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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
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
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
Superhost
Cabin in Richford, Vermont, US
Scandi Cabin • Expansive Deck & Green Mtn Views
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
New place to stay
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
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
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
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
18–23 Aug
4.94 out of 5 average rating, 167 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.95 out of 5 average rating, 22 reviews
Guest favourite
Nature lodge in Sutton, Canada
Ecogite Heritage - Bedroom with wall bed - no 2
1 bedroom, 1 double bed, 1 bathroom
23–28 Aug
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Room in Montgomery, Vermont, US
Hazens Notch Studio ~peaceful stays~
1 queen bed, 1 bathroom
9–14 Aug
4.99 out of 5 average rating, 127 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
Top guest favourite
Room in Enosburg, Vermont, US
Cozy Solo Room with a View
1 single bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Cabin in Richford, Vermont, US
Scandi Cabin • Outdoor Shower & Green Mtn Views
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Enosburg, Vermont, US
Home in Enosburg
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Montgomery, Vermont, US
Montgomery Ctr VT Home near Jay Peak Renovated 3BR
3 bedrooms, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Room in Richford, Vermont, US
Cozy & Convenient Richford, VT (Room 14)
1 queen bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Dunham, Canada
Cozy Little Orchard House in Dunham
2 bedrooms, 4 beds, 1 bathroom
22–27 Nov
4.97 out of 5 average rating, 230 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, 74 reviews