) in Falmouth, ME
4.4 miles from Highland Lake
1000 sq ft. of a bright and renovated apartment surrounded by windows in the lower ground floor level of a private family home; completely independent from the house, with it's private entrance and parking spot for one car on the property's drive way.The apartment is surrounded by lush gardens and privacy. It is situated in a quiet residential area. Centrally located; the apartment is 10min. by car to Portland, the beach, shopping, supermarket, cinema. skating ring, tennis, restaurants and bars; it's 15min. to the the airport. It is at a walking distance to the Presumpscot River and it's walking trails. It's ideal for who has to work in Portland or who just wants to vacation in lovely Maine.
Sandy Waterfront Sebago Region INCLUDES KAYAKS and rowboat! Little sebago!
Property Photo
Check-in: 16:00
Check-out: 11:30
Rating: 4.1 (8 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 1 Bathrooms, Sleeps 7
Cottage (1500 sq. ft.) in Windham, ME
4.4 miles from Highland Lake
1500 sq ft ranch with 2 bed, 1 bath with bathtub and large additional rec room for extra sleeping and relaxation space with panoramic lake views. Sleep 6-8, lot is 0.5 acres on a private cove on Little Sebago Lake. Deep water dock with sandy entry, swimming raft and private dock. WIFI, Cable included. Dock with 2 dock ties for your boats or canoe -- kayaks and rowboat are provided. The property also includes a large outdoor fire pit, back deck, 7 person patio set and new grill. Enjoy great year round fishing, and miles of hiking and biking trails. On shore fly fishing, shopping, movies and restaurants less than 5 minutes away in North Windham. Shopping: Portland Old Port within 15 miles, Freeport/LL Bean only 20 miles away! Numerous antique shops and winery just downtown. Skiing at Shawnee Peak 30 miles north, or you can tackle some of the best mountains in the East at Sunday River only 50 miles away, and an easy trip from the lake. New washer, dryer and refrigerator with new flooring throughout and fresh paint. Warm up by hand crafted stone fire place with 2014 high efficiency pellet stove insert. Available June 16, 2017 ~15 % Discount : Book for 14 days or more and weekly rentals drop to 1500.
Winter Rental - Large Colonial House in Falmouth Maine
Property Photo
Check-in: 16:00
Check-out: 11:00
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 3 Bathrooms, Sleeps 8
House (3140 sq. ft.) in Falmouth, ME
4.5 miles from Highland Lake
Beautiful and comfortable house in exclusive and quiet neighborhood very close to schools, cinemas, shopping, restaurants, Falmouth Town Landing and Portland. Walking access to walking trails, bike trails, Presumpscot River Falls Park, Town Landing, beaches etc. This bright and full windows house offers 4 double bedrooms and 3 full bathrooms, with 2 ensuite bathrooms, ample walking closets in every room. Garage for 2 cars. All appliances, boiler and electricity are in perfect working order. Whether you are spending the Winter in Maine ( snow showing is minutes away and skiing is only and hour by car). Maine is beautiful in Winter too, or, whether you are renting temporarily before you buy, this house will make you feel at home. The house can be rented as a 2 or3 bedroom house for $3500- $3800 a month, if all bedrooms are not needed.
Sunny Artist's Home on Portland line
Property Photo
Check-in: 15:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: NOT_ALLOWED
Smoking Allowed: NO
2 Bedrooms, 1 Bathrooms, Sleeps 4
House (1200 sq. ft.) in Westbrook, ME
4.5 miles from Highland Lake
Large apartment comprised of second and third floors. Two comfy bedrooms and a large open kitchen / living room. Art throughout. Two off street parking spots in a nice neighborhood. Fifteen minute to downtown Portland. Close to breweries. Perfect space for two to four people.
Great Captains House Portland
Property Photo
Check-in: 16:00
Check-out: 11:00
Rating: 4.8 (37 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 1.5 Bathrooms, Sleeps 12
House (2000 sq. ft.) in Portland, ME
4.6 miles from Highland Lake
