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
,
4.97 out of 5 average rating, 455 reviews
Top guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
9 beds
15–20 Aug
4.95 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Windsor
Charming apartment on the Windsor Green
2 beds
9–14 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Room in Cornish
Stay with Sue
Fitch Family Farm
2–7 Aug
4.91 out of 5 average rating, 176 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
2 beds
24–29 Jul
4.89 out of 5 average rating, 91 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
6 beds
30 Aug – 4 Sept
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Home in Hartford
Quechee Retreat. Close to Everything!
4 beds
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Windsor
Stylish Vermont Cabin | Views · Trails · Luxe
5 beds
8–13 Aug
4.98 out of 5 average rating, 131 reviews
Top guest favourite
Room in Windsor
Stay with Kathryn
Room 217 At All Hallows Inn B and B
19–24 Jul
5.0 out of 5 average rating, 34 reviews
Guest favourite
Cabin in Weathersfield
Cozy a-frame w loft, new kitchen + mins to hiking
3 beds
24–30 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in West Windsor
Designer Cabin Firepit Trails Near Woodstock, GMHA
3 beds
25–30 Jul
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in West Windsor
Elm Gate Farm
2 beds
1–6 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Cabin in Plymouth
Thundersnow | Woods • Mountains • Peaceful
6 beds
26–31 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Cabin in West Windsor
Peaceful Vermont Cottage w/ Outdoor Sauna!
4 beds
25–30 Jul
4.83 out of 5 average rating, 78 reviews
Top guest favourite
Home in West Windsor
Birdie's Nest Guesthouse
1 bed
26–31 Jul
4.98 out of 5 average rating, 182 reviews
Guest favourite
Villa in Brownsville
2-Bedroom Villa w/ King, Queen & Private Balcony
3 beds
16–21 Aug
4.79 out of 5 average rating, 77 reviews
Top guest favourite
Cabin in West Windsor
Sunset Cabin - your private romantic hideaway
1 queen bed
2–7 Aug
4.96 out of 5 average rating, 280 reviews
Guest favourite
Townhouse in West Windsor
Entire Cozy Condo for Skiing-Hiking-Biking
3 beds
20–25 Jul
4.88 out of 5 average rating, 58 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
4 beds
20–25 Jul
5.0 out of 5 average rating, 38 reviews