The Berkshires, MA, USA

The Berkshires, MA, USA

We found 891 vacation rentals — enter your dates for availability

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Find the best place to stay — The Berkshires

Where to stay around The Berkshires, US?

Our 2018 property listings offer a large selection of 891 vacation rentals near The Berkshires. From 512 houses to 81 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near The Berkshires for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in The Berkshires?

There are many lovely places to stay for a holiday trip or just for a weekend in The Berkshires. From VRBO travelers, the top 5 most popular destinations to visit are:

  • Vermont: 4,352 vacation rentals
  • Connecticut: 1,216 vacation rentals
  • New York: 15,829 vacation rentals
  • Catskill Mountains: 2,019 vacation rentals
  • Lenox: 358 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in The Berkshires! 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 The Berkshires?

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 The Berkshires:

  • Lenox: 358 rentals
  • Hudson: 372 rentals
  • Windsor Locks: 21 rentals
  • Stockbridge: 451 rentals
  • Great Barrington: 492 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 The Berkshires?

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

  • Hudson, NY (HCC-Columbia County): 503 vacation rentals
  • Columbia County Airport (HCC): 505 vacation rentals
  • Great Barrington, MA (GBR-Walter J. Koladza): 678 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 The Berkshires?

VRBO offers a large selection of rentals near lovely places in The Berkshires. From VRBO travelers, the top 5 most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Connecticut Valley Winery: 160 rentals
  • Tanglewood Music Center: 676 rentals
  • TriArts Sharon Playhouse: 323 rentals
  • Jiminy Peak Mountain Resort: 418 rentals
  • Hotchkiss-Fyler House Museum: 192 rentals

But there are many other points of interest around The Berkshires 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.