Find Vacation Rentals in Great Barrington

We have 238 properties to choose from
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Popular Great Barrington Vacation Rentals

Find the perfect Great Barrington vacation rental

House Great Barrington
from $386 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 $436 per night
House ∙ 14 guests ∙ 6 bedrooms

269 m² House

Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $340 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 $454 per night
12 guests ∙ 5 bedrooms

House

4.9
Outstanding(144 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $420 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 $360 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 $300 per night
House ∙ 10 guests ∙ 3 bedrooms

139 m² House

Great Barrington, Berkshire County, Massachusetts, United States
Details
Cabin Great Barrington
from $265 per night
Cabin ∙ 3 guests ∙ 1 bedroom

42 m² Cabin

5.0
Outstanding(64 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
House Great Barrington
from $408 per night
House ∙ 9 guests ∙ 4 bedrooms

153 m² House

4.9
Outstanding(67 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Details
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Vacation rentals and apartments with air conditioning

Apartment  Great Barrington
from $193 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 $390 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 $852 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 $360 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 $294 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 $445 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 $772 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 $495 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 $167 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 $115.

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

Currently, there are 238 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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