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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
Old-world charm near trails and river
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 18 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
Place to stay in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bedroom, 1 bed, 1 bathroom
7–12 Aug
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Guest suite in Plainfield
1817 hobby farm with mountain views
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 275 reviews
Top guest favourite
Home in West Windsor
Farmhouse with mountain views, ski nearby
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 35 reviews
Guest favourite
Bed and breakfast in Windsor
1902 Colonial Revival mansion on 14 acres
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
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
4.95 out of 5 average rating, 37 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
Flat in Weathersfield
360-degree views near 3 ski mountains
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jul
4.97 out of 5 average rating, 153 reviews
Guest favourite
Home in Hartland
19th Century Bohemian Barn House
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
4.93 out of 5 average rating, 99 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
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
Overlooking a lake with 114-acre trails
1 bed, 1 bathroom
15–20 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in West Windsor
7 acres overlooking Mt Ascutney, fire pit
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Weathersfield
Loft in a private agricultural setting
1 bedroom, 2 beds, 1 bathroom
20–25 Jul
4.99 out of 5 average rating, 192 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
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