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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, 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
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
4.96 out of 5 average rating, 89 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
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
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds, 1 bathroom
25–30 Jul
4.83 out of 5 average rating, 78 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed, 1.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 208 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
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
Guest favourite
Cabin in Weathersfield
Cozy a-frame w loft, new kitchen + mins to hiking
2 bedrooms, 3 beds, 1.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Room in Windsor
Room 217 At All Hallows Inn B and B
1 bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
1 bedroom, 1 bed, 1 bathroom
26–31 Jul
4.98 out of 5 average rating, 182 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 311 reviews
Top guest favourite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 281 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, 176 reviews
Top guest favourite
Home in Cornish
Country Home next to Covered Bridge
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Oct
4.96 out of 5 average rating, 162 reviews
Top guest favourite
Apartment in Ludlow
Lovely 1-Bedroom condo with indoor fireplace!
1 bedroom, 3 beds, 1 bathroom
18–23 Jul
4.95 out of 5 average rating, 191 reviews