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
Guest suite in Lenox
4.96 out of 5 average rating, 168 reviewsT’Other House
28 May – 4 Jun
€ 168 per night
Superhost
Home in Dalton
4.88 out of 5 average rating, 113 reviewsThe Yellow House
1–8 Dec
€ 135 per night
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 347 reviewsMid-Century Glass Octagon in the Berkshires
26 Jan – 2 Feb
€ 395 per night
Guest favourite
Flat in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
18–25 Nov
€ 185 per night
Guest favourite
Home in Canaan
5.0 out of 5 average rating, 133 reviewsCountry Cottage
25 Mar – 1 Apr
€ 147 per night
Guest favourite
Cottage in Becket
4.94 out of 5 average rating, 237 reviewsBERKSHIRE COTTAGE NEAR CRYSTAL CLEAR LAKE.
14–21 Mar
€ 198 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
3–10 Jul
€ 325 per night
Guest favourite
Guest suite in Hancock
4.83 out of 5 average rating, 154 reviewsCozy apartment near Jiminy Peak
3–10 Dec
€ 92 per night
Destinations to explore
- Rentals with a sauna Berkshire County
- Waterfront rentals Berkshire County
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- Rentals with an EV charger Berkshire County
- Private suite rentals Berkshire County
- House rentals Berkshire County
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- Rentals with a kayak Berkshire County
- Flat rentals Berkshire County
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- Rentals with lake access Berkshire County
- Beachfront rentals Berkshire County
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- Rentals with pools Berkshire County
- Family-friendly rentals Berkshire County
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