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Search results; Over 1,000 homes in Windham

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Top guest favourite
Home in Windham
Lakefront | Dock + Fire Pit Near Sebago & Portland
3 bedrooms, 5 beds, 1 private bathroom
4–9 Oct
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4.97 out of 5 average rating, 39 reviews
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Home in Windham
Beautiful Sebago Lake Getaway!
2 bedrooms, 4 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 3 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
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
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 65 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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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, 222 reviews
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Top guest favourite
Tiny home in Windham
The Chickadee House on Pettingill Pond
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.96 out of 5 average rating, 240 reviews
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Top guest favourite
Flat in Windham
1 Bedroom with Beach Access
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 68 reviews
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Guest favourite
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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Guest favourite
Home in Raymond
Easy Living on Little Sebago
4 bedrooms, 8 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 25 reviews
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Top 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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Top guest favourite
Home in Gray
Beautiful lakefront home on Little Sebago Lake
4 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Cumberland
Forest Lake Cottage
2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
4.96 out of 5 average rating, 74 reviews
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Guest favourite
Home in Raymond
Beautiful Lakefront View, on Sebago Lake
3 bedrooms, 5 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Casco
Family Camp at Coffee Pond, private home for 8
3 bedrooms, 6 beds, 2 bathrooms
17–22 Sept
4.97 out of 5 average rating, 70 reviews
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Top guest favourite
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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Guest favourite
Flat in Windham
Quiet Garden In Law near lakes & downtown Windham
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 10 reviews