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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
13–18 Sept
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4.99 out of 5 average rating, 103 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 162 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
13–18 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 32 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
13–18 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
Guest favourite
Chalet in Frelighsburg, Quebec, Canada
Frelighsburg-en-haut
3 bedrooms, 5 beds, 1.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Cabin in Richford, Vermont, US
JaMari Acres Jay Peak
3 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Home in Abercorn, Canada
Domaine du Maréchal
2 bedrooms, 4 beds, 1.5 bathrooms
15–20 Sept
Superhost
Guest suite in Richford, Vermont, US
Ski Jay Peak and Mt. Sutton from Cozy Farmhouse
3 bedrooms, 4 beds, 1 bathroom
1–6 Nov
New place to stay
Guest favourite
Home in Montgomery, Vermont, US
Raspberry Cottage Retreat
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
4.92 out of 5 average rating, 38 reviews
Top guest favourite
Home in Enosburg, Vermont, US
The Gambrel Mountain Retreat at Twin Ponds
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 71 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
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
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
16–21 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
13–18 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
14–19 Sept
4.95 out of 5 average rating, 164 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