Amazing home in a great neighborhood right outside of downtown Portland. There is a big yard in the back of house with a double deck that includes a hot tub, grill and great patio area. 3 Bedrooms with 1.5 baths and completed basement thats makes second living room and extra bedroom. The house is perfect for travelers looking to explore Portland located right outside of downtown. It is 3.5 miles from the downtown/old port of Portland which has many activities and shops to check out. There is a two car garage big driveway and street parking available to guests. The house is a great middle point to lake sebago in the summer or even the mountains in auburn and is only 80 miles north of boston.
FALMOUTH FURNISHED 3 BED/2 BATH FAMILY HOME
Property Photo
Minimum Stay: 2 nights
Check-in: 15:00
Check-out: 12:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
3 Bedrooms, 2 Bathrooms, Sleeps 8
House in Falmouth, ME
4.8 miles from Highland Lake
This 3BR, 2BA Falmouth light and airy refurbished loft/condo near Falmouth Foreside provides three floors of spacious living. Alongside its historic charms, an open kitchen has all the essentials The condo has central heat, air, and new washer/dryer for creature comforts, and fantastic light which enters the multiple custom blinded windows. Fresh, new and refinished floors adorn the space with burber in the Master Bedroom. The unit sleeps six between three bedrooms, and a pullout couch for up to two additional . The master bedroom has a king-sized bed and an en-suite bathroom with a step-in shower. A spacious main living room features a pullout sofa and love seat, set before a large new Sony flat screen TV with cable and Wifi included. The downstairs bedroom has a queen sized bed that is off the living room and is furnished with a book-filled shelf . The second bedroom also has a queen-sized bed. On sunny days, head outside to utilise the stone patio which features a table with seating and lawn. Guests have multiple parking spaces in a brand new off-street parking lot. With a small firepit in front of the home to enjoy the gorgeous sunsets you may not ever leave the house during your trip!   A convenient location as it's minutes to Portland by car or Bike.  Very close to the beautiful Mackworth Island, another bird sanctuary located in Falmouth, Maine.  There's a tidal sandy beach area on the island and you could walk from the house too.
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 5 (1 reviews)
Pets Allowed: YES
Children Allowed: ALLOWED
Smoking Allowed: NO
6 Bedrooms, 4 Bathrooms, Sleeps 20
House (1645 sq. ft.) in Westbrook, ME
4.8 miles from Highland Lake
At the end of a cul-de-sac in a quiet residential neighborhood. Short Uber to Portland . Seven minutes to the turnpike so you can get everywhere: Airport, coastal Maine. Short drive to Sebago lakes region. Two acre, secluded property with path to the private dock (and boats) on the Presumpscot river, for swimming, boating, and fishing. Five minute walk to restaurants and breweries (see map). A huge, flat lawn, (with lawn games), stretches in front of the very private house. A mix of king/queen/full beds in the main house and a bunk room with 7 beds, plus plenty of showers and baths. There's a family room with a big TV. The land slopes off to the Presumpscot River. A path from the large back lawn leads to the river. 4 Fox Crossing Kayaks. Ample free parking on-site. The Westbrook River Walk along the Presumpscot River is a remarkable transformation from the city's industrial roots. It follows the river from waterfalls that once served the city's early mill history to quiet water, linking ballfields and the park.
Entire House - three suites - conferences, reunions, retreats
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 5 (4 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
7 Bedrooms, 3 Bathrooms, Sleeps 22
House (2 sq. ft.) in Westbrook, ME
4.9 miles from Highland Lake
Guests have the entire house, which has a great room kitchen and 3 separate suites. The Yellow has sleeps 5 and has a bathroom and a TV lounge, the Blue sleeps 6 and has a TV area, bathroom and private entrance. Finally the Orange has four bedrooms and a bathroom and sleeps 10. Each room has its own AC. 15 min Uber to Old Port, 5 min to Airport. We follow AirBnb's policy for time between bookings and Covid-19 disinfecting and cleaning. Private location but walk to Westbrook center: restaurants, Mast Landing Brewery. Patio with grill and fire table. Great for entertaining and gatherings, large great room with modern kitchen, farm table and TV area. Separate dining room with puzzles and games. Free parking for 8 cars. Great for meetings, retreats, entertaining and gatherings. Large Great Room with modern kitchen, farm table and TV area. Dining/Conference room. Three minutes to the turnpike so you can get everywhere: Airport, coastal Maine. 