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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
16–21 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, 160 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
14–19 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
14–19 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
14–19 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
14–19 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Richford, Vermont, US
Scandi Cabin • Panoramic Green Mountain Views
1 bedroom, 1 king bed, 1 bathroom
21–26 Jul
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
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
Room in Richford, Vermont, US
“The Rose Room” at Spice & Such near Jay Peak
1 double bed, 1.5 bathrooms
1–6 Oct
4.81 out of 5 average rating, 90 reviews
Top guest favourite
Home in Enosburg, Vermont, US
Home in Enosburg
2 bedrooms, 2 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Westfield, Vermont, US
Jay Peak 3 miles - secluded with spectacular view!
2 bedrooms, 4 beds, 1 bathroom
18–23 Jul
4.96 out of 5 average rating, 256 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
Guest favourite
Home in Saint-Armand, Canada
Chalet - The dinette
3 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.9 out of 5 average rating, 10 reviews
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
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
3 bedrooms, 5 beds, 1.5 bathrooms
14–19 Jul
4.92 out of 5 average rating, 12 reviews