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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
30 Jul – 4 Aug
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4.99 out of 5 average rating, 99 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
16–21 Jul
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
18–23 Jul
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
4.99 out of 5 average rating, 161 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
15–20 Jul
4.83 out of 5 average rating, 48 reviews
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
29 Jul – 3 Aug
4.94 out of 5 average rating, 166 reviews
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
2 beds, 1 bathroom
15–20 Jul
4.93 out of 5 average rating, 45 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
16–21 Jul
4.94 out of 5 average rating, 156 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Cabin in Richford, Vermont, US
Scandi Cabin • Sweeping Green Mountain Views
1 bedroom, 1 king bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
27 Jul – 1 Aug
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Cabin in Bakersfield, Vermont, US
Modern Vermont Cabin on 40 Acres
3 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
4.92 out of 5 average rating, 143 reviews
Guest favourite
Home in Saint-Armand, Canada
Chalet - The dinette
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 11 reviews
Home in Lowell, Vermont, US
Dutch Hollow Hideaway-Swimming, Hiking, Fishing
2 bedrooms, 2 queen beds, 1.5 bathrooms
15–20 Aug
New place to stay
Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
7 bedrooms, 9 beds, 4 bathrooms
28 Jul – 2 Aug
4.98 out of 5 average rating, 58 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
18–23 Jul
4.97 out of 5 average rating, 404 reviews
Top guest favourite
Home in Dunham, Canada
Chalet on Lake Selby
5 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Tiny home in Mansonville, Canada
La Cabine Potton
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
4.96 out of 5 average rating, 205 reviews