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Search results; Over 1,000 homes in Windsor

Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, sweeping Hill Views
2 bedrooms, 5 beds, 2 private bathrooms
8–13 Aug
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4.98 out of 5 average rating, 133 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Aug
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
4.97 out of 5 average rating, 459 reviews, 2 bedrooms, 3 beds, 1 bathroom
4–9 Nov
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
4.89 out of 5 average rating, 92 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
4.98 out of 5 average rating, 80 reviews, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
4.88 out of 5 average rating, 106 reviews, 1 queen bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Room in Cornish
Fitch Family Farm
4.91 out of 5 average rating, 177 reviews, 1 queen bed, 1 bathroom
2–7 Aug
Top guest favourite
Room in Windsor
Room 217 At All Hallows Inn B and B
5.0 out of 5 average rating, 35 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
5.0 out of 5 average rating, 210 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
17–22 Aug
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
Top guest favourite
Cabin in West Windsor
Stylish Loft Adventure Hub Near Woodstock & GMHA
4.94 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Rooms in West Windsor
Beautiful mountain retreat villa
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Townhouse in West Windsor
Entire Cozy Condo for Skiing-Hiking-Biking
4.88 out of 5 average rating, 59 reviews, 3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
Guest favourite
Room in Windsor
THE DOLL HOUSE - On a Lake/Trails
5.0 out of 5 average rating, 13 reviews, 1 bed, 1 bathroom
1–6 Aug
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
4.97 out of 5 average rating, 234 reviews, 1 bedroom, 2 beds, No bathroom
23–28 Aug
Top guest favourite
Room in Windsor
Weaving Dreams Farm and Boutique
4.93 out of 5 average rating, 371 reviews, 3 beds, 1 bathroom
1–6 Jan
Guest favourite
Cabin in West Windsor
Cowshed Cabin Farm
4.96 out of 5 average rating, 149 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
27 Aug – 1 Sept
Guest favourite
Room in Newport
XL Master suite
5.0 out of 5 average rating, 19 reviews, 1 queen bed, 1.5 bathrooms
10–15 Aug
Top guest favourite
Room in Hartland
Spooner House - Gates Room with Private Bath
4.98 out of 5 average rating, 298 reviews, 1 queen bed, 1 bathroom
20–25 Aug