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Search results; Over 1,000 homes in Windsor

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Guest favourite
Cottage in Windsor
Duck Lane Cottage | Lakefront w/ Dock & Kayaks
2 bedrooms, 3 beds, 1 private bathroom
4–9 Oct
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4.92 out of 5 average rating, 36 reviews
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Top guest favourite
Farm stay in Windsor
The Little House at Pleasant Ridge Farm
2 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 21 reviews
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Serviced apartment in Windsor
Windsor's Inn Getaway
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.7 out of 5 average rating, 20 reviews
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Guest favourite
Home in Somerville
The Loon's Nest - Guest Lodge
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Jefferson
Clary Lake Retreat
1 bedroom, 2 beds, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Vassalboro
Rustic Cottage at ThreeMile Pond
2 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Vassalboro
Single Family on ThreeMile Pond
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Augusta
Sue's Lakefront Getaway
2 bedrooms, 6 beds, 2 bathrooms
19–24 Sept
4.73 out of 5 average rating, 48 reviews
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Top guest favourite
Cottage in Augusta
Super cute waterfront cottage
1 bedroom, 1 queen bed, 2 bathrooms
3–8 Nov
4.93 out of 5 average rating, 98 reviews
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Guest favourite
Cottage in Whitefield
Ollie's Cottage on the Sheepscot River
3 bedrooms, 5 beds, 2 bathrooms
21–27 Sept
4.97 out of 5 average rating, 96 reviews
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Guest favourite
Home in Vassalboro
Dragonfly Haven at ThreeMile Pond
3 bedrooms, 3 beds, 2 bathrooms
14–19 Oct
4.83 out of 5 average rating, 12 reviews
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Guest favourite
Cottage in China
Lake House on Three Mile Pond with Amazing views
1 bedroom, 3 beds, 1 bathroom
19–26 Sept
4.98 out of 5 average rating, 91 reviews
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Room in Augusta
sleepful place
1 double bed, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Guest favourite
Cabin in Whitefield
Maybelle the Tiny Cabin on 100 acres
1 bedroom, 1 double bed, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 135 reviews
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Top guest favourite
Cabin in Augusta
Price's Point - Cabin on the water
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 128 reviews
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Guest favourite
Treehouse in Whitefield
Tiny Treehouse Cabin with Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.93 out of 5 average rating, 44 reviews
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Guest favourite
Home in China
Lakefront Cottage on China Lake
2 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.95 out of 5 average rating, 21 reviews
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Cottage in China
Classic Maine Camp on China Lake
3 bedrooms, 4 beds, 1 bathroom
17–22 Sept
New place to stay
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Superhost
Yurt in Whitefield
Mongolian Ger on small farm
1 bedroom, 2 beds, WC
29 Sept – 4 Oct
4.75 out of 5 average rating, 16 reviews