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Search results; Over 1,000 homes in Windsor

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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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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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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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Top guest favourite
Home in Somerville
The Loon's Nest - Main House
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 13 reviews
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Flat in Windsor
Windsor's Inn Getaway
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.7 out of 5 average rating, 20 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
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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Guest favourite
Cottage in Windsor
Duck Lane Cottage | Lakefront w/ Dock & Kayaks
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 36 reviews
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Guest favourite
Home in Somerville
Lakefront home with hot tub.
3 bedrooms, 7 beds, 2 bathrooms
18–23 Sept
4.91 out of 5 average rating, 23 reviews
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Cabin in China
Loonsong-Relaxing Waterfront Cottage on China Lake
2 bedrooms, 4 beds, 1 bathroom
16–21 Oct
4.75 out of 5 average rating, 8 reviews
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Guest favourite
Cabin in Whitefield
Roxie the Tiny Cabin on 100 acres
1 bedroom, 1 bed, WC
20–25 Sept
4.93 out of 5 average rating, 176 reviews
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Top 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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Guest favourite
Home in China
Hillside Cabin
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 33 reviews
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Guest favourite
Cabin in Windsor
Luxury Forest Lake House - Privacy & Nature
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.79 out of 5 average rating, 14 reviews
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Superhost
Cabin in Augusta
Cozy waterfront cabin on LAKE
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
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Guest favourite
Flat in China
2 Bedroom Apartment
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Augusta
Lakefront Living
3 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 68 reviews
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Guest favourite
Home in Somerville
The Loon's Nest - Guest Lodge
2 bedrooms, 3 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 8 reviews