Holiday rentals in Berkshire County
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Top-rated holiday rentals in Berkshire County
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Berkshire County holiday rentals
Other great holiday rentals in Berkshire County
Guest favourite
Flat in Sheffield
4.92 out of 5 average rating, 123 reviewsPrivate Berkshire Barn Apartment
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
Guest favourite
Guest house in Stockbridge
4.96 out of 5 average rating, 178 reviewsModern studio with views of the treetops
Superhost
Home in Dalton
4.88 out of 5 average rating, 114 reviewsThe Yellow House
Guest favourite
Flat in Sheffield
5.0 out of 5 average rating, 321 reviewsHideaway with Spectacular Berkshire Views
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 116 reviewsPerfect Berkshire getaway.Cozy cottage.Great wifi.
Guest favourite
Home in Monterey
4.93 out of 5 average rating, 308 reviewsCharming cottage w/ gorgeous views.
Guest favourite
Guest suite in Hancock
4.83 out of 5 average rating, 155 reviewsCozy apartment near Jiminy Peak
Destinations to explore
- Beachfront rentals Berkshire County
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- Flat rentals Berkshire County
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