Discover a selection of 500 holiday rentals in Berkshire County that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 114 per night, and houses and cabins are popular options for a stay in Berkshire County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Berkshire County
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Can I find a vacation rental around Berkshire County?

Yes, our 2021 property listings offer a large selection of 714 vacation rentals near Berkshire County. From 521 houses to 84 cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Berkshire County for a holiday or a weekend are on Vrbo.

Explore destinations around Berkshire County

Pittsfield
548 holiday rentals
Cheshire
166 holiday rentals
Stockbridge
454 holiday rentals
Lenox
235 holiday rentals
Great Barrington
413 holiday rentals
Williamstown
172 holiday rentals
Lanesborough
145 holiday rentals
Peru
86 holiday rentals
Dalton
268 holiday rentals
Windsor
75 holiday rentals
West Stockbridge
271 holiday rentals
South Egremont
253 holiday rentals
Mill River
141 holiday rentals
Otis
337 holiday rentals
Becket
392 holiday rentals
North Adams
61 holiday rentals
Monterey
339 holiday rentals
Sheffield
443 holiday rentals
Lee
495 holiday rentals
Sandisfield
762 holiday rentals