Discover a selection of 369 vacation rentals in Great Barrington, MA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $192 per night, and houses and cabins are popular options for a stay in Great Barrington. Either way, you'll find a rental for everyone's needs.
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Destination guide

The lively city of Great Barrington awaits you

The area's live music and theater scene are just a few of the reasons to vacation in Great Barrington. Well known for its rock climbing, hiking and cafés, this scenic city won't disappoint. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in and around Great Barrington

Are you searching for attractions to see while you're in town? You'll be sure to enjoy Great Barrington for its hiking and skiing. Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Great Barrington a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Ski Butternut (1.2 mi / 2 km)
  • Les Trois Emme Winery (4 mi / 6.5 km)
  • Dry Hill (5.1 mi / 8.3 km)
  • Questing (5.9 mi / 9.5 km)
  • Catamount Ski Area (7 mi / 11.2 km)
  • Umpachene Falls Park (7.1 mi / 11.5 km)
Weather

Seasonal weather averages in Great Barrington

Travelers enjoy Great Barrington for its skiing. If you're interested in winter sports, you might consider visiting in February, March, December or January, when snowfall averages 16.01 inches and temperatures average 14°F.

Natural features

Exploring the natural features in Great Barrington

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Great Barrington. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Lake Mansfield Park (1.8 mi / 2.9 km)
  • Beartown State Forest (5.2 mi / 8.3 km)
  • Umpachene Falls Park (7.1 mi / 11.5 km)
  • Tyringham Cobble (7.4 mi / 12 km)
  • Berkshire Botanical Garden (8 mi / 12.9 km)
  • Taconic Trail State Park (10 mi / 16.2 km)
How to get there

Traveling to and around Great Barrington

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 16.8 mi (27.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Hudson, NY (HCC-Columbia County), which is 20.3 mi (32.7 km) away.

How many vacation rentals are available around Great Barrington, MA?

Our 2020 property listings offer a large selection of 369 vacation rentals around Great Barrington. From 294 house rentals to 44 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Great Barrington?

Vrbo offers a large selection of vacation rentals near lovely places in Great Barrington. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Ski Butternut: 418 vacation rentals
  • Lake Mansfield Park: 522 vacation rentals
  • W.E.B. Du Bois Boyhood Homesite: 528 vacation rentals
  • Housatonic River Walk: 514 vacation rentals
  • Beartown State Forest: 504 vacation rentals

But there are many other points of interest around Great Barrington listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Great Barrington?

Yes, of course. Vrbo has 294 Houses in Great Barrington. Our other popular types of vacation rentals in Great Barrington include:

  • Cabins: 44 rentals available
  • Cottages: 44 rentals available
  • Condos/Apartments: 32 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Country houses and more.

Can I find a vacation rental with pool in Great Barrington?

Yes, you can select your preferred vacation rental with pool among our 64 vacation rentals with pool available in Great Barrington. Please use our search bar to access the selection of vacation rentals available.