Holiday houses in Little Sebago Lake

4.99 out of 5 average rating, 125 reviews

Home in Naples

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

4.94 out of 5 average rating, 141 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.96 out of 5 average rating, 24 reviews

Home in Georgetown

Breathtaking Bay Views!

Enjoy glorious sunsets over Sagadahoc Bay on Indian Point at the tip of Georgetown Island! Walls of glass bring the outside in to this 3 bed, 2 bath contemporary home where the only decisions you'll make are whether to spend your days at the beach, on the ocean, or exploring the trails... Later in the day you need to choose whether to grill under the stars, take a short drive to one of the great local spots, or head to Five Islands on the wharf for some of the best lobster Maine has to offer!

4.89 out of 5 average rating, 152 reviews

Cabin in Waterford

Jewett Pond Retreat

Relax in the Western Maine Foothills at our cabin on Jewett Pond. The main cabin has 672 sq ft of finished living space with bedroom (queen bed), bathroom, basic kitchen, great room (queen sleeper sofa), and screened porch. There is an additional rustic bunkhouse with two twin beds. This space is ideal for a couple or adventurous family who enjoys swimming, canoeing, hiking, fishing, or sitting on the screened porch with a good book and pine forest backdrop. Canoe included with booking.

4.95 out of 5 average rating, 144 reviews

Apartment in Gray

Two bedroom duplex across st from crystal lake

Relax, have fun, spend quality time with friends and family right here at our quiet little place. Two bedrooms, three beds, one pull out couch, we can accommodate up to six guests. We have walking trails, firepit, and a barbecue area. The house sits across the street from crystal lake, with a boat launch 3/4 mile down the road with a parking area. An easy 20-minute drive to Portland. Supermarket, gas station, and restaurant less than five minutes away and ten minutes from Gray exit to 95.

4.81 out of 5 average rating, 80 reviews

Cottage in Gray

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

4.93 out of 5 average rating, 155 reviews

Cabin in Raymond

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

4.97 out of 5 average rating, 67 reviews

cozy 3 bedroom ranch with deck and screen porch

Discover Maine in this spacious and serene space. Located within 5 miles to Gray turnpike or Windham shopping. On top of Adams hill one mile to Little Sebago lake. Recreational Trails on property for hiking, skiing, biking and 4 wheeling. It is advised to check ATV clubs and snowmobile clubs before deciding to come just for those activities, Ocean beaches, Old Port shopping dining and lake access near by. Great central location looking for space while visiting friends or family.

4.91 out of 5 average rating, 213 reviews

Cottage in Gray

Sunset Haven - Little Sebago Lake

Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

4.94 out of 5 average rating, 155 reviews

Guesthouse in Brunswick

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

This newly renovated lakefront home on Little Sebago in Gray, Maine is the perfect getaway for friends and family. The home has a warm, cabin-like feel with private water access and dock. The home is thoughtfully decorated with comforting touches to provide you with the means for a relaxing getaway. We hope you can join us for your next vacation on the lake!

4.95 out of 5 average rating, 281 reviews

Farm stay in Gray

Great Goat Get-away in Southern Maine!

This quiet and cozy house is located in the woods at the renowned Ten Apple Farm. Centrally located in Southern ME, we're just a short drive from Portland, lakes, ski areas, LL Bean and more! On the farm you can meet and interact with our herd of goats, sheep, pigs and chickens, learn to milk, collect eggs, and arrange on of our famous goat hikes!

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Other great holiday rentals in Little Sebago Lake

4.91 out of 5 average rating, 86 reviews

Cottage in Windham

Tranquil waterfront cottage

Jo-AnnRating, 5 stars8 months ago

This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

5 out of 5 average rating, 53 reviews

Cabin in Freeport

The Maine Frame: Cozy Firepit 7 Min to L.L. Bean

TaylorRating, 5 starstoday

It was our first time visiting Maine and to be able to stay at this adorable cabin was the cherry on top of a great trip. It was private, clean and beautiful - what more do you need? Sarah was a super responsive host and really made us feel right at home with all of the little touches. We can’t wait to stay here again!

4.8 out of 5 average rating, 51 reviews

Guest suite in Raymond

Lil' Sebago Unit

robinRating, 5 stars1 month ago

Dori's Place worked well for us as we were in the area for graduation and associated activities. The proximity of Dori's rental to our family and the functions we were attending made our stay much more enjoyable. The things that stood out to us were 1) the the unit was impecably clean, (we've been stuck in places that were not, so we know the difference): and 2) The unit was well appointed. everything we could possibly need was there for us. Overall this was a good value.

5 out of 5 average rating, 4 reviews

The Lazy Hummingbird - Little Sebago home w/ Sauna

AlbertoRating, 5 stars1 week ago

Sam's property was fantastic and was exactly as described and shown in the pictures. The lakeside location was beautiful and peaceful and the house was clean and ready for our arrival. Sam was extremely responsive with any questions I had, made it easy to check in and out, and has great taste in music if the vinyl collection is any indication. I can definitely recommend this property for anyone looking for a lakeside getaway.

4.94 out of 5 average rating, 69 reviews

Home in Raymond

Lakehouse Retreat on Jordan Bay, Sebago Lake

LalenaRating, 5 stars5 months ago

This was our second stay at Michael's house. The house is in a great location near the town of Windham and on the water. The house was clean and had everything that we needed for our stay. Michael was very helpful and attentive. We would definitely like to stay there again! Thank you so much!

4.89 out of 5 average rating, 28 reviews

Cabin in Naples

Waterfront A-Frame Escape

AlysaRating, 5 stars1 month ago

Lovely cozy cabin! I went mid-May, which probably isn’t the best time if you want to enjoy local activities. But it is a good time if you want to just relax at the cabin. The host were really nice and accommodating. Would definitely stay again.