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Search results; Over 1,000 homes in Windsor

Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
2 bedrooms, 5 beds, 2 private bathrooms
20–25 Jul
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4.98 out of 5 average rating, 131 reviews
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
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 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, 36 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Jul
5.0 out of 5 average rating, 38 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
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 bathrooms
7–12 Jul
4.89 out of 5 average rating, 91 reviews
Top guest favourite
Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
1 king bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed, 1 bathroom
15–20 Jul
4.91 out of 5 average rating, 174 reviews
Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 bedroom, 1 king bed, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 232 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
Flat in Hartland
Sunny Studio Apartment in Hartland
1 bedroom, 1 bathroom
25–30 Jul
4.88 out of 5 average rating, 496 reviews
Villa in Brownsville
Villa Near Biking and Hiking Trails
3 bedrooms, 4 beds, 3 bathrooms
27 Jul – 1 Aug
4.82 out of 5 average rating, 11 reviews
Guest favourite
Home in West Windsor
Ascutney Mountain House
4 bedrooms, 5 beds, 2 bathrooms
10–15 Jul
4.84 out of 5 average rating, 58 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, 232 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed, 1.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Flat in Hartford
A Peaceful Brookside Vermont Retreat
2 bedrooms, 2 queen beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed, 1.5 bathrooms
7–12 Jul
4.88 out of 5 average rating, 106 reviews