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Search results; Over 1,000 homes in Windham

Descriptions are based on details hosts provide
Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 bed, 1 shared bathroom
3–8 Oct
,
4.99 out of 5 average rating, 292 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
15–20 Jul
Guest favourite
Home in Windham
Lake access with a fire pit
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Windham
Pond views, kayaks, and a game room
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Home in Windham
1929 lake house with dock on Sebago
4.92 out of 5 average rating, 49 reviews, 2 bedrooms, 5 beds, 2.5 bathrooms
8–13 Aug
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Jul
Top guest favourite
Flat in Windham
Christmas Tree Farm apartment
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
4.97 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Jul
Top guest favourite
Cottage in Windham
Pond access and a fire pit
4.9 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 1 bathroom
25–30 Aug
Top guest favourite
Home in Windham
Renovated waterfront with kayaks and a dock
4.95 out of 5 average rating, 193 reviews, 2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Home in Windham
Lakefront with a dock and sunroom
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
Superhost
Home in Windham
Waterfront cottage with a private dock
2 bedrooms, 6 beds, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Windham
Maple Brook
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
Top guest favourite
Home in Windham
Pool, hot tub, and fire pit in nature
5.0 out of 5 average rating, 27 reviews, 4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
Guest favourite
Cottage in Windham
Cozy Maine Lakefront Paradise
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
Top guest favourite
Home in Windham
Lakefront with a dock and kayaks
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
Top guest favourite
Cabin in Windham
Private Hilltop Cabin, Lakes and Trails Abound..
4.92 out of 5 average rating, 212 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Windham
Knotty pine cabin with pond access
4.94 out of 5 average rating, 62 reviews, 3 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
4.98 out of 5 average rating, 84 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept