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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 Jul
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4.99 out of 5 average rating, 99 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
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
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
2 beds, 1 bathroom
13–18 Jul
4.93 out of 5 average rating, 45 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
13–18 Jul
4.83 out of 5 average rating, 48 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
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
16–21 Jul
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
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 31 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
Superhost
Room in Richford, Vermont, US
“The Magnolia Room” at Spice & Such near Jay Peak
1 queen bed, 1.5 bathrooms
1–6 Oct
4.75 out of 5 average rating, 63 reviews
Top guest favourite
Cottage in Franklin, Vermont, US
3 BR Camp on Lake Carmi
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 42 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
Home in Dunham, Canada
Chalet on Lake Selby
5 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Franklin, Vermont, US
Beverly Shores Charming lake front home
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in Franklin, Vermont, US
Cozy Lake Carmi Cabin
2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
4.91 out of 5 average rating, 34 reviews
Top guest favourite
Cottage in Dunham, Canada
Dunham Lake Cabin - Lake, Vineyards, Cycling
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.86 out of 5 average rating, 235 reviews
Flat in Frelighsburg, Quebec, Canada
Apartment in the heart of the village
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.71 out of 5 average rating, 24 reviews