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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
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
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
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
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 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
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
Guest favourite
Home in Windham
1929 lake house with dock on Sebago
2 bedrooms, 5 beds, 2.5 bathrooms
8–13 Aug
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Home in Standish
Arthur's Place • Sebago Lakefront • Near Windham
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Raymond
Sandy beach on a quiet cove
2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 97 reviews
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 51 reviews
Guest favourite
Cottage in Windham
Private lake with kayaks and a fire pit
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.84 out of 5 average rating, 164 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
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 29 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 Gray
Lakefront sauna home with private frontage
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 37 reviews
Cottage in Raymond
Quiet lakefront cottage with awesome wildlife
2 bedrooms, 3 beds, 2 bathrooms
26 Jul – 2 Aug
Top guest favourite
Home in Gorham
Gardens, a fire pit, and stone terraces
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 169 reviews
Top guest favourite
Home in Gorham
Overlooking the pond with lake access
2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 18 reviews