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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 Aug – 4 Sept
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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
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
3–8 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
3–8 Aug
4.83 out of 5 average rating, 48 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
7–12 Aug
4.99 out of 5 average rating, 162 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
6–11 Aug
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
1 bedroom, 2 beds, 1.5 bathrooms
31 Aug – 5 Sept
4.94 out of 5 average rating, 183 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
6–11 Aug
4.94 out of 5 average rating, 156 reviews
Superhost
Home in Montgomery, Vermont, US
Mountain Biking/Hiking Lodge by the Brook
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
4.88 out of 5 average rating, 65 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, 91 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, 327 reviews
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
2 beds, 1 bathroom
3–8 Aug
4.93 out of 5 average rating, 46 reviews
Guest favourite
Home in Montgomery, Vermont, US
Montgomery Ctr VT Home near Jay Peak Renovated 3BR
3 bedrooms, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
7 bedrooms, 9 beds, 4 bathrooms
18–23 Aug
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Home in Saint-Armand, Canada
Chalet - The dinette
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Cabin in Franklin, Vermont, US
Camp Shenanigans
3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Home in Lowell, Vermont, US
Dutch Hollow Hideaway-Swimming, Hiking, Fishing
2 bedrooms, 2 queen beds, 1.5 bathrooms
12–17 Aug
New place to stay
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
11–16 Aug