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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 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 100 reviews
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
18–23 Aug
4.94 out of 5 average rating, 167 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
16–21 Aug
4.83 out of 5 average rating, 48 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
17–22 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
15–20 Aug
4.94 out of 5 average rating, 158 reviews
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 162 reviews
Guest favourite
Farm stay in Fairfield, Vermont, US
Organic Farm Hideaway Home and Pond
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 330 reviews
Guest favourite
Home in Franklin, Vermont, US
Birch and Maples
3 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Dunham, Canada
Cozy home, Lake 2 min walk 2 kayaks available
4 bedrooms, 5 beds, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Guest house in Montgomery Center, Vermont, US
Cabin in the Woods VT - Discount Jay Peak Lift Tix
2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
4.97 out of 5 average rating, 405 reviews
Guest favourite
Treehouse in Newport, Vermont, US
Secluded Luxury Treehouse - Hot Tub + Projector
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 330 reviews
Superhost
Home in Montgomery, Vermont, US
Mountain Biking/Hiking Lodge by the Brook
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
4.88 out of 5 average rating, 65 reviews
Top guest favourite
Cabin in Enosburg, Vermont, US
The Rustic Retreat at Twin Ponds
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 203 reviews
Cottage in Montgomery, Vermont, US
Chic Montgomery Haven | 4 Beds, Games & Workspace
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Montgomery, Vermont, US
Hillwest Mountain View
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 31 reviews