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Vacation Rentals in Great Barrington, Massachusetts

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about Great Barrington

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Great Barrington, Massachusetts vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Great Barrington are added and updated every week!

Compared to hotels, Great Barrington vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Great Barrington, Massachusetts Vacation Rentals and Tourism

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Weekly rate:

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$2,000
$4,000+

Bedrooms: Min 0, Max 5

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

Monument Mountain Lodge
Great Barrington House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $1,000 - $3,000 /nt
    $6,000 - $12,000 /wk
    $35,000 - $60,000 /mth
 
 
 
 
 

1 reviews write a review

Fabulous Apartment - Great Barrington
Great Barrington Apartment Rental Picture
  • bedrooms 2
  • community
  • rental type Apartment
  • sleeps 4
  • baths 1
  • rates (USD) $220 /nt
    $1,250 /wk
    $4,500 /mth
 
 
 
 
 

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Beautiful Lake Buel Vacation Home
Great Barrington House Rental Picture
  • bedrooms 5
  • community
  • rental type House
  • sleeps 10
  • baths 2
  • rates (USD) $4,500 /mth
 
 
 
 
 

1 reviews write a review

5 Bedroom Log Cabin in Woods
Great Barrington Cabin Rental Picture
  • bedrooms 5
  • community
  • rental type Cabin
  • sleeps 10
  • baths 2
  • rates (USD) $1,500 - $2,500 /wk
    $5,000 - $7,000 /mth
 
 
 
 
 

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Beautiful 1920's Colonial 20 Minutes from Tanglewood
Great Barrington House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

17 reviews write a review

Stylishly Restored 1820 Farmhouse On Green River, Bike to Downtown Gt Barring
Great Barrington Farmhouse Rental Picture
  • bedrooms 4
  • rental type Farmhouse
  • sleeps 6
  • baths 3
  • rates (USD) $500 - $600 /nt
 
 
 
 
 

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Berkshires weekend getaway. Stunning View. Walk to lake & downtown.
Great Barrington Cottage Rental Picture
  • bedrooms 4
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $450 - $625 /nt
 
 
 
 
 

16 reviews write a review

Kid And Pet Friendly Home Away From Home
Great Barrington Cabin Rental Picture
  • bedrooms 3
  • rental type Cabin
  • owner badgeowner badge
  • sleeps 9
  • baths 3
  • rates (USD) $2,000 - $2,500 /wk
    $8,000 /mth
 
 
 
 
 

7 reviews write a review

Cozy Country Log Cabin Home For Rent In The Heart Of Southern Berkshire County
Great Barrington Cabin Rental Picture
  • bedrooms 1
  • rental type Cabin
  • sleeps 8
  • baths 1
  • rates (USD) $225 /nt
    $1,450 /wk
    $2,800 /mth
 
 
 
 
 

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Adorable 2 BR Bungalow with Every Attention Made for your Comfort!
Great Barrington House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths
  • rates (USD) $143 - $200 /nt
    $1,400 /wk
    $3,000 - $5,000 /mth
 
 
 
 
 

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Lake Cottage Waiting for You! Near Town, Attractions
Great Barrington House Rental Picture
  • bedrooms 2
  • rental type House
  • sleeps 6
  • baths 1
  • rates (USD) $128 /nt
    $896 /wk
    $3,200 /mth
 
 
 
 
 

13 reviews write a review

Grand Home 'On the Hill', Walk to Town
Great Barrington House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 11
  • baths
  • rates (USD) $4,500 /wk
    $17,000 /mth
 
 
 
 
 

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Great Home In A Perfect Location , With A Pool! Quiet , Close To Town.
Great Barrington House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 10
  • baths
  • rates (USD) $700 - $714 /nt
    $4,000 - $5,000 /wk
    $15,000 - $18,000 /mth
 
 
 
 
 

1 reviews write a review

Cottage In The Heart Of Great Barrington
Great Barrington Cottage Rental Picture
  • bedrooms 3
  • rental type Cottage
  • sleeps 6
  • baths
  • rates (USD) $200 - $286 /nt
    $2,000 /wk
 
 
 
 
 

3 reviews write a review

Walk to Town Home 'On The Hill'
Great Barrington House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 12
  • baths 3
  • rates (USD) $3,750 /wk
    $14,000 /mth
 
 
 
 
 

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Luxury Great Barrington House in town with Amazing Pool Amenities
Great Barrington House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $5,500 /wk
    $20,000 /mth
 
 
 
 
 

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