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Search results; Over 1,000 homes in Windsor

Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 private bathrooms
9–14 Jul
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4.89 out of 5 average rating, 91 reviews
Top guest favourite
Cottage in Windsor
Ogden's Mill Farm
2 bedrooms, 3 beds
16–21 Nov
4.97 out of 5 average rating, 455 reviews
Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
2 bedrooms, 5 beds
20–25 Jul
4.98 out of 5 average rating, 131 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
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
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
3 bedrooms, 4 beds
25–30 Jul
4.83 out of 5 average rating, 78 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, 88 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, 232 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, 36 reviews
Top 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, 34 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds
9–14 Jul
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Room in Windsor
Room 217 At All Hallows Inn B and B
1 bed
18–23 Jul
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed
15–20 Jul
4.91 out of 5 average rating, 174 reviews
Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
1 bedroom, 1 bed
13–18 Jul
4.98 out of 5 average rating, 181 reviews
Guest favourite
Flat in Hartland
Sunny Studio Apartment in Hartland
1 bedroom
25–30 Jul
4.88 out of 5 average rating, 497 reviews
Top guest favourite
Guest house in Hartland
Cozy - Killington 40 min. Woodstock-Hanover-Piano!
1 bedroom, 1 queen bed
25–30 Aug
4.97 out of 5 average rating, 207 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds
26–31 Jul
5.0 out of 5 average rating, 79 reviews
Superhost
Shipping container in Ludlow
Luxury Container Home with Sauna & Heated Pool
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Place to stay in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 bedroom, 1 bed
16–21 Jul
4.97 out of 5 average rating, 76 reviews