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Search results; Over 1,000 homes in Windsor

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, 456 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
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
Home in Windsor
Custom cabin on Mt Ascutney, sweeping Hill Views
2 bedrooms, 5 beds, 2 bathrooms
8–13 Aug
4.98 out of 5 average rating, 132 reviews
Villa in Brownsville
Villa Near Biking and Hiking Trails
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
4.82 out of 5 average rating, 11 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
4.97 out of 5 average rating, 77 reviews
Guest favourite
Villa in Brownsville
2-Bedroom Villa w/ King, Queen & Private Balcony
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.79 out of 5 average rating, 77 reviews
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
4.87 out of 5 average rating, 38 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
Cabin in West Windsor
Cabin on the Hill, Vermont
4 bedrooms, 6 beds, 2 bathrooms
2–7 Aug
4.92 out of 5 average rating, 13 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
Guest favourite
Home in Hartland
19th Century Bohemian Barn House
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 100 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
Top guest favourite
Guest house in Hartland
Yurt In The Woods - Come to the Yurt.
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 1060 reviews
Guest favourite
Cabin in Weathersfield
Cozy a-frame w loft, new kitchen + mins to hiking
2 bedrooms, 3 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Home in Woodstock
Eclectic Woodstock Retreat | Views, Deck & Firepit
2 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.97 out of 5 average rating, 275 reviews
Top guest favourite
Home in Plymouth
Charming pet-friendly retreat in the Vermont woods
3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 55 reviews