Vacation rentals in Little Sebago Lake

4.99 out of 5 average rating, 396 reviews

A charming post-and-beam cottage with a warm wood accent facade is surrounded by a serene snow-covered landscape. A welcoming porch features two Adirondack chairs set beside planters, framed by large glass doors that invite natural light inside.

Cottage in Pownal

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

4.99 out of 5 average rating, 125 reviews

The cabin is showcased at dusk, featuring expansive glass walls that reflect the soft glow of surrounding outdoor lights. A hot tub sits on a spacious deck, which is highlighted by well-placed steps leading to a landscaped area. A contemporary fire feature provides warmth.

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.

4.9 out of 5 average rating, 135 reviews

The bathroom features warm wood paneling, enhancing a natural feel. A toilet is positioned beside a wooden vanity with a sink. Two sets of neatly arranged towels hang on fixtures, and a window allows natural light to brighten the space. Decor elements are minimal.

Guest suite in Raymond

Rustic knotty pine getaway

lovely completely newly remodeled 2 bedroom 1-1/2 bath completely private upstairs unit with kitchen and private screened in deck. It has a private entrance with plenty of off street parking. located in Maine's lake region area. Walking distance to Raymond beach on Sebago lake. 5 miles to restaurants, shopping and local entertainment. 15 Miles from Portland. 30 to 60 minutes to winter skiing. Kayak, boat, and jet ski rentals nearby. 30 minutes to casino. Electric Vehicle charging on site.

4.94 out of 5 average rating, 141 reviews

A bright and airy kitchen area features modern cabinetry and sleek countertops. Stainless steel appliances, including an oven and microwave, are positioned for convenience. Natural light filters through a nearby window, illuminating the entryway with a simple coat rack beside the door.

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.

4.95 out of 5 average rating, 144 reviews

A quiet, tree-lined street is shown, with a blend of greenery from the surrounding foliage. American flags are displayed proudly on poles along the road, contributing to the serene atmosphere. The paved road leads deeper into the neighborhood, inviting exploration.

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.

4.91 out of 5 average rating, 113 reviews

A wooden dock extends into calm waters, surrounded by lush greenery and trees along the shoreline. Smooth stones are visible along the water's edge, while the clear blue sky complements the tranquil setting. The dock features a ladder for easy access to the lake.

Cottage in Raymond

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

5 out of 5 average rating, 112 reviews

The exterior of a newly built guesthouse is displayed against a clear sky, showcasing modern architecture with a dark grey facade and a sloped metal roof. Snow covers the ground, while trees border the property, suggesting a peaceful rural setting.

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

4.93 out of 5 average rating, 155 reviews

A rustic bathroom features wooden walls and a carved sink made from natural materials. A mirror hangs above the sink, with decorative items displayed around it. Soft towels are neatly arranged on the countertop, contributing to a homey feel.

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.

4.91 out of 5 average rating, 213 reviews

A charming red cottage is nestled among tall trees, with a sloped roof showing patches of moss. The front features a large window and a welcoming yellow door, while a grill is visible on the side patio. The peaceful lakeside is glimpsed through the trees.

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.

5 out of 5 average rating, 104 reviews

A modern cabin with a black exterior is surrounded by a serene winter landscape, featuring snow-covered trees and a blanket of snow on the ground. A wooden deck extends from the cabin, blending with the natural surroundings in this peaceful winter setting.

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

4.97 out of 5 average rating, 139 reviews

A modern black cabin is framed by lush greenery at dusk, with warm light glowing from the front windows. A stone pathway leads to the entrance, where guests are seen approaching. The quiet setting offers a sense of seclusion and natural beauty.

Cabin in Kennebunk

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

4.97 out of 5 average rating, 33 reviews

A white wooden cabinet is shown with its double doors open, revealing multiple shelves and a pull-out surface. Natural light filters in through large windows, highlighting the warm wooden walls and elegant simplicity of the space.

Home in Gray

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!

