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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
4–9 Jul
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4.98 out of 5 average rating, 129 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, 451 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
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds
1–6 Jul
5.0 out of 5 average rating, 38 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
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed
1–6 Jul
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
1 bedroom, 2 beds
20–25 Jul
4.97 out of 5 average rating, 232 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
Top guest favourite
Farm stay in Baltimore
Hawk Mtn Farm's lovely one bedroom apartment!
1 bedroom, 1 queen bed
1–6 Jul
4.94 out of 5 average rating, 137 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
Room in Windsor
Room 217 At All Hallows Inn B and B
1 bed
5–10 Jul
5.0 out of 5 average rating, 32 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
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, 4 reviews
Guest favourite
Flat in Hartland
Sunny Studio Apartment in Hartland
1 bedroom
5–10 Jul
4.88 out of 5 average rating, 495 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds
5–10 Jul
5.0 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in Hartland
Private Log Cabin near Quechee
2 bedrooms, 3 beds
25–30 Aug
4.97 out of 5 average rating, 79 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
Cottage in Hartland
Cottage 5 miles from Woodstock-Dog Friendly w/FIOS
2 bedrooms, 2 beds
9–14 Aug
4.94 out of 5 average rating, 161 reviews
Guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed
5–10 Jul
4.91 out of 5 average rating, 172 reviews