Vacation rentals with lake access in Windham

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Top-rated lake access rentals in Windham

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Guest favorite

Home in Naples

4.99 out of 5 average rating, 137 reviews

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.

Superhost

A wooden dock extends into the calm waters of Littlefield Pond, surrounded by lush greenery. The still surface of the water reflects the blue sky and trees, creating a serene atmosphere. Delicate plants can be seen in the water near the dock, enhancing the natural beauty.

Treehouse in Sanford

4.9 out of 5 average rating, 529 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top guest favorite

Home in Windham

4.94 out of 5 average rating, 151 reviews

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.

Superhost

Home in Standish

4.94 out of 5 average rating, 120 reviews

Lake House with a View!

Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

Guest favorite

The image depicts a charming lakeside cottage nestled among tall trees. The log-sided building features several large windows and is complemented by a small outdoor seating area with white chairs. The serene lake can be seen in the distance, bordered by greenery.

Cottage in Raymond

4.91 out of 5 average rating, 116 reviews

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.

Superhost

A wooden dock extends over calm waters, surrounded by lush greenery. A single green Adirondack chair is positioned invitingly at the dock's edge, offering a serene spot for relaxation. Reeds and grasses are reflected in the water, creating a peaceful natural scene.

Cabin in Raymond

4.93 out of 5 average rating, 158 reviews

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.

Top guest favorite

The treehouse exterior is softly illuminated by string lights, casting a warm glow among the surrounding trees at dusk. A wooden hot tub is visible on the deck, with a set of steps leading up to the main entrance nestled among boulders.

Treehouse in Woodstock

4.98 out of 5 average rating, 256 reviews

Treehouse With Hot Tub Close to Sunday River!

This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Guest favorite

A red cottage is nestled among tall trees, showcasing a welcoming porch with multiple steps leading to the entrance. Two Adirondack chairs are placed on the ground in front, surrounded by a natural setting of pine needles and foliage.

Cottage in Gray

4.91 out of 5 average rating, 213 reviews

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.

Top guest favorite

A modern cabin exterior is framed by tall trees, featuring a large window that invites light into the interior. A spacious wraparound deck is present, enhanced by warm, glowing string lights. Comfortable outdoor seating is arranged on the deck, creating an inviting atmosphere.

Home in Bridgton

4.98 out of 5 average rating, 120 reviews

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.

Guest favorite

The exterior of Turtle Lane Cottage is showcased, featuring a blue shingled facade and multiple large windows. A flowering bush adds a pop of yellow, while the grassy yard is surrounded by tall trees, creating a serene and natural setting.

Cottage in Naples

4.87 out of 5 average rating, 141 reviews

Peaceful Oasis at Turtle Lane Cottage

As you step foot into Turtle Lane Cottage, you will never want to leave. Soak up the sun at the quiet peaceful cozy cottage located minutes from downtown Naples. Convenient location to quaint restaurants, shops and activities! Close to Mount Pleasant, state park trails and Seacoast Adventure park for your four season year round fun! Explore all the Lakes Region has to offer from this convenient location.

Guest favorite

A view from the private deck shows a lush green backyard leading to Highland Lake. Trees frame the scene, and an American flag gently waves in the breeze. The calm water of the lake is visible in the distance under a clear blue sky.

Guest suite in Windham

4.92 out of 5 average rating, 193 reviews

Millers Private Studio on Highland Lake

If you're looking for a quiet, cozy getaway with private Highland Lake access this is the place for you. Private deck to enjoy your morning coffee, close to everything but in a country setting. 15 minutes from 95, Portland ME and Sebago Lake Region. Small boat launch available, Swimming & Fishing . Large back yard and a great window view of the lake. Wifi 100(mbps) for a work from home atmosphere.

Top guest favorite

A welcoming space features two wicker chairs positioned beside a rustic table. A potted plant adds a touch of greenery, while framed artwork hangs above the large windows, providing a glimpse of the outdoors. Soft lighting enhances the cozy atmosphere.

Cabin in Windham

4.92 out of 5 average rating, 207 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

The ideal getaway in the heart of Sebago Lakes Region. One of a kind, end of a private road, no traffic here. Sleeps 8 comfortably (2 queens, 4twins) with a living area large enough, too. Feels like your in the wilderness yet only 2mi to town or 20mi to Portland. Two covered porches for grilling and sitting outside should mother nature feel like crying 🌧️ on you, and you can still be outside 🙂