Vakantieverblijven in Windham

Lakefront | Dock + Fire Pit Near Sebago & Portland

Experience the charm of Forest Lake just 28 mins from Sebago & Portland! Swim, kayak, paddleboard, or unwind on your private beach. Enjoy BBQs & bonfires in the spacious yard under the stars. Sleeps 7. Fully stocked home with 72" OLED TV, PS5, surround sound, and fast Wi-Fi. New heat pumps ensure comfort year-round. Whether you're after lakeside peace or easy access to southern Maine's best spots, your perfect escape awaits. Explore local trails, beaches, breweries, & classic Maine lake towns.

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.

Tiny House Camper - Trail Access!

Nestled between Portland's fine dining and Sebago's outdoor fun, the Tiny House Camper is a great spot to explore what Southern Maine has to offer. Located with direct access to the Sebago to the Sea Trail - 28 miles of walking & biking paths. Take a dip in the Presumpscot River, play a game of corn hole, and finish the evening with some burgers on the grill and a campfire in the private backyard. **Please read "show more" section and photo captions for important notes.

The Roost - lovely one bedroom efficiency unit

Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

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.

1 Bedroom with Beach Access

Originally an 1860's barn, this space boasts high ceilings, exposed beams, and a sliding barn door. The apartment is located in a quiet, peaceful neighborhood. It includes beach access to a pond where you can swim, kayak, canoe, paddle board, and fish. This apartment is conveniently located near the many businesses in North Windham. It is 9 minutes from the I-95 exit in Gray, and 25 minutes from Portland.

Cozy Private Lake Getaway (Seasonal)

If you love the traditional camp, this place is for you! Located on Forest Lake bordering Gray, Cumberland and Windham, Maine, this cozy place is off the beaten path yet only 20-30 minutes from Portland and all it has to offer. Perfect for a couple looking for a quiet lake getaway. The one bedroom has a full size bed. The living room couch pulls out to a queen size bed for extra guests.

Cottage Under a Crabapple Tree

Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

Farmhouse stay, near lakes and St. Joe's College

Charming 2 story, 2 bedroom antique farmhouse apartment within walking distance to a quaint pond. Located minutes from St. Joseph's College, Sebago Lakes region, fly-fishing on the Presumpscot River, premier mountain biking and hiking trails. 15 miles to downtown Portland’s famed restaurants, breweries, and shopping.