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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, 454 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
5.0 out of 5 average rating, 18 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
4.94 out of 5 average rating, 35 reviews, 6 bedrooms, 9 beds, 2.5 bathrooms
15–20 Aug
Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
4.98 out of 5 average rating, 129 reviews, 2 bedrooms, 5 beds, 2 bathrooms
4–9 Jul
Top guest favourite
Home in West Windsor
Chuck's Place
4.95 out of 5 average rating, 86 reviews, 3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
5.0 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
2–7 Jul
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
4.89 out of 5 average rating, 90 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
1–6 Jul
Top guest favourite
Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
5.0 out of 5 average rating, 55 reviews, 1 king bed, 1 bathroom
1–6 Jul
Guest favourite
Room in Cornish
Fitch Family Farm
4.91 out of 5 average rating, 172 reviews, 1 queen bed, 1 bathroom
5–10 Jul
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
4.83 out of 5 average rating, 78 reviews, 3 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
4.97 out of 5 average rating, 232 reviews, 1 bedroom, 2 beds, No bathroom
23–28 Aug
Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
4.98 out of 5 average rating, 231 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Place to stay in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
4.97 out of 5 average rating, 74 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Top guest favourite
Room in Windsor
Weaving Dreams Farm and Boutique
4.93 out of 5 average rating, 371 reviews, 3 beds, 1 bathroom
1–6 Jan
Guest favourite
Flat in Hartford
A Peaceful Brookside Vermont Retreat
5.0 out of 5 average rating, 31 reviews, 2 bedrooms, 2 beds, 2 bathrooms
22–27 Aug
Guest favourite
Cabin in West Windsor
Cabin on the Hill, Vermont
4.92 out of 5 average rating, 12 reviews, 4 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
4.88 out of 5 average rating, 105 reviews, 1 queen bed, 1.5 bathrooms
1–6 Jul
Guest favourite
Cabin in Weathersfield
Cozy a-frame w loft, new kitchen + mins to hiking
5.0 out of 5 average rating, 41 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
3–9 Aug
Guest favourite
Home in Plainfield
Historic Home on 17 acres of land. Go escape!
4.9 out of 5 average rating, 153 reviews, 6 bedrooms, 7 beds, 5 bathrooms
9–14 Aug