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Great Barrington Vacation Rentals

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Great Barrington
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Apartment
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

A vacation rental in Great Barrington: life is calling

Are you craving the green landscapes in Massachusetts? Vacation rentals in Great Barrington range from romantic cottages with beautiful views, to lakefront cabins, and even rustic log homes.

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Save up to 53%

Best Vacation Home Deals in Great Barrington

House Great Barrington
May 6 - May 13
-45%
$852
$471 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Housatonic with Botanical Garden
5.0
"Excellent" (27 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 7 - Apr 14
-53%
$700
$329 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant House in Great Barrington with Botanical Garden + Mountain Views
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Nov 18 - Nov 25
-18%
$260
$214 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Great Barrington with Botanical Garden
4.7
"Outstanding" (31 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Compare and find a dreamlike property from $92 per night by searching among the 238 properties being offered in Great Barrington. By comparing these vacation rentals, HomeToGo brings you the most economical offers as well as the highest rated properties in Great Barrington.

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Top-Rated Rentals and Accommodations in Great Barrington

House Great Barrington
Nov 11 - Nov 18
$265 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Great Barrington with Botanical Garden
4.9
"Excellent" (86 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Sep 9 - Sep 16
$550 per night
House ∙ 8 guests ∙ 4 bedrooms
Beautiful Vacation Home in Great Barrington with Botanical Garden
5.0
"Excellent" (16 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Jun 2 - Jun 9
$451 per night
House ∙ 8 guests ∙ 5 bedrooms
House in Great Barrington with Botanical Garden
4.8
"Excellent" (10 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Recommended Vacation Rentals in Great Barrington

Find your perfect vacation rental in Great Barrington: from $92 per night

House Great Barrington
May 6 - May 13
-45%
$854
$470 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Housatonic with Botanical Garden
5.0
"Excellent" (27 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 7 - Apr 14
-53%
$659
$387 per night
House ∙ 8 guests ∙ 3 bedrooms
Pleasant House in Great Barrington with Botanical Garden + Mountain Views
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Nov 18 - Nov 25
-18%
$260
$214 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Great Barrington with Botanical Garden
4.7
"Outstanding" (31 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Apartment Great Barrington
Apr 1 - Apr 8
$175 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Housatonic with Botanical Garden + Spectacular View
5.0
"Excellent" (42 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 1 - Apr 8
-49%
$920
$551 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Housatonic with Botanical Garden + Degree Views
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Nov 11 - Nov 18
$809 per night
House ∙ 14 guests ∙ 5 bedrooms
Vacation Home in Great Barrington with Private Parking
5.0
"Excellent" (45 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Nov 11 - Nov 18
$360 per night
House ∙ 8 guests ∙ 4 bedrooms
House in Great Barrington with Botanical Garden
5.0
"Excellent" (2 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 7 - Apr 14
-68%
$869
$507 per night
House ∙ 4 guests ∙ 4 bedrooms
Vacation Home in Housatonic with Botanical Garden
5.0
"Excellent" (4 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 15 - Apr 22
-40%
$546
$325 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant House in Great Barrington with Botanical Garden
4.9
"Excellent" (10 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Great Barrington

House Great Barrington
Nov 11 - Nov 18
-22%
$450
$350 per night
House ∙ 7 guests ∙ 3 bedrooms
House in Housatonic with Botanical Garden
4.9
"Excellent" (45 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Lodge Great Barrington
Nov 11 - Nov 18
$348 per night
Lodge ∙ 4 guests ∙ 5 bedrooms
Charming Lodge in Great Barrington with Botanical Garden
5.0
"Excellent" (19 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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House Great Barrington
Apr 1 - Apr 8
-48%
$413
$215 per night
House ∙ 6 guests ∙ 4 bedrooms
House in Great Barrington with Botanical Garden
5.0
"Excellent" (17 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Great Barrington and book a vacation rental with air conditioning.

