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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
1–6 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
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
4.83 out of 5 average rating, 48 reviews, 3 bedrooms, 5 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
4.94 out of 5 average rating, 167 reviews, 6 bedrooms, 8 beds, 2.5 bathrooms
18–23 Aug
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
4.95 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
4.99 out of 5 average rating, 162 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
5.0 out of 5 average rating, 31 reviews, 4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
4.93 out of 5 average rating, 46 reviews, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Montgomery, Vermont, US
Cliff House | Summer fun near Jay Peak!
4.96 out of 5 average rating, 73 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Aug
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
4.94 out of 5 average rating, 156 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Superhost
Room in Richford, Vermont, US
“The Magnolia Room” at Spice & Such near Jay Peak
4.75 out of 5 average rating, 63 reviews, 1 queen bed, 1.5 bathrooms
1–6 Oct
Guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
4.94 out of 5 average rating, 182 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
27 Aug – 1 Sept
Superhost
Home in Frelighsburg, Quebec, Canada
Spa, Nature & Mountain - Le Pinacle
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
2–7 Aug
Guest favourite
Home in Montgomery, Vermont, US
Private 3BR, 1.5 Bath — Green Mountain Guesthouse
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Aug
Guest favourite
Cabin in Montgomery, Vermont, US
Secluded Montgomery Cabin near Jay Peak
4.9 out of 5 average rating, 113 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Farm stay in Fairfield, Vermont, US
Meadow Cottage on Organic Farm with Mountain Views
4.97 out of 5 average rating, 460 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Top guest favourite
Cabin in Bakersfield, Vermont, US
Modern Vermont Cabin on 40 Acres
4.92 out of 5 average rating, 144 reviews, 3 bedrooms, 6 beds, 2 bathrooms
11–16 Aug
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Chalet in Frelighsburg, Quebec, Canada
Frelighsburg-en-haut
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
10–15 Aug