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Search results; Over 1,000 homes in Windham

Descriptions are based on details hosts provide
Top guest favourite
Holiday home in Windham
Sebago Lakehouse: Hot Tub and Private Beach Access
3 bedrooms, 4 beds, 2 private bathrooms
27 Aug – 2 Sept
,
4.99 out of 5 average rating, 102 reviews
Cottage in Windham
Waterfront with a private dock and kayaks
2 bedrooms, 4 beds, 1 bathroom
15–20 Jul
New place to stay
Guest favourite
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest house in Windham
Gas fireplace overlooking 105-acre preserve
1 bedroom, 1 queen bed, 1 bathroom
3–8 Oct
4.99 out of 5 average rating, 292 reviews
Guest favourite
Home in Windham
Pond views, kayaks, and a game room
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
8–13 Aug
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
22–27 Jul
4.97 out of 5 average rating, 232 reviews
Top guest favourite
Flat in Windham
Open-concept apartment on a tree farm
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
25–30 Aug
4.9 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
25–30 Jul
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Windham
Renovated waterfront with kayaks and a dock
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 193 reviews
Superhost
Home in Windham
Waterfront cottage with a private dock
2 bedrooms, 6 beds, 1 bathroom
8–13 Aug
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Windham
Cozy Maine Lakefront Paradise
3 bedrooms, 5 beds, 1 bathroom
9–14 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Windham
Private Pool and Hot Tub! Mins to Sebago Lake.
4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Cottage in Windham
Cozy camp near highland lake
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.84 out of 5 average rating, 164 reviews
Top guest favourite
Home in Windham
Lakefront with a dock and kayaks
3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds, 2 bathrooms
3–8 Sept
4.98 out of 5 average rating, 84 reviews