The Berkshires, MA, USA

The Berkshires, MA, USA

We found 895 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 895 vacation rentals near The Berkshires. From 512 houses to 83 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:

  • Hudson Valley: 3,726 vacation rentals
  • Hudson: 376 vacation rentals
  • Great Barrington: 489 vacation rentals
  • Lenox: 353 vacation rentals
  • New England: 35,159 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:

  • Hudson: 376 rentals
  • Great Barrington: 489 rentals
  • Lenox: 353 rentals
  • Stockbridge: 445 rentals
  • Brattleboro: 143 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:

  • Columbia County Airport (HCC): 508 vacation rentals
  • Barnes Municipal Airport (BAF): 103 vacation rentals
  • Bradley International Airport (BDL): 63 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
  • Jiminy Peak Mountain Resort: 421 rentals
  • Southern Vermont College: 423 rentals
  • Cranwell Golf Club: 652 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.