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Search results; Over 1,000 homes in Windham

Top guest favourite
Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 beds, 1 private bathroom
17–22 Oct
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4.96 out of 5 average rating, 200 reviews
Top guest favourite
Home in Windham
Serene Modern Lakefront Escape l 20 min Portland
4 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Windham
Private Pool and Hot Tub! Mins to Sebago Lake.
4 bedrooms, 5 beds, 2 bathrooms
15–20 Oct
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.92 out of 5 average rating, 53 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Windham
Lakeside Retreat | Lake Access | Grill & Fire Pit
4 bedrooms, 9 beds, 2.5 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
25–30 Sept
4.9 out of 5 average rating, 100 reviews
Top guest favourite
Home in Windham
Cozy Camp on the lake
3 bedrooms, 5 beds, 1 bathroom
15–20 May
5.0 out of 5 average rating, 59 reviews
Cottage in Windham
*NEW* Peaceful Waterfront Retreat
2 bedrooms, 4 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Windham
Updated Cabin Little Sebago Lake
4 bedrooms, 5 beds, 1.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Windham
Windham Lake Retreat | Knotty Pine Cabin Fire pit
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.94 out of 5 average rating, 65 reviews
Home in Windham
Waterfront home on Pettingill Pond, Windham, ME
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Sept
Top guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms, 5 beds, 1 bathroom
12–19 Sept
5.0 out of 5 average rating, 26 reviews
Cottage in Windham
Cozy house w/deeded beach access to Highland Lake
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.76 out of 5 average rating, 33 reviews
Home in Windham
Quiet Garden Home near lakes & downtown Windham
1 bedroom, 2 beds, 1 bathroom
12–17 Sept
New place to stay
Top guest favourite
Chalet in Standish
Blueberry Hill
5 bedrooms, 10 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 258 reviews
Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 66 reviews
Top guest favourite
Home in Windham
Sebago Lake Beach Paradise
3 bedrooms, 8 beds, 2 bathrooms
4–10 Sept
4.96 out of 5 average rating, 28 reviews