The Berkshires, MA, USA

The Berkshires, MA, USA

We found 906 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?

Our 2018 property listings offer a large selection of 906 vacation rentals near The Berkshires. From 510 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 HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Vermont: 4,406 vacation rentals
  • Connecticut: 1,304 vacation rentals
  • New York: 15,902 vacation rentals
  • Catskill Mountains: 2,059 vacation rentals
  • Hudson Valley: 3,776 vacation rentals

And HomeAway 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:

  • Stratton: 780 rentals
  • Hudson: 373 rentals
  • Lenox: 358 rentals
  • Great Barrington: 493 rentals
  • Stockbridge: 451 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): 73 vacation rentals
  • Columbia County Airport (HCC): 502 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?

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

  • Jiminy Peak Mountain Resort: 416 rentals
  • Ski Butternut: 663 rentals
  • Western Gateway Heritage State Park: 299 rentals
  • Connecticut Valley Winery: 163 rentals
  • Catamount Ski Area: 695 rentals

But there are many other points of interest around The Berkshires listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.