Apartment Air conditioning Great Barrington
Apr 1 - Apr 8
$175 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Housatonic with Botanical Garden + Spectacular View
5.0
"Excellent" (42 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
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House Air conditioning Great Barrington
Apr 15 - Apr 22
-48%
$948
$491 per night
House ∙ 14 guests ∙ 6 bedrooms
House in Housatonic with Botanical Garden + Degree Views
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
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House Air conditioning Great Barrington
Nov 11 - Nov 18
$809 per night
House ∙ 15 guests ∙ 5 bedrooms
Vacation Home in Great Barrington with Private Parking
5.0
"Excellent" (46 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Air conditioning
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Vacation homes and rentals with a yard

Looking for vacation homes with a little extra outdoor space? Check out these accommodations in Great Barrington with private yards.

House Yard Great Barrington
Apr 7 - Apr 14
-68%
$911
$292 per night
House ∙ 4 guests ∙ 4 bedrooms
Vacation Home in Housatonic with Botanical Garden
5.0
"Excellent" (4 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Yard
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House Yard Great Barrington
Nov 11 - Nov 18
$265 per night
House ∙ 6 guests ∙ 3 bedrooms
House in Great Barrington with Botanical Garden
4.9
"Excellent" (85 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Yard
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House Yard Great Barrington
Sep 9 - Sep 16
$451 per night
House ∙ 8 guests ∙ 5 bedrooms
House in Great Barrington with Botanical Garden
4.8
"Excellent" (10 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Yard
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Great Barrington accommodation with high-speed internet.

House Internet Great Barrington
Apr 22 - Apr 29
-41%
$547
$325 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant House in Great Barrington with Botanical Garden
4.9
"Excellent" (10 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
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House Internet Great Barrington
Sep 9 - Sep 16
$550 per night
House ∙ 8 guests ∙ 4 bedrooms
Beautiful Vacation Home in Great Barrington with Botanical Garden
5.0
"Excellent" (16 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
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House Internet Great Barrington
Jun 17 - Jun 24
-35%
$656
$424 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Housatonic with Botanical Garden
5.0
"Excellent" (8 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Internet
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Popular Rental Amenities in Great Barrington

  • Internet (220)
  • Air conditioning (202)
  • TV (196)
  • Microwave (167)
  • No smoking (165)
  • Kitchen (126)
  • Yard (124)
  • No pets (117)
  • Washer (113)
  • Grill (109)
  • Dishwasher (104)
  • Fireplace (88)

The Weather in Great Barrington

max.
Min.
32°
16°
17 days 17
max.
Min.
34°
16°
18 days 18
max.
Min.
41°
23°
16 days 16
max.
Min.
55°
34°
15 days 15
max.
Min.
68°
46°
14 days 14
max.
Min.
73°
54°
14 days 14
max.
Min.
81°
59°
14 days 14
max.
Min.
77°
55°
11 days 11
max.
Min.
72°
48°
11 days 11
max.
Min.
59°
39°
16 days 16
max.
Min.
46°
28°
14 days 14
max.
Min.
37°
25°
20 days 20
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out our climate diagram to find the perfect month for your vacation. July is the warmest month in Great Barrington with average maximum temperatures of 81°. January is the coolest month, with average minimal temperature reaching 16°. The rainiest month is December while the driest month is August.

7-Day Weather Forecast in Great Barrington

Sat, 1 Apr
62°
48°

15%

3 h

10 mi/h

Sun, 2 Apr
37°
19°

10%

10 h

12 mi/h

Mon, 3 Apr
55°
33°

15%

3 h

11 mi/h

Tue, 4 Apr
51°
42°

15%

2 h

5 mi/h

Wed, 5 Apr
53°
44°

15%

0 h

6 mi/h

Thu, 6 Apr
60°
44°

15%

0 h

12 mi/h

Fri, 7 Apr
48°
32°

10%

5 h

5 mi/h

Accommodations for your vacation in Great Barrington

In Great Barrington, house rental are the most typical accommodation type. In addition, the median nightly price of house rental in this destination is $758, and the average size is 234 m². Moreover, this specific type of property is ideal for large groups, as most of the house rental can host groups of 9. Bed & Breakfast are the other most common property type in Great Barrington. These properties cost $349 per night on average and have an average size of 39 m².
Where to find the best food in Great Barrington?

