Berkshire County, MA, USA

Berkshire County, MA, USA

We found 606 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 606 vacation rentals near Berkshire County. From 347 houses to 58 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: 353 vacation rentals
  • Great Barrington: 489 vacation rentals
  • Stockbridge: 445 vacation rentals
  • Pittsfield: 354 vacation rentals
  • Lee: 473 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: 353 rentals
  • Great Barrington: 489 rentals
  • Stockbridge: 445 rentals
  • Pittsfield: 354 rentals
  • Lee: 473 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 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Tanglewood Music Center: 673 rentals
  • Jiminy Peak Mountain Resort: 416 rentals
  • Western Gateway Heritage State Park: 293 rentals
  • Cranwell Golf Club: 652 rentals
  • Chesterwood: 701 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.