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Search results; Over 1,000 homes in Berkshire

Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 private bathrooms
18–23 Aug
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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
1–6 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
2–7 Aug
4.83 out of 5 average rating, 48 reviews
Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Aug
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
1–6 Aug
4.95 out of 5 average rating, 22 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
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 31 reviews
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
2 beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 46 reviews
Top guest favourite
Farm stay in Fairfield, Vermont, US
Meadow Cottage on Organic Farm with Mountain Views
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 460 reviews
Guest favourite
Home in Montgomery, Vermont, US
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Aug
4.96 out of 5 average rating, 73 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 156 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, 325 reviews
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
Cabin in Bakersfield, Vermont, US
Modern Vermont Cabin on 40 Acres
3 bedrooms, 6 beds, 2 bathrooms
11–16 Aug
4.92 out of 5 average rating, 144 reviews
Guest favourite
Cabin in Montgomery, Vermont, US
Secluded Montgomery Cabin near Jay Peak
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
4.9 out of 5 average rating, 113 reviews
Guest favourite
Home in Fairfield, Vermont, US
Sugar House Homestead: A Perfect Retreat
3 bedrooms, 5 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 9 reviews
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, 206 reviews
Top guest favourite
Tiny home in Irasburg, Vermont, US
Balance Farm: Modern Cabin near Jay Peak
1 bedroom, 1 queen bed, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 60 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
2–7 Aug
4.97 out of 5 average rating, 404 reviews