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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
10–15 Jul
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4.99 out of 5 average rating, 99 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
4.99 out of 5 average rating, 159 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
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, 19 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
10–15 Jul
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
4.93 out of 5 average rating, 45 reviews, 2 beds, 1 bathroom
12–17 Jul
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
12–17 Jul
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
10–15 Jul
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
4.94 out of 5 average rating, 166 reviews, 6 bedrooms, 8 beds, 2.5 bathrooms
29 Jul – 3 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
10–15 Jul
Top guest favourite
Farm stay in Fairfield, Vermont, US
Meadow Cottage on Organic Farm with Mountain Views
4.97 out of 5 average rating, 456 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cabin in Richford, Vermont, US
Scandi Cabin • Panoramic Views • Near Jay Peak
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
Home in Lowell, Vermont, US
Dutch Hollow Hideaway-Swimming, Hiking, Fishing
New place to stay, 2 bedrooms, 2 beds, 1.5 bathrooms
15–20 Aug
Top guest favourite
Cabin in Bakersfield, Vermont, US
Modern Vermont Cabin on 40 Acres
4.92 out of 5 average rating, 143 reviews, 3 bedrooms, 6 beds, 2 bathrooms
21–26 Jul
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
Home in Montgomery, Vermont, US
Mtn-View Home 6 Mi to Jay Peak Resort: Fish & Hike
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
11–16 Jul
Guest favourite
Home in Brome-Missisquoi, Canada
Chalet-3 bedrooms-Frelighsburg
4.83 out of 5 average rating, 23 reviews, 3 bedrooms, 3 beds, 1 bathroom
26–31 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
10–15 Jul
Guest favourite
Chalet in Sutton, Canada
Le chalet des bois, Peace and calm in the woods
4.96 out of 5 average rating, 261 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul