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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 bath
Nov 16–21
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4.97 out of 5 average rating, 463 reviews
Top guest favourite
Apartment in Windsor
Charming apartment on the Windsor Green
1 bedroom, 2 beds, 1 bath
Aug 23–28
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Windsor
Charming Cabin in Central VT
3 bedrooms, 4 beds, 1.5 baths
Aug 16–21
5.0 out of 5 average rating, 39 reviews
Guest favourite
Bed and breakfast in Windsor
Stay at the largest Colonial Revival Mansion in US
1 bedroom, 2 beds, 1.5 baths
Aug 20–25
4.89 out of 5 average rating, 92 reviews
Top guest favourite
Home in West Windsor
Chuck's Place
3 bedrooms, 6 beds, 2 baths
Aug 30–Sep 4
4.96 out of 5 average rating, 92 reviews
Top guest favourite
Home in Windsor
Custom cabin on Mt Ascutney, with faraway views
2 bedrooms, 5 beds, 2 baths
Oct 17–22
4.97 out of 5 average rating, 134 reviews
Top guest favourite
Room in Windsor
Fangs and Fuzz Room At All Hallows Inn B and B
1 king bed, 1 bath
Aug 17–22
5.0 out of 5 average rating, 57 reviews
Home in Claremont
Located in quiet neighborhood of Claremont
3 bedrooms, 3 beds, 2 baths
Aug 12–17
New place to stay
Guest favourite
Apartment in Lebanon
The Old Farmhouse
2 bedrooms, 2 queen beds, 1 bath
Oct 25–30
4.85 out of 5 average rating, 501 reviews
Top guest favourite
Home in Reading
Hilltop Hideaway |Private, 3BR Home | 10 Acres
3 bedrooms, 5 beds, 2 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in VT Farmhouse
1 bedroom, 1 king bed, 1.5 baths
Aug 17–22
5.0 out of 5 average rating, 212 reviews
Top guest favourite
Cabin in Weathersfield
A-Frame | Ski/Hike | Dog-Friendly | New Kitchen
2 bedrooms, 3 beds, 1.5 baths
Sep 7–12
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Cornish
Cornish-Windsor Bridge Retreat with Amazing Views
6 bedrooms, 9 beds, 2.5 baths
Sep 8–13
4.88 out of 5 average rating, 41 reviews
Top guest favourite
Cabin in West Windsor
Designer Cabin Near Swimming Hole, Woodstock, GMHA
2 bedrooms, 3 beds, 1 bath
Aug 17–22
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest suite in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
1 bedroom, 3 beds, 1 bath
Oct 22–27
4.97 out of 5 average rating, 275 reviews
Top guest favourite
Home in Springfield
Vermont Farmhouse
5 bedrooms, 6 beds, 2.5 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cottage in Hartland
Cottage 5 miles from Woodstock-Dog Friendly w/FIOS
2 bedrooms, 2 beds, 1 bath
Oct 18–23
4.95 out of 5 average rating, 170 reviews
Top guest favourite
Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4 bedrooms, 7 beds, 3 baths
Aug 29–Sep 3
4.99 out of 5 average rating, 168 reviews
Top guest favourite
Condo in Ludlow
Lovely 1-Bedroom condo with indoor fireplace!
1 bedroom, 3 beds, 1 bath
Aug 12–17
4.95 out of 5 average rating, 193 reviews