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Search results; Over 1,000 homes in Windsor

Descriptions are based on details hosts provide
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 private bathroom
16–21 Nov
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4.97 out of 5 average rating, 455 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cabin in Windsor
Wood-burning stove and a fire pit
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Cornish
1849 riverfront home with wrap-around porches
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
2 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 88 reviews
Guest favourite
Cabin in West Windsor
Wood-powered sauna on a private road
3 bedrooms, 4 beds, 1 bathroom
25–30 Jul
4.83 out of 5 average rating, 78 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 bathrooms
24–29 Jul
4.89 out of 5 average rating, 91 reviews
Top guest favourite
Room in Windsor
Stephen King-themed room in historic inn
1 bed, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 34 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, 233 reviews
Top guest favourite
Room in Cornish
225-year-old hilltop farm with pond
1 queen bed, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 176 reviews
Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 233 reviews
Guest favourite
Villa in Brownsville
2-Bedroom Villa w/ King, Queen & Private Balcony
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.79 out of 5 average rating, 77 reviews
Top guest favourite
Place to stay in Cornish
1790s farmhouse on 1250 conserved acres
1 bedroom, 1 bed, 1 bathroom
7–12 Aug
4.97 out of 5 average rating, 76 reviews
Guest favourite
Home in Plainfield
Historic Home on 17 acres of land. Go escape!
6 bedrooms, 7 beds, 5 bathrooms
9–14 Aug
4.9 out of 5 average rating, 154 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
Guest favourite
Room in Windsor
Largest Colonial Revival mansion in the US
1 queen bed, 1.5 bathrooms
17–22 Jul
4.88 out of 5 average rating, 106 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
1840s farmhouse suite with Jacuzzi tub
1 bedroom, 1 king bed, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 208 reviews
Villa in Brownsville
Fireplace and Mt. Ascutney views
3 bedrooms, 4 beds, 3 bathrooms
16–21 Aug
4.82 out of 5 average rating, 11 reviews