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Search results; Over 1,000 homes in Windham

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
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 13 reviews
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Home in Windham
Lakeside escape in a family-friendly neighborhood.
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
9–14 Sept
4.92 out of 5 average rating, 49 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
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Windham
Cozy Camp on the lake
3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 192 reviews
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, 26 reviews
Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 62 reviews
Top guest favourite
Holiday home in Windham
Sebago Lakehouse: Hot Tub and Private Beach Access
3 bedrooms, 4 beds, 2 bathrooms
9–15 Jul
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 232 reviews
Guest favourite
Cottage in Windham
Cozy camp near highland lake
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.83 out of 5 average rating, 163 reviews
Cottage in Windham
Beautiful Sebago Lakes Region
2 bedrooms, 3 beds, 2 bathrooms
25 Jul – 1 Aug
4.83 out of 5 average rating, 64 reviews
Top guest favourite
Cottage in Windham
Cozy cottage
3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.93 out of 5 average rating, 54 reviews
Home in Windham
Pettingil Pond+mins fm Sebago Lake. Best Location!
4 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Gray
cozy 3 bedroom ranch with deck and screen porch
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
4.98 out of 5 average rating, 84 reviews