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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
29 Jul – 3 Aug
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4.94 out of 5 average rating, 166 reviews
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
19–24 Jul
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
4.99 out of 5 average rating, 161 reviews, 2 bedrooms, 3 beds, 1 bathroom
20–25 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
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
26–31 Jul
Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
4.99 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Tiny home in Berkshire, Vermont, US
Rustic Vermont Tiny Home - Off Grid
4.93 out of 5 average rating, 46 reviews, 2 beds, 1 bathroom
19–24 Jul
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
19–24 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
20–25 Jul
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - Stargaze + Unwind - 5 Star Views
4 bedrooms, 5 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
4.98 out of 5 average rating, 59 reviews, 7 bedrooms, 9 beds, 4 bathrooms
28 Jul – 2 Aug
Guest favourite
Treehouse in Newport, Vermont, US
Secluded Luxury Treehouse - Hot Tub + Projector
4.97 out of 5 average rating, 323 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Top guest favourite
Cottage in Franklin, Vermont, US
3 BR Camp on Lake Carmi
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
Top guest favourite
Cabin in Montgomery, Vermont, US
Jay Peak Retreat
4.94 out of 5 average rating, 181 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
2–7 Aug
Top guest favourite
Farm stay in Fairfield, Vermont, US
Meadow Cottage on Organic Farm with Mountain Views
4.97 out of 5 average rating, 458 reviews, 1 bedroom, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Cabin in Enosburg, Vermont, US
The Rustic Retreat at Twin Ponds
5.0 out of 5 average rating, 200 reviews, 2 bedrooms, 3 beds, 1 bathroom
15–20 Aug
Guest favourite
Room in Richford, Vermont, US
“The Rose Room” at Spice & Such near Jay Peak
4.81 out of 5 average rating, 90 reviews, 1 double bed, 1.5 bathrooms
1–6 Oct
Guest favourite
Farm stay in Richford, Vermont, US
Hi Vue Cabin
4.75 out of 5 average rating, 88 reviews, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Brome-Missisquoi, Canada
Ecological cabin forest retreat in Frelighsburg
5.0 out of 5 average rating, 30 reviews, 4 bedrooms, 5 beds, 1.5 bathrooms
14–19 Sept