Berkshire County, MA, USA

Berkshire County, MA, USA

We found 605 vacation rentals — enter your dates for availability

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Find the best place to stay — Berkshire County

Where to stay around Berkshire County, US?

Our 2018 property listings offer a large selection of 605 vacation rentals near Berkshire County. From 351 houses to 56 condos, 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.

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 5 most popular destinations to visit are:

  • Lenox: 355 vacation rentals
  • Pittsfield: 356 vacation rentals
  • Great Barrington: 506 vacation rentals
  • Stockbridge: 457 vacation rentals
  • Tanglewood Music Center: 679 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:

  • Lenox: 355 rentals
  • Pittsfield: 356 rentals
  • Great Barrington: 506 rentals
  • Stockbridge: 457 rentals
  • Hancock: 340 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Berkshire County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Berkshire County are:

  • Great Barrington, MA (GBR-Walter J. Koladza): 689 vacation rentals
  • Pittsfield, MA (PSF-Pittsfield Municipal): 616 vacation rentals
  • Hudson, NY (HCC-Columbia County): 512 vacation rentals

For other airports, 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 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Tanglewood Music Center: 679 rentals
  • Jiminy Peak Mountain Resort: 415 rentals
  • Sterling and Francine Clark Art Institute: 200 rentals
  • Naumkeag: 704 rentals
  • Umpachene Falls Park: 629 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.