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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
1 bedroom, 2 beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 18 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, 459 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 bathrooms
1–6 Aug
4.89 out of 5 average rating, 92 reviews
Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bed, 1 bathroom
7–12 Aug
4.98 out of 5 average rating, 80 reviews
Top guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 177 reviews
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
1–6 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
1–6 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 39 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, 234 reviews
Top guest favourite
Cabin in West Windsor
Stylish Loft Adventure Hub Near Woodstock & GMHA
2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 16 reviews
Guest favourite
Townhouse in West Windsor
Entire Cozy Condo for Skiing-Hiking-Biking
3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
4.88 out of 5 average rating, 59 reviews
Top guest favourite
Room in Windsor
Weaving Dreams Farm and Boutique
3 beds, 1 bathroom
1–6 Jan
4.93 out of 5 average rating, 371 reviews
Rooms in West Windsor
Beautiful mountain retreat villa
2 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
New place to stay
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
Room in Windsor
THE DOLL HOUSE - On a Lake/Trails
1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cabin in West Windsor
Cowshed Cabin Farm
2 bedrooms, 4 beds, 1.5 bathrooms
27 Aug – 1 Sept
4.96 out of 5 average rating, 149 reviews
Top guest favourite
Room in Hartland
Spooner House - Gates Room with Private Bath
1 queen bed, 1 bathroom
20–25 Aug
4.98 out of 5 average rating, 298 reviews
Top guest favourite
Guest house in Lebanon
Private guesthouse in Lebanon
1 bedroom, 1 bed, 1 bathroom
5–10 Sept
4.95 out of 5 average rating, 178 reviews