Best price vacation rentals in Great Barrington, MA, USA • 150 Listings
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Great Barrington, MA, USA Vacation Rentals | 

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5.0 (189)
Cozy apartment overlooking our small farm. Family Friendly.
Up to 6 guests
Airbnb$150
Vrbo$164
Average Nightly Rate
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5.0 (45)
Log style home 4 miles to Catamount with fitness room
Up to 7 guests
Airbnb$345
Vrbo$363
Average Nightly Rate
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5.0 (190)
Little gem on Baldwin Hill In South Egremont
Up to 4 guests
Airbnb$224
Vrbo$334
Average Nightly Rate
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5.0 (39)
Vacation Home w/Seasonal Heated Pool on 6 Acres Near Copake Lake / Catamount Ski
Up to 8 guests
Airbnb$409
Vrbo$409
Average Nightly Rate
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5.0 (64)
Newly Remodeled Private Estate! Pool, Tennis Court, 5 Mins to Town & Ski Resorts
Up to 12 guests
Airbnb$738
Vrbo$809
Average Nightly Rate
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5.0 (4)
Country Karma -Quiet Wooded Getaway
Up to 10 guests
Airbnb$166
Vrbo$166
Average Nightly Rate
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5.0 (73)
Twin Maple Farm: Charming Modern Farmhouse
Up to 8 guests
Airbnb$295
Vrbo$295
Average Nightly Rate

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5.0 (123)
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
Up to 9 guests
Airbnb$446
Vrbo$488
Average Nightly Rate
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5.0 (60)
Historical Downtown 1bedroom
Up to 2 guests
Airbnb$238
Vrbo$238
Average Nightly Rate

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5.0 (88)
Room to Roam. Modern home with all amenities + sep. cabin on 10+ wooded acres.
Up to 8 guests
Airbnb$470
Vrbo$510
Average Nightly Rate
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5.0 (18)
Superb Views -- Sunsets, Mountains, Valley
Up to 8 guests
Airbnb$275
Vrbo$275
Average Nightly Rate
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5.0 (40)
Spacious secluded yet close to everything
Up to 6 guests
Airbnb$245
Vrbo$325
Average Nightly Rate
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5.0 (2)
Equipped Villa with Access to Pools, a Hot Tub, 18-Hole Mini Golf, and an Arcade
Up to 8 guests
Airbnb$188
Vrbo$188
Average Nightly Rate
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5.0 (31)
Tranquil Berkshires Retreat
Up to 11 guests
Airbnb$857
Vrbo$936
Average Nightly Rate
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5.0 (27)
One Bedroom Plus Loft, Sleeps 9, Bring The Whole Family!
Up to 9 guests
Airbnb$150
Vrbo$174
Average Nightly Rate
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5.0 (24)
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Up to 8 guests
Airbnb$438
Vrbo$438
Average Nightly Rate
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5.0 (92)
Your Waterfront Escape
Up to 7 guests
Airbnb$313
Vrbo$399
Average Nightly Rate
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5.0 (9)
Classic Berkshires cottage in sun-drenched meadow
Up to 8 guests
Airbnb$455
Vrbo$478
Average Nightly Rate
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5.0 (24)
TreeHouse: Berkshires chalet in sun-dappled forest
Up to 6 guests
Airbnb$292
Vrbo$310
Average Nightly Rate
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5.0 (28)
Charming, modernized 1810 Farmhouse perfectly located in Hillsdale, NY
Up to 6 guests
Vrbo$363
Airbnb$366
Average Nightly Rate
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5.0 (22)
Creekside at Copake Lake
Up to 12 guests
Vrbo$717
Airbnb$729
Average Nightly Rate
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5.0 (37)
Berkshires Home on 11 Acres w/ Pond & 2 Fire Pits!
Up to 8 guests
Vrbo$343
Airbnb$354
Average Nightly Rate
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5.0 (170)
Fantastic cottage in the Berkshire Mountains
Up to 9 guests
Airbnb$354
Vrbo$425
Average Nightly Rate
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5.0 (120)
Modern Copake Falls Getaway
Up to 2 guests
Airbnb$92
Vrbo$139
Average Nightly Rate
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5.0 (34)
Beautiful Home in AMAZING Berkshire Location
Up to 10 guests
Airbnb$482
Vrbo$482
Average Nightly Rate
  1. United States
  2. Massachusetts
  3. Great Barrington Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Great Barrington, MA, USA

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