Great Barrington Vacation Rentals - HolidayHomes base64Hash Great Barrington Vacation Rentals - HolidayHomes

Great Barrington Vacation Rentals

Browse 237 available vacation homes and compared across 10 trusted partners

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Top-Rated Vacation rentals in Great Barrington

Book the highest-rated Great Barrington vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Great Barrington
Family-friendly vacation home with patio, grill & yard | Nature view | Suitable for remote work
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House Great Barrington
Cozy Great Barrington Home 1 Mi to Ski Resort!
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House Great Barrington
Vacation home with BBQ, terrace & jacuzzi | Lake view | Suitable for remote work
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Apartment Great Barrington
2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!
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House Great Barrington
House with yard, patio & grill | Nature view
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House Great Barrington
Fully equipped ample vacation home with terrace, yard & BBQ | Nature view | Perfect for remote work | Pets allowed
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House Great Barrington
House with yard, terrace & barbecue
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House Great Barrington
Renovated Colonial on the River! Fantastic Views
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House Great Barrington
Family-oriented vacation home with patio, barbecue & private pool
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House Great Barrington
Fully equipped pleasant house with BBQ, terrace & yard | Suitable for remote work
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House Great Barrington
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard w/ Patio & Outdoor Dining
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House Great Barrington
Vacation home with yard & patio | City view
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House Great Barrington
Vacation home with barbeque, hot tub & terrace | Nature view | Good for workation
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House Great Barrington
Child-friendly spacious vacation home with barbeque, terrace & yard
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House Great Barrington
Great Barrington Lakeside Getaway w/ Kayak & Grill
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Top 15 most Recommended Vacation Rentals in Great Barrington

Discover your ideal Great Barrington vacation rental with real-time comparisons of 237 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Great Barrington
House ∙ 10 guests ∙ 4 bedrooms

185 m² House

Great Barrington, Berkshire County, Massachusetts, United States
Spacious house rental in Great Barrington for 10 guests featuring a cozy fireplace and stunning mountain views.
from $331
per night
(122)
View deal
House Great Barrington
House ∙ 10 guests ∙ 4 bedrooms

204 m² House

Great Barrington, Berkshire County, Massachusetts, United States
This house rental in Great Barrington accommodates 10 guests and features a cozy fireplace for a warm and inviting stay.
from $394
per night
(33)
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House Great Barrington
6 guests ∙ 3 bedrooms

House

Great Barrington, Berkshire County, Massachusetts, United States
Charming house rental in Housatonic for 6 with a cozy fireplace and a spacious yard for family-friendly outdoor fun.
from $178
per night
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House Great Barrington
House ∙ 10 guests ∙ 3 bedrooms

139 m² House

Great Barrington, Berkshire County, Massachusetts, United States
This house rental in Housatonic accommodates 10 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $259
per night
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House Great Barrington
6 guests ∙ 3 bedrooms

House

Great Barrington, Berkshire County, Massachusetts, United States
This house rental in Great Barrington accommodates 6 guests and features a cozy fireplace for a welcoming atmosphere.
from $436
per night
(1)
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House Great Barrington
House ∙ 8 guests ∙ 3 bedrooms

227 m² House

Great Barrington, Berkshire County, Massachusetts, United States
This house rental in Housatonic accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $570
per night
(9)
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Cabin Great Barrington
Cabin ∙ 3 guests ∙ 1 bedroom

42 m² Cabin

Great Barrington, Berkshire County, Massachusetts, United States
Cozy cabin in Great Barrington accommodates 3 guests and features a family-friendly kitchen for a comfortable stay.
from $246
per night
(80)
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House Great Barrington
House ∙ 6 guests ∙ 3 bedrooms

167 m² House

Great Barrington, Berkshire County, Massachusetts, United States
This house rental in Great Barrington accommodates 6 guests and features a spacious yard for outdoor relaxation.
from $460
per night
(2)
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Apartment Great Barrington
4 guests ∙ 2 bedrooms

Apartment

Great Barrington, Berkshire County, Massachusetts, United States
This apartment rental in Great Barrington accommodates 4 guests and features a cozy fireplace for a comfortable stay.
from $226
per night
(6)
View deal

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