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Search results; Over 1,000 homes in Windham

Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
4.97 out of 5 average rating, 60 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Sept
Home in Windham
Lakeside escape in a family-friendly neighborhood.
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Aug
Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
4.95 out of 5 average rating, 192 reviews, 2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Flat in Windham
Maple Brook
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
4.9 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 1 bathroom
25–30 Aug
Top guest favourite
Home in Gorham
Beautiful Home In Gorham Maine
4.99 out of 5 average rating, 169 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Home in Standish
Arthur's Place • Sebago Lakefront • Near Windham
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
Guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
4.96 out of 5 average rating, 45 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Holiday home in Windham
Sebago Lakehouse: Hot Tub and Private Beach Access
4.99 out of 5 average rating, 101 reviews, 3 bedrooms, 4 beds, 2 bathrooms
9–15 Jul
Top guest favourite
Home in Gorham
Pond View Cottage
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Oct
Top guest favourite
Home in Windham
Cozy Camp on the lake
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
Top guest favourite
Home in Gray
The Lazy Hummingbird - Little Sebago Home w/ Sauna
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Sept
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
5.0 out of 5 average rating, 13 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
4–9 Sept
Top guest favourite
Home in Raymond
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.96 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
Top guest favourite
Cabin in Windham
Private Hilltop Cabin, Lakes and Trails Abound..
4.92 out of 5 average rating, 210 reviews, 3 bedrooms, 6 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Flat in Windham
Christmas Tree Farm apartment
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug