Discover a selection of 1,000 vacation rentals in Berkshire County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $113 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.
Top rated rentals — Berkshire County

How many vacation rentals are available around Berkshire County, US?

Our 2021 property listings offer a large selection of 778 vacation rentals around Berkshire County. From 560 house rentals to 85 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Berkshire County?

There are many lovely places to stay for a holiday trip or just for a weekend in Berkshire County. From Vrbo travelers, the top most popular destinations to visit are:

  • Great Barrington: 450 vacation rentals
  • Stockbridge: 486 vacation rentals
  • Lanesborough: 184 vacation rentals
  • Otis: 351 vacation rentals
  • Pittsfield: 617 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Berkshire County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Berkshire County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Berkshire County:

  • Great Barrington: 450 rentals
  • Stockbridge: 486 rentals
  • Lanesborough: 184 rentals
  • Otis: 351 rentals
  • Pittsfield: 617 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Berkshire County?

Vrbo offers a large selection of rentals near lovely places in Berkshire County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Otis Reservoir: 372 rentals
  • Tanglewood Music Center: 556 rentals
  • Mount Greylock: 217 rentals
  • Mass MoCA: 370 rentals
  • Norman Rockwell Museum: 704 rentals

But there are many other points of interest around Berkshire County listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Berkshire County

Great Barrington
450 vacation rentals
Stockbridge
486 vacation rentals
Lanesborough
184 vacation rentals
Otis
351 vacation rentals
Pittsfield
617 vacation rentals
Lenox
241 vacation rentals
Williamstown
199 vacation rentals
Sheffield
482 vacation rentals
Becket
406 vacation rentals
Monterey
366 vacation rentals
Lee
534 vacation rentals
Hinsdale
435 vacation rentals
West Stockbridge
287 vacation rentals
South Lee
334 vacation rentals
Richmond
506 vacation rentals
Sandisfield
838 vacation rentals
Hancock
159 vacation rentals
North Adams
69 vacation rentals
Adams
132 vacation rentals
Washington
286 vacation rentals