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, 449 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
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, 17 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, 73 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
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
Guest favourite
Room in Cornish
Fitch Family Farm
1 queen bed
5–10 Jul
4.91 out of 5 average rating, 171 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, 85 reviews
Top guest favourite
Guest suite in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
1 bedroom, 3 beds
8–13 Sept
4.97 out of 5 average rating, 274 reviews
Top guest favourite
Cabin in Weathersfield
Little Ascutney Post &Beam Chalet -Cozy near Okemo
2 bedrooms, 5 beds
1–6 Jul
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Farm stay in Hartland
The Spooner House – A Relaxed Farm Stay in Vermont
2 bedrooms, 2 beds
23–28 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Flat in Weathersfield
Cute VT Bungalow With 180 Degree View of NH
1 bedroom, 1 queen bed
18–23 Jul
4.97 out of 5 average rating, 152 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, 76 reviews
Top guest favourite
Cottage in Hartland
Cottage 5 miles from Woodstock-Dog Friendly w/FIOS
2 bedrooms, 2 beds
31 Aug – 5 Sept
4.94 out of 5 average rating, 160 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
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