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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, 453 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
Place to stay in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bedroom, 1 bed, 1 bathroom
3–8 Jul
4.97 out of 5 average rating, 74 reviews
Guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed, 1 bathroom
5–10 Jul
4.91 out of 5 average rating, 172 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 Jul
4.89 out of 5 average rating, 90 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
Cabin in West Windsor
Cabin on the Hill, Vermont
4 bedrooms, 6 beds, 2 bathrooms
1–6 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Weathersfield
Cute VT Bungalow With 180 Degree View of NH
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jul
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
2 bedrooms, 5 beds, 2 bathrooms
4–9 Jul
4.98 out of 5 average rating, 129 reviews
Guest favourite
Room in Windsor
THE DOLL HOUSE - On a Lake/Trails
1 bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
1 king bed, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
4.94 out of 5 average rating, 34 reviews
Guest favourite
Cabin in Weathersfield
Cozy a-frame w loft, new kitchen + mins to hiking
2 bedrooms, 3 beds, 1.5 bathrooms
3–9 Aug
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in Weathersfield
Little Ascutney Post &Beam Chalet -Cozy near Okemo
2 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 37 reviews
Guest favourite
Flat in Cornish
St.Gaudens Rd Apartment
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
1–6 Jul
4.88 out of 5 average rating, 105 reviews
Top guest favourite
Farm stay in Hartland
The Spooner House – A Relaxed Farm Stay in Vermont
2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Cavendish
Midcentury Hillside Retreat - Summer Paradise
3 bedrooms, 6 beds, 2.5 bathrooms
8–13 Jul
5.0 out of 5 average rating, 129 reviews