The best local eats in Great Barrington

One of the highlights of Great Barrington is the Barrington Brewery & Restaurant, which not only offers you American bar food, but also a wide selection of delicious home brews. What better way to start off your vacation than by enjoying food and famous, local craft beer? Once you've sated your appetite, you must visit SoCo Creamery for the best ice cream in the Berkshires - there are lots of flavors to choose from, but the coconut and ginger are to die for!

What are the best activities for families in Great Barrington?

Entertaining the kids: family fun in Great Barrington

If you are a family of skiiers, look no further than Ski Butternut, one of the most famous ski resorts in Great Barrington, located on Warner Mountain in the Berkshires. Offering stunning views of the alpine landscape, ski lessons, 2 terrain parks, and 22 trails, this is the best destination for winter family fun. Children who love hiking will enjoy Monument Mountain, which offers easy hikes through gorgeous terrain (particularly when the fall leaves are changing color). At Beartown State Forest, a scenic park with a fishing pond, you can see wildlife, enjoy winter sports, or take advantage of year-round hiking trails whenever you decide to visit.

What are the best events and festivals in Great Barrington?

Renowned Berkshire festivals

The Annual Berkshires Arts Festival has been presenting art and fine crafts for over 30 years. Located right in Great Barrington, this festival has been consistently rated as one of the 10 Great Cultural Hotspots in Western Massachusetts. Travelers will find great food, exquisite arts & crafts, and a relaxed atmosphere for the whole family to enjoy. Great Barrington also proudly hosts the world-class Berkshire International Film Festival every year, featuring premier feature films, documentaries, shorts, and family films.

Information about vacation rentals in Great Barrington

🏡 Vacation rentals 238 properties
💳 Possible discounts up to 48%
🌙 Nightly prices starting at $92
⭐ Popular amenities Internet, Air conditioning and TV
🐾 Pet friendly accommodations 62 properties
🏊 Vacation rentals with pools 78 properties

Frequently Asked Questions

What is the nightly price for a vacation rental in Great Barrington?

The average accommodation in Great Barrington is priced at $92 per night. If you are looking for a house rental, the nightly price is $758 on average. A bed & breakfast Great Barrington will cost on average $349 per night.

How many vacation homes are available to book in Great Barrington?

There are 238 rentals available for booking for your vacation.

What are the most popular amenities for vacation rentals in Great Barrington?

Three most popular amenities for home rentals in Great Barrington include accommodations that have: Internet, Air conditioning, and TV.

How many vacation rentals with a pool are there in Great Barrington?

There are 78 rentals from 5 providers in Great Barrington.

Are pets allowed in vacation homes in Great Barrington?

Finding a vacation home in Great Barrington that allows dogs is definitely possible, with 62 pet-friendly available.

What's the best month to travel to Great Barrington?

Great Barrington has its warmest time of year in July and August, with average nightly prices around $92.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Great Barrington TripAdvisor Vacation Rentals in Great Barrington Vrbo Vacation Rentals in Great Barrington VacationRentals.com Vacation Rentals in Great Barrington HouseTrip Vacation Rentals in Great Barrington FlipKey Vacation Rentals in Great Barrington Homestay.com Vacation Rentals in Great Barrington Only-apartments Vacation Rentals in Great Barrington Interhome Vacation Rentals in Great Barrington Novasol Vacation Rentals in Great Barrington HomeEscape Vacation Rentals in Great Barrington

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