Find Vacation Rentals in Great Barrington

We have 214 properties to choose from
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Popular Great Barrington Vacation Rentals

Find the perfect Great Barrington vacation rental

House Great Barrington
from $373 per night
House ∙ 10 guests ∙ 4 bedrooms

204 m² House

4.7
Excellent(23 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $384 per night
House ∙ 14 guests ∙ 6 bedrooms

269 m² House

Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $321 per night
House ∙ 10 guests ∙ 4 bedrooms

185 m² House

3.8
Good(61 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $478 per night
12 guests ∙ 5 bedrooms

House

4.9
Outstanding(144 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $630 per night
House ∙ 14 guests ∙ 3 bedrooms

166 m² House

4.8
Outstanding(56 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $244 per night
6 guests ∙ 3 bedrooms

House

4.9
Outstanding(85 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $364 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

4.4
Very good(19 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $357 per night
House ∙ 8 guests ∙ 4 bedrooms

307 m² House

5.0
Outstanding(48 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $259 per night
House ∙ 10 guests ∙ 3 bedrooms

139 m² House

Great Barrington, Berkshire County, Massachusetts, United States
Details
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Vacation rentals and apartments with air conditioning

Apartment  Great Barrington
from $189 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

65 m² Apartment

5.0
Outstanding(65 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Details
House  Great Barrington
from $330 per night
House ∙ 6 guests ∙ 3 bedrooms

153 m² House

5.0
Outstanding(37 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Details
House  Great Barrington
from $736 per night
12 guests ∙ 5 bedrooms

House

4.9
Outstanding(64 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
Details
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Vacation rentals with Wi-Fi

House  Great Barrington
from $364 per night
House ∙ 8 guests ∙ 4 bedrooms

279 m² House

4.5
Excellent(18 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
Details
House  Great Barrington
from $197 per night
House ∙ 5 guests ∙ 2 bedrooms

93 m² House

4.9
Outstanding(29 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
Details
House  Great Barrington
from $503 per night
House ∙ 10 guests ∙ 4 bedrooms

223 m² House

5.0
Outstanding(32 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
Details
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Apartments and vacation rentals with a kitchen

House  Great Barrington
from $1,081 per night
House ∙ 12 guests ∙ 4 bedrooms

372 m² House

5.0
Outstanding(63 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Kitchen
Details
House  Great Barrington
from $726 per night
House ∙ 8 guests ∙ 3 bedrooms

152 m² House

4.0
Very good(4 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Kitchen
Details
Apartment  Great Barrington
from $168 per night
4 guests ∙ 2 bedrooms

Apartment

4.7
Excellent(21 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Kitchen
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Great Barrington on average?

The price per night in Great Barrington starts at $98.

Is it possible to compare multiple vacation rentals in Great Barrington?

Currently, there are 214 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Great Barrington

Looking for a vacation rental in Great Barrington? Tripping.com has 124 vacation rental homes available in Great Barrington. You'll find 0 studios, 40 1-bedroom, 10 2-bedroom and 74 rentals with 3 or more bedrooms ranging from $57 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Great Barrington is $331 while the average price of a weekly rental is $25. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Great Barrington home is $25. Wondering if you can bring your dog or cat along with you? There are 45 pet-friendly vacation rentals available in Great Barrington. In addition to accommodating pets, Great Barrington rentals offer a variety of amenities. In particular, 108 rentals have Internet and WiFi, 106 have TV and/or cable and 33 have a pool or hot tub. Search properties from 8 vacation rental sites in Great Barrington where the top providers in that area are HomeAway, Booking.com, and HRS Holidays. There are 80 HomeAway rentals, 14 Booking.com short term rentals and 10 HRS Holidays vacation rentals.

Popular Day Trips Near Great Barrington

What are the trendiest neighborhoods in Great Barrington?

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