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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
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
17–22 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
9–14 Aug
4.83 out of 5 average rating, 48 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds
11–16 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
13–18 Sept
4.99 out of 5 average rating, 162 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds
15–20 Aug
4.94 out of 5 average rating, 157 reviews
Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
7 bedrooms, 9 beds
18–23 Aug
4.98 out of 5 average rating, 59 reviews
Guest favourite
Room in Richford, Vermont, US
“The Rose Room” at Spice & Such near Jay Peak
1 double bed
1–6 Oct
4.81 out of 5 average rating, 91 reviews
Superhost
Cabin in Richford, Vermont, US
Scandi Cabin • Expansive Deck & Green Mtn Views
1 bedroom, 1 king bed
18–23 Aug
New place to stay
Top guest favourite
Cabin in Richford, Vermont, US
Scandi Cabin • Outdoor Shower & Green Mtn Views
1 bedroom, 1 king bed
15–20 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Cabin in Bakersfield, Vermont, US
Modern Vermont Cabin on 40 Acres
3 bedrooms, 6 beds
11–16 Aug
4.92 out of 5 average rating, 144 reviews
Guest favourite
Tiny home in Mansonville, Canada
La Cabine Potton
2 bedrooms, 4 beds
18–23 Aug
4.96 out of 5 average rating, 206 reviews
Cottage in Montgomery, Vermont, US
Chic Montgomery Haven | 4 Beds, Games & Workspace
3 bedrooms, 4 beds
16–21 Aug
Top guest favourite
Cabin in Enosburg, Vermont, US
The Rustic Retreat at Twin Ponds
2 bedrooms, 3 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 202 reviews
Guest favourite
Home in Montgomery, Vermont, US
Hillwest Mountain View
3 bedrooms, 4 beds
16–21 Aug
4.96 out of 5 average rating, 139 reviews
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds
11–16 Aug
Guest favourite
Home in Montgomery, Vermont, US
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds
16–21 Aug
4.96 out of 5 average rating, 74 reviews