Vacation rentals in Great Barrington - HomeToGo base64Hash Vacation rentals in Great Barrington - HomeToGo

Vacation rentals in Great Barrington

Find 278 available house rentals from 11 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Great Barrington

Find your perfect vacation rental in Great Barrington from just $70 per night!

House Great Barrington
Jun 28 - Jul 5
House ∙ 12 guests ∙ 5 bedrooms

Family-friendly pleasant vacation home with patio, yard & barbecue | Nature view | Good for workation | Pets allowed

Great Barrington, Berkshire County, Massachusetts, United States
$1,474
per night
Outstanding(60 ratings)
$1,474
per night
View deal
House Great Barrington
Aug 2 - Aug 9
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped house with barbecue

Great Barrington, Berkshire County, Massachusetts, United States
$495
per night
Excellent(22 ratings)
$495
per night
View deal
House Great Barrington
Aug 23 - Aug 30
House ∙ 14 guests ∙ 4 bedrooms

Fully equipped vacation home with patio, grill & garden | Mountain view | Dogs allowed

Great Barrington, Berkshire County, Massachusetts, United States
$762
per night
Outstanding(55 ratings)
$762
per night
View deal
House Great Barrington
Aug 23 - Aug 30
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home with Yard, Barbecue & Patio | Nature View

Great Barrington, Berkshire County, Massachusetts, United States
$447
per night
Outstanding(56 ratings)
$447
per night
View deal
House Great Barrington
Aug 23 - Aug 30
House ∙ 7 guests ∙ 3 bedrooms

House with patio

Great Barrington, Berkshire County, Massachusetts, United States
$425
per night
Outstanding(42 ratings)
$425
per night
View deal
Apartment Great Barrington
Jun 21 - Jun 28
Apartment ∙ 2 guests ∙ 1 bedroom

Fully Equipped Charming Apartment with Barbecue & Yard | Nature View

Great Barrington, Berkshire County, Massachusetts, United States
$193
per night
Excellent(54 ratings)
$193
per night
View deal
Apartment Great Barrington
Aug 2 - Aug 9
Apartment ∙ 2 guests ∙ 1 bedroom

Fully equipped beautiful rental apartment with terrace & garden | Nature view | Suitable for remote work

Great Barrington, Berkshire County, Massachusetts, United States
$216
per night
Outstanding(3 ratings)
$216
per night
View deal
House Great Barrington
Apr 23 - Apr 30
House ∙ 8 guests ∙ 4 bedrooms

House with Garden & Grill

Great Barrington, Berkshire County, Massachusetts, United States
$380
per night
Outstanding(3 ratings)
$380
per night
View deal
Apartment Great Barrington
Apr 23 - Apr 30
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental apartment with terrace, BBQ & yard | Mountain view

Great Barrington, Berkshire County, Massachusetts, United States
$216
per night
Outstanding(65 ratings)
$216
per night
View deal
House Great Barrington
Jul 30 - Aug 6
House ∙ 8 guests ∙ 5 bedrooms

Family-friendly house with yard & terrace

Great Barrington, Berkshire County, Massachusetts, United States
$532
per night
Outstanding(3 ratings)
$532
per night
View deal
House Great Barrington
Aug 23 - Aug 30
House ∙ 8 guests ∙ 4 bedrooms

House with yard, terrace & barbecue

Great Barrington, Berkshire County, Massachusetts, United States
$457
per night
Outstanding(52 ratings)
$457
per night
View deal
House Great Barrington
Jun 21 - Jun 28
House ∙ 11 guests ∙ 3 bedrooms

Children-Friendly House with Garden, Patio & Private Pool | Lake View | Close to the Ski | Perfect for Remote Work

Great Barrington, Berkshire County, Massachusetts, United States
$767
per night
Outstanding(8 ratings)
$767
per night
View deal
House Great Barrington
Aug 2 - Aug 9
House ∙ 9 guests ∙ 5 bedrooms

Vacation home with barbeque, garden & terrace

Great Barrington, Berkshire County, Massachusetts, United States
$1,042
per night
Outstanding(2 ratings)
$1,042
per night
View deal
House Great Barrington
Mar 22 - Mar 29
House ∙ 6 guests ∙ 4 bedrooms

Child-Friendly Charming Vacation Home with Terrace, Garden & Barbecue | Lake View

Great Barrington, Berkshire County, Massachusetts, United States
$268
per night
Outstanding(79 ratings)
$268
per night
View deal
House Great Barrington
Apr 26 - May 3
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace, barbeque & yard

Great Barrington, Berkshire County, Massachusetts, United States
$508
per night
Outstanding(26 ratings)
$508
per night
View deal

Vacation homes and rentals with a yard

House  Great Barrington
Mar 10 - Mar 17
$501
per night
House ∙ 12 guests ∙ 4 bedrooms

