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Search results; Over 1,000 homes in Windsor

Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, with faraway views
2 bedrooms, 5 beds, 2 private bathrooms
17–22 Aug
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4.97 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 bathroom
4–9 Nov
4.97 out of 5 average rating, 462 reviews
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
1 bedroom, 2 beds, No bathroom
23–28 Aug
4.97 out of 5 average rating, 237 reviews
Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 single bed, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 83 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Aug
4.89 out of 5 average rating, 92 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Room in Windsor
Room 217 At All Hallows Inn B and B
1 bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 211 reviews
Top guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed, 1 bathroom
25–30 Aug
4.91 out of 5 average rating, 182 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds, WC
17–22 Aug
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Guest suite in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 275 reviews
Guest favourite
Camper van/Motorhome in Hartland
"Good Night Moon Vintage" El Rey Glamping
1 bedroom, 1 queen bed, WC
14–19 Aug
4.93 out of 5 average rating, 233 reviews
Guest favourite
Home in Hartland
19th Century Bohemian Barn House
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 101 reviews
Guest favourite
Flat in Ludlow
Lovely Suite Near Okemo
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Home in Reading
Hilltop Hideaway |Private, 3BR Home | 10 Acres
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Canaan
Lake House Room #1 / Queen Size Bed / View of lake
1 queen bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Weathersfield
A-Frame | Ski/Hike | Dog-Friendly | New Kitchen
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Home in Cornish
Country Home next to Covered Bridge
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Oct
4.96 out of 5 average rating, 165 reviews