15 minute drive to Portland. Private countryside location but walk to Westbrook center, Mast Landing Brewery, restaurants and the Riverwalk. Free parking for 8 cars. Seven bedrooms, including two suites. The house is on top of hill at the end of cul-de-sac. quiet wooded 1 acre. Great for meetings, family gatherings, receptions, reunions and relaxing. The Great Room/kitchen has new appliances and a cherry farm table that seats 12. The Great Room living area has a three couches, a big TV, and a fold out game table. The patio has a table and chairs , a grill, and a firetable. The dining room has puzzles and games and a dining service for ten. The Westbrook River Walk along the Presumpscot River is a remarkable transformation from the city's industrial roots. It follows the river from waterfalls that once served the city's early mill history to quiet water, linking ballfields and the park. At the end of a cul-de-sac in a quiet residential neighborhood with plenty of offstreet parking. Short walk to Profenos, Frog&Turtle, Guidi's dinner, Casa Novella and Mast Landing brewery. Short Uber to Portland.
6 Bdrm Little Sebago Lakefront Home - Sandy Beach, Amazing Sunsets, New kitchen!
Property Photo
Check-in: 15:00
Check-out: 10:00
Rating: 5 (13 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
6 Bedrooms, 3.5 Bathrooms, Sleeps 15
House (4000 sq. ft.) in Windham, ME
4.9 miles from Highland Lake
This year-round lakefront house has 75 feet of sandy beach and 2 large master suites both overlooking the water. The house has six bedrooms with one on the first floor, 3.5 baths, a brand new kitchen and bar area, open concept living room with gas fireplace, additional family room/TV on the second floor, screened in porch, front porch, outdoor shower, deck, propane grill, fire pit, and dock. Rental includes use of 2 single kayaks, 1 canoe, and 1 stand up paddle board. Rental includes all linens including beach towels. This house is perfect for multiple families and has everything you need, just bring your bathing suit! SORRY NO PETS ALLOWED
15 min drive to Old Port, walk to town, Great Room for cooking, dining, TV area.
Property Photo
Check-in: 15:00
Check-out: 11:00
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
6 Bedrooms, 2 Bathrooms, Sleeps 16
House in Westbrook, ME
4.9 miles from Highland Lake
You will have the entire house, except for an in-law suite with a private entrance. Ten beds and two bathrooms Patio with grill and fire-table. Free parking area and large yard. Very private location.
Quaint Maine Farmhouse Near Portland
Property Photo
Check-in: 15:00
Check-out: 11:00
Rating: 4.9 (44 reviews)
Pets Allowed: NO
Children Allowed: ALLOWED
Smoking Allowed: NO
4 Bedrooms, 2 Bathrooms, Sleeps 6
House (1600 sq. ft.) in Gorham, ME
4.9 miles from Highland Lake
One hundred year old restored Maine farmhouse located in Gorham, Maine (15-20 minutes from Portland). Beautiful property with huge old Maple trees, some fields and woods. A cozy setting within 20 minutes of the Old Port, Portland, the ocean, Sebago Lake, and the mountains. Lovingly restored, with a warm Tuscan Farmhouse feel. Come and experience the REAL Maine and 'Life in the Slow Lane'. Put your feet up, sit back and relax on the front porch swing. Sleeps 6, perfect for a family of 2-6, great for 2 couples, cozy and romantic for one couple! We are Centrally located to everything! Have dinner at one of Portland's many fabulous restaurants. Take a cruise to one of Portland Harbor's picturesque islands. Spend the day hanging out at the beach. Take a hike in the mountains or a sail on Sebago Lake. ALL within 15-30 minutes! Bonnie and Gregory (your hosts) will give you the inside scoop as to where the best secret hide-aways are.
     

Highland Lake Boat Rentals
Highland Lake Restaurants

Highland Lake Events
Places to Visit
Highland Lake Real Estate

This site is not a rental agency and collects no rental fees. Prospective renters contact the owners or managers directly.

 

     
        



Quick Links
Highland Lake News
Highland Lake Photos
Highland Lake Videos




About Us
Contact Us
Site Map
Search Site
Advertise With Us
   
Highland-ME.LakesOnline.com
THE HIGHLAND LAKE WEBSITE

Copyright 2024, Lakes Online
Privacy    |    Legal