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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, 451 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds
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
4–9 Jul
4.98 out of 5 average rating, 129 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds
1–6 Jul
5.0 out of 5 average rating, 38 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds
1–6 Jul
4.89 out of 5 average rating, 90 reviews
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds
15–20 Aug
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
1 king bed
1–6 Jul
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 86 reviews
Top guest favourite
Room in Windsor
Weaving Dreams Farm and Boutique
3 beds
1–6 Jan
4.93 out of 5 average rating, 371 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed
2–7 Jul
5.0 out of 5 average rating, 208 reviews
Guest favourite
Room in Windsor
Stay at the Largest Colonial Revival Mansion in US
1 queen bed
1–6 Jul
4.88 out of 5 average rating, 105 reviews
Top guest favourite
Place to stay in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bedroom, 1 bed
1–6 Jul
4.97 out of 5 average rating, 74 reviews
Guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed
5–10 Jul
4.91 out of 5 average rating, 172 reviews
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
1 bedroom, 2 beds
23–28 Aug
4.97 out of 5 average rating, 232 reviews
Guest favourite
Flat in Hartford
A Peaceful Brookside Vermont Retreat
2 bedrooms, 2 queen beds
22–27 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in West Windsor
Meadow View. 35 acres outside your door!
1 bedroom, 1 king bed
12–17 Jul
4.98 out of 5 average rating, 231 reviews
Guest favourite
Cabin in West Windsor
Stylish Loft Adventure Hub Near Woodstock & GMHA
2 bedrooms, 3 beds
8–13 Jul
4.92 out of 5 average rating, 13 reviews
Guest favourite
Cabin in West Windsor
Cabin on the Hill, Vermont
4 bedrooms, 6 beds
1–6 Jul
4.92 out of 5 average rating, 12 reviews
Home in Charlestown
Morningside - Your home in New Hampshire!
3 bedrooms, 3 queen beds
1–6 Sept
5.0 out of 5 average rating, 50 reviews