Fully Equipped Lovely House with Hot Tub, Yard & Sauna | Perfect for Remote Work

Great Barrington, Berkshire County, Massachusetts, United States
Free cancellation
Yard
View deal
Camping  Great Barrington
Mar 1 - Mar 8
$424
per night
Camping ∙ 4 guests ∙ 1 bedroom

Camping with Yard & BBQ | Good for Workation

4.9
Outstanding(9 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Yard
View deal
House  Great Barrington
Dec 7 - Dec 14
-26%
$469
$268
per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home with Barbecue, Patio & Yard | Water View

4.9
Outstanding(86 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
Yard
View deal
See all offers

Best Vacation Home Deals in Great Barrington

Save up to 53%

House Great Barrington
Jan 25 - Feb 1
-40%
$552
$310
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-Oriented Nice Vacation Home with Terrace & Grill | Pets Are Welcome

5.0
Outstanding(186 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal
House Great Barrington
Jan 25 - Feb 1
-47%
$624
$319
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Yard & Barbeque | Mountain View

4.7
Excellent(93 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal
House Great Barrington
Jan 25 - Feb 1
-53%
$427
$193
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Barbeque

5.0
Outstanding(5 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal

Choose a rental that fits your criteria among the 278 great rentals from 11 providers in Great Barrington. Using HomeToGo you can easily search and compare the offers of each available rental to find the best price and save up to 53%.

Budget-friendly Vacation Rentals in Great Barrington

Find Fantastic yet Inexpensive Offers

House Great Barrington
Apr 17 - Apr 24
$570
per night
House ∙ 12 guests ∙ 4 bedrooms

House with Yard, Terrace & Grill

5.0
Outstanding(63 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal
House Great Barrington
Apr 17 - Apr 24
$825
per night
House ∙ 16 guests ∙ 5 bedrooms

House with Patio, Yard & BBQ | Lake View | Perfect for Remote Work

5.0
Outstanding(59 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal
House Great Barrington
Apr 12 - Apr 19
$358
per night
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped Ample Vacation Home with Grill, Garden & Terrace | Nature View | Perfect for Remote Work | Pet-Friendly

5.0
Outstanding(44 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal

Top-Rated Rentals and Accommodations in Great Barrington

Book Vacation Rental Offers with the Highest User Rating

Motel Great Barrington
Mar 8 - Mar 15
-43%
$135
$78
per night
Motel ∙ 4 guests ∙ 1 bedroom

Motel for 4 persons

4.7
Excellent
Great Barrington, Berkshire County, Massachusetts, United States
Free cancellation
View deal
House Great Barrington
Mar 8 - Mar 15
-72%
$790
$267
per night
House ∙ 10 guests ∙ 4 bedrooms

House with yard, patio & BBQ | Lake view

4.8
Outstanding(98 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal
House Great Barrington
Mar 1 - Mar 8
-42%
$568
$375
per night
House ∙ 9 guests ∙ 4 bedrooms

House with garden, grill & terrace

5.0
Outstanding(42 ratings)
Great Barrington, Berkshire County, Massachusetts, United States
View deal

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Popular Rental Amenities in Great Barrington

  • Pet-friendly (73)
  • WiFi (271)
  • Pool (82)
  • Air conditioning (259)
  • TV (225)
  • Kitchen (155)
  • Washing machine (116)
  • No smoking (259)
  • Fireplace (109)
  • Parking (14)
  • Dishwasher (94)
  • Grill (99)

More than a quarter of the accommodations offer a pool, which makes Great Barrington a great place for travelers looking to make a splash. Additionally, more House rental have pools than any other property type. They are an excellent choice if you go in a group of 9, as that is the number of people they can welcome on average. more than half of Great Barrington's properties with pools are within two miles of water, choose between some pool time or waterfront moments.

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.

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.

Information about vacation rentals in Great Barrington

🏡 Vacation rentals available 280 rentals
💳 Possible discounts up to 53%
🌙 Nightly prices starting at $78
⭐ Popular amenities Pets allowed, Internet and Pool
🐾 Pet friendly homes 75 homes
🏊 Vacation rentals with pools 82 homes
32,898 reviews
Great Barrington vacation rentals have an average rating of 4.5/5 on 32,898 reviews left by travelers.

Frequently Asked Questions

What is the typical price per night for a vacation rental in Great Barrington?

The average accommodation in Great Barrington is priced at $78 per night. Nightly prices for house rentals are $704 on average. Bed and breakfast rentals in Great Barrington cost on average $313 per night.

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

Currently there are 280 rentals to choose from for your next trip.

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

If you're looking to book a vacation rental in Great Barrington, others search for accommodation with these amenities: Internet, Pets allowed and Pool.

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

Great Barrington offers 82 Hotel room and Motel on offer to rent.

Are dogs allowed in vacation rentals in Great Barrington?

If you are traveling with a pet in Great Barrington - 27% of vacation homes are pet-friendly.

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

When choosing a vacation rental in Great Barrington, consider that rainy season is typically in December or February, with August often being the driest.

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