Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire
Guest favorite
Farm stay in Sutton, Canada
5.0 out of 5 average rating, 129 reviewsFarm stay, Newly built 2 bedroom guesthouse
Apr 14 – 21
$139 per night
Guest favorite
Cottage in Westfield, Vermont
4.92 out of 5 average rating, 108 reviewsHistoric Schoolhouse Minutes From Jay Peak
Apr 9 – 16
$92 per night
Guest favorite
Place to stay in Sutton, Canada
4.95 out of 5 average rating, 122 reviewsHavre de paix en plein cœur de Sutton
Dec 2 – 9
$99 per night
Guest favorite
Home in Montgomery, Vermont
4.96 out of 5 average rating, 116 reviewsHillwest Mountain View
Oct 22 – 29
$147 per night
Guest favorite
Chalet in Sutton, Canada
4.93 out of 5 average rating, 201 reviewsLe chalet des chutes
Nov 13 – 20
$115 per night
Superhost
Tiny home in Berkshire, Vermont
4.95 out of 5 average rating, 38 reviewsRustic Vermont Tiny Home - Off Grid
Jun 23 – 30
$82 per night
Guest favorite
Cabin in Berkshire, Vermont
5.0 out of 5 average rating, 60 reviewsRustic Log Cabin in Berkshire, Vermont
Jul 20 – 27
$156 per night
Guest favorite
Guesthouse in Brome-Missisquoi, Canada
4.83 out of 5 average rating, 18 reviewsChalet 3 chambres à Frelighsburg
Sep 19 – 26
$108 per night
Destinations to explore
- Laval Vacation rentals
- Sherbrooke Vacation rentals
- Burlington Vacation rentals
- Trois-Rivières Vacation rentals
- Longueuil Vacation rentals
- Lake Placid Vacation rentals
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