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Other great vacation rentals in Little Sebago Lake

4.96 out of 5 average rating, 46 reviews

A serene view of the calm lake stretches towards the horizon, framed by lush greenery and a clear blue sky. A wooden dock extends into the water, accompanied by two chairs positioned for tranquil seating, inviting moments of relaxation and contemplation.

Cottage in Raymond

Relaxing New England Lakeside Getaway

GuyRating, 5 stars1 week ago

What a fantastic cabin! Just the right size for two friends to share for a long weekend in SW Maine. Christopher's Oxbow Brewery food recommendation was spot-on, our favorite meal of the whole trip! The water was calm and tranquil just like the surroundings, and the loon calls were out of this world. I would definitely stay here again!!!

4.93 out of 5 average rating, 30 reviews

A wooden dock extends towards the calm water of Forest Lake, surrounded by trees. The stairs leading down to the dock create a serene passageway, offering a natural setting for outdoor relaxation and enjoyment.

Cabin in Windham

Cozy Private Lake Getaway (Seasonal)

ChaseRating, 5 stars3 weeks ago

Everything was wonderful! Heidi was super responsive and took extra care to make sure the cabin would be comfortable since it was colder than usual. The lake is beautiful and peaceful.

5 out of 5 average rating, 3 reviews

A bright, neatly arranged bathroom features a sleek white vanity with a modern sink and a large mirror above. A toilet is positioned adjacent to the vanity, and a small trash bin sits nearby. Light-colored wooden walls and stone flooring create a clean and calming atmosphere.

Tiny home in Casco

The Casco Tiny house!

MaliaRating, 5 stars3 months ago

Cody is the greatest host. He was very genuine, and responsive with everything. This little home will be one to remember. It was very comfortable and peaceful. I would come back again! 😊🙏🏽

4.91 out of 5 average rating, 11 reviews

A screened-in porch features comfortable wicker seating with a floral pattern and a round coffee table. Large windows provide a view of the lake and surrounding trees, creating a bright and airy atmosphere.

Home in Gray

Cozy Lakefront Cottage on Little Sebago

SuzanneRating, 5 stars10 months ago

My family really enjoyed our stay at Justin's Cozy Lakefront Cottage on Little Sebago. It was exactly as advertised - a cozy lakefront cottage. We especially enjoyed the paddle boards, kayaks and a canoe (and plenty of life jackets) , as well as the dock and floating pier. This access made it easy to enjoy the lake all day. And the view of the stars from the dock at night was incredible. We enjoyed listening to the loons at night, and had many fabulous meals on the screened in porch. The inside of the cabin is very cozy and there are games to play and books to read. Justin gave us many great recommendations for places to enjoy in the area. In particular, we liked the lobster rolls at Fishermen's Catch and everything from The Good Life. It was easy to make day trips to Portland and Freeport. Overall, this was a very relaxing trip and everyone from age 12 to 60 thoroughly enjoyed themselves. Justin has thought of everything for you to have a wonderful vacation.

5 out of 5 average rating, 52 reviews

The A-Frame cabin is surrounded by trees, showcasing a modern design with a wooden exterior. Soft lighting enhances the structure's features, and large windows reflect the evening sky, creating a warm and inviting appearance at dusk.

Cabin in Freeport

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

DennisRating, 5 stars3 days ago

Private and relaxing, I enjoyed really peaceful. The roster made so easy with all recommendations and resources we needed, me and my spouse loved it was really good experience “ we recommend”

4.89 out of 5 average rating, 75 reviews

Home in Casco

The Sunrise House

Jorge And DeserieRating, 5 stars1 week ago

Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!

5 out of 5 average rating, 4 reviews

A Scandinavian cabin is positioned on raised stilts, featuring a striking triangular roof. A private deck with glass railing offers access to floor-to-ceiling windows. A secure hot tub is displayed beside the cabin, surrounded by gravel and natural landscaping with trees in the background.

Cabin in Greenwood

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna

MarianRating, 5 stars3 months ago

An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.