Plan for peace of mind

Some properties allow cancellations up to 14 days before arrival. Check the policy before booking.

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Can I find a vacation rental around Berkshires?

Yes, our 2020 property listings offer a large selection of 766 vacation rentals near Berkshires. From 442 Houses to 88 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Berkshires for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in Berkshires?

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

  • Vermont: 4,409 vacation rentals
  • Great Barrington: 377 vacation rentals
  • Hudson: 384 vacation rentals
  • Lenox: 198 vacation rentals
  • Stockbridge: 415 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in 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 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 Berkshires:

  • Great Barrington: 377 rentals
  • Hudson: 384 rentals
  • Lenox: 198 rentals
  • Stockbridge: 415 rentals
  • Lanesborough: 157 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 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 Berkshires are:

  • Hudson, NY (HCC-Columbia County): 477 vacation rentals
  • Bradley International Airport (BDL): 79 vacation rentals
  • Pittsfield, MA (PSF-Pittsfield Municipal): 509 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 Berkshires?

HomeAway offers a large selection of rentals near lovely places in 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: 309 rentals
  • Southern Vermont College: 449 rentals
  • Ski Butternut: 430 rentals
  • Mohawk Mountain Ski Area: 234 rentals
  • National Shrine of the Divine Mercy: 592 rentals

But there are many other points of interest around 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.

Explore destinations around Berkshires

Great Barrington
377 vacation rentals
Hudson
384 vacation rentals
Lenox
198 vacation rentals
Stockbridge
415 vacation rentals
Lanesborough
157 vacation rentals
Hillsdale
320 vacation rentals
Lee
463 vacation rentals
Albany
142 vacation rentals
Red Hook
524 vacation rentals
Pittsfield
539 vacation rentals
Clinton Corners
181 vacation rentals
Monterey
317 vacation rentals
Otis
309 vacation rentals
Sharon
137 vacation rentals
Salisbury
199 vacation rentals
Litchfield
164 vacation rentals
Copake
267 vacation rentals
New Marlborough
189 vacation rentals
Goshen
126 vacation rentals
Pine Plains
533 vacation rentals