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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
1–6 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, 130 reviews
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Flat in Windsor
Windsor's Inn Getaway
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.7 out of 5 average rating, 20 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
Treehouse in Whitefield
Tiny Treehouse Cabin with Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.94 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Somerville
The Loon's Nest - Main House
4 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Cottage in Whitefield
Ollie's Cottage on the Sheepscot River
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 96 reviews
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Top guest favourite
Cottage in Augusta
Super cute waterfront cottage
1 bedroom, 1 queen bed, 2 bathrooms
12–17 Nov
4.93 out of 5 average rating, 99 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
18–23 Oct
5.0 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Augusta
Cozy Lakefront Cabin on a Pond in Augusta, Maine
3 bedrooms, 6 beds, 2 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Vassalboro
Single Family on ThreeMile Pond
3 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Somerville
Lakefront home with hot tub.
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 23 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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Home in Vassalboro
Camp New Beginnings
2 bedrooms, 2 beds, 1 bathroom
13–18 Oct
New place to stay
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Guest favourite
Cabin in Whitefield
Roxie the Tiny Cabin on 100 acres
1 bedroom, 1 bed, WC
25–30 Oct
4.93 out of 5 average rating, 176 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
3–10 Oct
4.98 out of 5 average rating, 91 reviews
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Guest favourite
Flat in Augusta
Modern design spacious quiet city apartment
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Flat in Randolph
Quaint space w/ hot tub, fire pit & BBQ grill
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
4.89 out of 5 average rating, 81 reviews