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Search results; Over 1,000 homes in Windsor

Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 private bathroom
21–26 Aug
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4.97 out of 5 average rating, 460 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 bathrooms
4–9 Aug
4.89 out of 5 average rating, 92 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
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
3–8 Aug
4.88 out of 5 average rating, 106 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
Guest favourite
Room in Windsor
THE DOLL HOUSE - On a Lake/Trails
1 bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, sweeping Hill Views
2 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 134 reviews
Guest favourite
Shared room in Cavendish
YakPod #4 Snowed Inn Pod Lodge :12 min from Okemo!
1 bedroom, 1 bed, 1 shared bathroom
3–8 Aug
4.97 out of 5 average rating, 29 reviews
Rooms in West Windsor
Beautiful mountain retreat villa
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Cabin in West Windsor
Stylish Loft Adventure Hub Near Woodstock & GMHA
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 17 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, 236 reviews
Top guest favourite
Home in West Windsor
Elm Gate Farm
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 35 reviews
Guest favourite
Flat in Hartland
Sunny Studio Apartment in Hartland
1 bedroom, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 497 reviews
Top guest favourite
Tiny home in West Windsor
Red Barn Cabin Near Biking Trails, Woodstock, GMHA
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 67 reviews
Guest favourite
Flat in Ludlow
Lovely Suite Near Okemo
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
4.95 out of 5 average rating, 109 reviews
Top guest favourite
Farm stay in Baltimore
Hawk Mtn Farm's lovely one bedroom apartment!
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 142 reviews
Guest favourite
Cottage in Reading
Stone Wall Cottage, Stonewall : GMHA, Okemo
1 bedroom, 2 beds, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 97 reviews