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Search results; Over 1,000 homes in Windham

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Top guest favourite
Holiday home in Windham
Sebago Lakehouse: Hot Tub and Private Beach Access
3 bedrooms, 4 beds, 2 private bathrooms
19–24 Oct
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4.99 out of 5 average rating, 107 reviews
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Home in Windham
Beautiful Sebago Lake Getaway!
2 bedrooms, 5 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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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
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Guest favourite
Home in Windham
Enjoy Sunsets at Welcoming Lake Front Property
2 bedrooms, 5 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.93 out of 5 average rating, 55 reviews
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Home in Windham
Waterfront Gem walkable to Restaurants!
2 bedrooms, 2 queen beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 204 reviews
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Top guest favourite
Guest house in Windham
Cottage on Black Brook Preserve
1 bedroom, 1 queen bed, 1 bathroom
1–6 Dec
4.99 out of 5 average rating, 305 reviews
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Guest favourite
Home in Windham
The Quiet Perch - Modern Getaway with Water Views
2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Windham
Stunning, pets ok, private lake-house with dock.
3 bedrooms, 5 beds, 1 bathroom
24–31 Oct
5.0 out of 5 average rating, 27 reviews
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Cottage in Windham
Cozy Maine Lakefront Paradise
3 bedrooms, 5 beds, 1 bathroom
26 Sept – 1 Oct
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Windham
Maine Vacation Home on the Water
4 bedrooms, 9 beds, 3 bathrooms
22–27 Sept
5.0 out of 5 average rating, 67 reviews
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Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
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Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
14–19 Oct
4.96 out of 5 average rating, 240 reviews
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Top guest favourite
Home in Windham
Cozy Camp on the lake
3 bedrooms, 5 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 62 reviews
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Top guest favourite
Guest suite in Windham
Millers Private Studio on Highland Lake
2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 223 reviews
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Top guest favourite
Cottage in Windham
The Purple House by Pettingill Pond
3 bedrooms, 4 beds, 1 bathroom
19–24 Oct
4.9 out of 5 average rating, 102 reviews
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Home in Raymond
Lake front home on Little Sebago
4 bedrooms, 5 beds, 1.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 15 reviews
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Cottage in Windham
Covered Bridge Cottage - Maine woods and river
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.91 out of 5 average rating, 90 reviews
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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, 34 reviews
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Top guest favourite
Home in Windham
Rise & Shine - Breathtaking Sebago Lake view
6 bedrooms, 9 beds, 5.5 bathrooms
23–28 Oct
4.95 out of 5 average rating, 62 reviews