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Search results; Over 1,000 homes in Windham

Top guest favorite
Apartment in Windham
Fire pit, kayak, and 15 min to ocean
1 bedroom, 1 bed, 1 private bath
Sep 20 – 25
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4.98 out of 5 average rating, 200 reviews
Guest favorite
Home in Windham
1929 lake house with dock on Sebago
4.92 out of 5 average rating, 51 reviews, 2 bedrooms, 5 beds, 2.5 baths
Sep 21 – 26
Top guest favorite
Home in Windham
Waterfront home with kayaks and a fire pit
5.0 out of 5 average rating, 64 reviews, 4 bedrooms, 9 beds, 3 baths
Sep 12 – 17
Top guest favorite
Home in Windham
Renovated waterfront with kayaks and a dock
4.95 out of 5 average rating, 197 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 17 – 22
Cottage in Windham
Waterfront with a private dock and kayaks
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bath
Aug 28 – Sep 2
Superhost
Home in Windham
Renovated lodge with a fieldstone fireplace
New place to stay, 4 bedrooms, 9 beds, 2.5 baths
Aug 29 – Sep 3
Superhost
Home in Windham
Lakefront cottage with a private dock
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 1.5 baths
Sep 5 – 10
Top guest favorite
Cottage in Windham
Pond access and a fire pit
4.9 out of 5 average rating, 98 reviews, 3 bedrooms, 4 beds, 1 bath
Sep 25 – 30
Top guest favorite
Home in Windham
Lakefront with a dock and kayaks
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 5 beds, 1 bath
Oct 5 – 10
Top guest favorite
Apartment in Windham
1860s carriage house loft with vaulted ceilings
4.97 out of 5 average rating, 65 reviews, 1 bedroom, 2 beds, 1 bath
Sep 20 – 25
Top guest favorite
Home in Windham
Pond views, fire pit, and 3 kayaks
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1.5 baths
Aug 31 – Sep 5
Top guest favorite
Apartment in Windham
Pondside with a fire pit and kayak
5.0 out of 5 average rating, 22 reviews, 1 bedroom, 2 beds, 1 bath
Aug 17 – 22
Top guest favorite
Cabin in Windham
Private hilltop cabin with a fire pit
4.92 out of 5 average rating, 213 reviews, 3 bedrooms, 6 beds, 2 baths
Aug 23 – 28
Guest favorite
Home in Windham
Pool, hot tub, and fire pit in nature
4.97 out of 5 average rating, 31 reviews, 4 bedrooms, 5 beds, 2 baths
Oct 19 – 24
Top guest favorite
Camper/RV in Windham
Direct access to Sebago-to-Sea Trail
4.97 out of 5 average rating, 59 reviews, 1 bedroom, 2 beds, 1 bath
Oct 4 – 9
Top guest favorite
Home in Windham
Lakefront with a dock and sunroom
5.0 out of 5 average rating, 17 reviews, 4 bedrooms, 5 beds, 2.5 baths
Sep 11 – 16
Top guest favorite
Treehouse in Pownal
A hand-crafted fox-shaped treehouse
4.99 out of 5 average rating, 186 reviews, 1 bedroom, 3 beds, 1 bath
Sep 13 – 18
Guest favorite
Cottage in Windham
Private lake with kayaks and a fire pit
4.83 out of 5 average rating, 169 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 26 – Oct 1
Top guest favorite
Home in Raymond
Lakefront on Little Sebago with kayaks
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 5 beds, 1.5 baths
Sep 7 – 12