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Search results; Over 1,000 homes in Windham

Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 289 reviews
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
10–15 Jul
New place to stay
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, 231 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
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 60 reviews
Guest favourite
Cabin in Gray
Chickadee Cottage
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 16 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
Top guest favourite
Home in Gorham
Beautiful Home In Gorham Maine
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 169 reviews
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
2 bedrooms, 2 king beds, 2 bathrooms
5–10 Oct
4.96 out of 5 average rating, 28 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, 11 reviews
Superhost
Home in Casco
Tiny House retreat with sauna and lake access
2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
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
Guest favourite
Guest suite in Raymond
Sebago Lake Waterfront Studio
2 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 95 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, 27 reviews
Top guest favourite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
1 bedroom, 1 queen bed, Toilet with sink
13–18 Jul
4.98 out of 5 average rating, 118 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
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 44 reviews