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Search results; Over 1,000 homes in Windham

Cottage in Windham
*NEW* Peaceful Waterfront Retreat
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
9–14 Jul
Home in Windham
Lakeside escape in a family-friendly neighborhood.
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Cabin in Gray
Chickadee Cottage
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Dec
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
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
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
Guest suite in Raymond
Sebago Lake Waterfront Studio
4.96 out of 5 average rating, 97 reviews, 2 beds, 1 bathroom
13–18 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
10–16 Jul
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
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 Gray
The Lazy Hummingbird - Little Sebago Home w/ Sauna
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
9–14 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
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 Windham
Cozy Camp on the lake
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 1 bathroom
5–10 Oct
Guest favourite
Cottage in Windham
Cozy camp near highland lake
4.84 out of 5 average rating, 164 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept