Find the best place to stay — The Berkshires

Where to stay around The Berkshires, US?

Our 2018 property listings offer a large selection of 911 vacation rentals near The Berkshires. From 528 houses to 89 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 most popular destinations to visit are:

  • Vermont: 4,270 vacation rentals
  • New York: 16,593 vacation rentals
  • Catskill Mountains: 2,058 vacation rentals
  • Hudson Valley: 3,796 vacation rentals
  • New England: 35,704 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: 364 rentals
  • Pittsfield: 360 rentals
  • Brattleboro: 137 rentals
  • Stockbridge: 461 rentals
  • Stratton: 787 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:

  • Bradley International Airport (BDL): 70 vacation rentals
  • Great Barrington, MA (GBR-Walter J. Koladza): 702 vacation rentals
  • Hudson, NY (HCC-Columbia County): 519 vacation rentals

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