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Search results; Over 1,000 homes in Berkshire

Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 private bathrooms
15–20 Sept
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4.99 out of 5 average rating, 103 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 163 reviews
Top guest favourite
Cabin in Richford, Vermont, US
Cozy Cabin in a Cabin • Near Jay Peak Ski Resort
4 bedrooms, 5 beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
20–25 Oct
4.94 out of 5 average rating, 169 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
18–23 Sept
4.84 out of 5 average rating, 49 reviews
Top guest favourite
Home in Abercorn, Canada
Modern, clean, natural light filled chalet
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.99 out of 5 average rating, 77 reviews
Home in Abercorn, Canada
Domaine du Maréchal
2 bedrooms, 4 beds, 1.5 bathrooms
17–22 Sept
Top guest favourite
Home in Enosburg, Vermont, US
The Gambrel Mountain Retreat at Twin Ponds
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Franklin, Vermont, US
Beverly Shores Charming lake front home
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cabin in Richford, Vermont, US
JaMari Acres Jay Peak
3 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Cottage in Franklin, Vermont, US
Lakehouse w/ private yard, lake & mtn. views.
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Sept
4.93 out of 5 average rating, 54 reviews
Superhost
Home in Frelighsburg, Quebec, Canada
Spa, Nature & Mountain | Le Pinacle
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Chalet in Frelighsburg, Quebec, Canada
Frelighsburg-en-haut
3 bedrooms, 5 beds, 1.5 bathrooms
15–20 Sept
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Sutton, Canada
Charming rustic hemp house
2 bedrooms, 2 beds, 1.5 bathrooms
5–10 Nov
5.0 out of 5 average rating, 34 reviews
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Montgomery, Vermont, US
Pet Welcoming Cottage l Hiking + Fishing + Golf
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 24 reviews
Guest favourite
Flat in Frelighsburg, Quebec, Canada
Apartment in the heart of the village
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.73 out of 5 average rating, 30 reviews