Find the best place to stay — Berkshire County

Where to stay around Berkshire County, US?

Our 2018 property listings offer a large selection of 627 vacation rentals near Berkshire County. From 363 houses to 85 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 most popular destinations to visit are:

  • Lenox: 357 vacation rentals
  • Jiminy Peak: 431 vacation rentals
  • Great Barrington: 501 vacation rentals
  • Williamstown: 180 vacation rentals
  • Stockbridge: 453 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: 357 rentals
  • Great Barrington: 501 rentals
  • Williamstown: 180 rentals
  • Stockbridge: 453 rentals
  • Pittsfield: 375 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): 677 vacation rentals
  • Pittsfield, MA (PSF-Pittsfield Municipal): 634 vacation rentals
  • Hudson, NY (HCC-Columbia County): 516 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 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Jiminy Peak: 431 rentals
  • Ski Butternut: 664 rentals
  • Skyline Country Club: 473 rentals
  • Tanglewood Music Center: 702 rentals
  • Western Gateway Heritage State Park: 327 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.