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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, 132 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
9–14 Aug
Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
4.97 out of 5 average rating, 77 reviews, 1 bed, 1 bathroom
7–12 Aug
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
4.97 out of 5 average rating, 456 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 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
24–29 Jul
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
Cabin in Windsor
Charming Cabin in Central VT
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
22–27 Jul
Home in Weathersfield
Welcome to Your Cozy Vermont Getaway
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
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
25–30 Jul
Guest favourite
Townhouse in West Windsor
Entire Cozy Condo for Skiing-Hiking-Biking
4.88 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 3 bathrooms
30 Jul – 4 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
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
26–31 Jul
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
22–27 Jul
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
4.87 out of 5 average rating, 38 reviews, 6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
Guest favourite
Flat in Ludlow
Very Cute Suite
4.95 out of 5 average rating, 98 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
5.0 out of 5 average rating, 209 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
26–31 Jul
Guest favourite
Rooms in West Windsor
Thorny Hills Farm
4.86 out of 5 average rating, 106 reviews, 2 bedrooms, 6 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
4.98 out of 5 average rating, 182 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in West Windsor
Elm Gate Farm
5.0 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Sept