Vacation rentals in Berkshire County
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Top-rated vacation rentals in Berkshire County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Berkshire County vacation rentals
Other great vacation rentals in Berkshire County
Guest favourite
Loft in Great Barrington
4.99 out of 5 average rating, 296 reviewsThe Old Red Barn
May 16 – 23
$262 CAD per night
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 347 reviewsMid-Century Glass Octagon in the Berkshires
Oct. 27 – Nov. 3
$614 CAD per night
Guest favourite
Home in Monterey
4.92 out of 5 average rating, 306 reviewsCharming cottage w/ gorgeous views.
Dec. 11 – 18
$263 CAD per night
Superhost
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
Oct. 23 – 30
$204 CAD per night
Guest favourite
Cottage in Becket
4.94 out of 5 average rating, 237 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
Jan. 11 – 18
$287 CAD per night
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 133 reviewsCountry Cottage
Jan. 26 – Feb. 2
$212 CAD per night
Guest favourite
Cabin in North Adams
4.95 out of 5 average rating, 182 reviewsMahican Cabin - A Private Nature's Reserve For 2
Jul. 3 – 10
$471 CAD per night
Guest favourite
Guest suite in Hancock
4.83 out of 5 average rating, 154 reviewsCozy apartment near Jiminy Peak
Aug. 19 – 26
$137 CAD per night
Destinations to explore
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