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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
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
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 91 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
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
4.88 out of 5 average rating, 40 reviews
Top guest favourite
Cabin in Weathersfield
Cozy a-frame: New kitchen, mins to hiking + skiing
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 45 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
"Purple Room"—Fernald Hill Farm/Yatsevitch Forest
2 single beds, 1 bathroom
13–18 Aug
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Cottage in Hartland
Cottage 5 miles from Woodstock-Dog Friendly w/FIOS
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 168 reviews
Top guest favourite
Home in Baltimore
Tarbell Farm on the hill top
2 bedrooms, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds, WC
22–27 Aug
5.0 out of 5 average rating, 86 reviews
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds, 1 bathroom
12–17 Sept
4.83 out of 5 average rating, 78 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
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, 163 reviews
Top guest favourite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 313 reviews
Top guest favourite
Apartment in Ludlow
Lovely 1-Bedroom condo with indoor fireplace!
1 bedroom, 3 beds, 1 bathroom
6–11 Aug
4.95 out of 5 average rating, 192 reviews