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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
2–7 Nov
,
4.97 out of 5 average rating, 458 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
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
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
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
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
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bed, 1 bathroom
13–18 Aug
4.97 out of 5 average rating, 79 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
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
Villa in Brownsville
Villa Near Biking and Hiking Trails
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
4.82 out of 5 average rating, 11 reviews
Top 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
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
4.83 out of 5 average rating, 78 reviews
Top guest favourite
Guest house in Hartland
Cozy - Killington 40 min. Woodstock-Hanover-Piano!
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
4.97 out of 5 average rating, 208 reviews
Guest favourite
Villa in Brownsville
2-Bedroom Villa w/ King, Queen & Private Balcony
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.79 out of 5 average rating, 77 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
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, 234 reviews
Top guest favourite
Cabin in Weathersfield
Cozy a-frame: New kitchen, mins to hiking + skiing
2 bedrooms, 3 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 44 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
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.96 out of 5 average rating, 90 reviews