Great Barrington Rentals

20 Properties, sort by:  Availability Last Updated Bedrooms: Least to Most Bedrooms: Most to Least Price: High to Low Price: Low to High Special Offers First

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• Bedrooms
  • 1 bedroom (2)
  • 2 bedrooms (3)
  • 3 bedrooms (7)
  • 4+ bedrooms (8)

• Sleeps
  • Sleeps 1-4 (2)
  • Sleeps 5-8 (9)
  • Sleeps 9-12 (8)
  • Sleeps 13 or more (1)

• Bathrooms
  • 1 bathroom (7)
  • 2 bathrooms (6)
  • 3 bathrooms (5)
  • 4+ bathrooms (1)

• Property Type
  • apartment rentals (1)
  • cottage rentals (2)
  • estate rentals (1)
  • house rentals (16)

• Accessibility
  • long term renters welcome (4)
  • non smoking only (16)
  • pet friendly (8)
  • wheelchair accessible (1)

• Vacation Deals
  • special deals & offers (1)

• Location Type
  • lake rentals (7)
  • river rentals (2)

• Travel Style
  • luxury rentals (5)

Show 15 30 60 rentals per page

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Enjoy Lake Buel and Ski Butternut while staying in our new 2 bedroom home

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 443488

2 Bedrooms, Sleeps 6

• House
• 1 Bathroom
• lake, mountain
• air-conditioning

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Charming, Berkshires Ski/Lakehouse....country setting...only 6 miles to Gt Barr.

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 328153

3 Bedrooms, Sleeps 5

• House
• 1 Bathroom, 1 Half Bath
• lake, mountain
• washing machine

Rates per property (USD)

$200 - $250/night

$1,400 - $1,800/week

$4,000/month

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Sunny Contemporary, Views, Private, near Events

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 334508

3 Bedrooms, Sleeps 7

• House
• 2 Bathrooms
• mountain, rural
• washing machine

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Spacious Contemporary - Country Mtns - minutes from Town - All Seasons.

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 434471

3 Bedrooms, Sleeps 7

• House
• 3 Bathrooms
• mountain, town
• air-conditioning

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Ski season is about to begin...great holiday gifts at local antique shops

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 320114

5 Bedrooms, Sleeps 11

• Estate
• 2 Bathrooms
• mountain, town
• swimming pool

Rates per property (USD)

$1,650 - $2,100/week

$6,000 - $8,000/month

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SPECIAL OFFER! Pre-Season Early Winter (December 1 - December 14)

Beautiful, new luxury home in the Berkshires w/fantastic mountain views

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 406381

4 Bedrooms, Sleeps 10

• House
• 3 Bathrooms
• mountain, rural
• air-conditioning

Rates per property (USD)

$250 - $325/night

$1,000/week

$3,700 - $8,000/month

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Getaway in the Berkshires. Great Barrington has it all. Credit cards accepted

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 3004577

5 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• mountain, town
• accept credit card

Rates per property (USD)

$150 - $225/night

$975 - $1,500/week

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Jem's Berkshire Rental

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 447798

3 Bedrooms, Sleeps 8

• House
• 2 Bathrooms, 1 Half Bath
• mountain, town
• accept credit card

Rates per property (USD)

$500/night

$2,800/week

$9,000/month

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Lake Cottage Updated - Town, Attractions nearby

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 337037

2 Bedrooms, Sleeps 6

• Cottage
• 1 Bathroom
• lake, mountain
• air-conditioning

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Berkshires Country Vacation Home

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 355659

3 Bedrooms, Sleeps 6

• House
• 1 Bathroom
• mountain, rural
• washing machine

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Private, wooded, elegant, 4 bedroom, Berkshires Home

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 338665

4 Bedrooms, Sleeps 9

• House
• 3 Bathrooms, 1 Half Bath
• mountain
• air-conditioning

Rates per property (USD)

$1,500/week

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Pristine Family Victorian: a Short Walk to Lake or Town!!

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 475051

4 Bedrooms, Sleeps 10

• House
• 1 Half Bath
• lake, mountain
• washing machine

Rates per property (USD)

$2,000 - $2,500/week

$4,500 - $8,500/month

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Luxurious Secluded Hilltop Carriage House

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 318570

3 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• mountain, river
• air-conditioning

Rates per property (USD)

$2,500/week

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Maple House Estate With indoor pool, now available for seasonal bookings!

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 444954

7 Bedrooms, Sleeps 15

• House
• 6 Bathrooms, 4 Half Baths
• mountain, town
• accept credit card

Rates per property (USD)

$7,500/week

$25,000/month

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Spectacular Foliage Views of the Appalachian Trail and Housatonic River

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 398345

1 Bedroom, Sleeps 4

• Cottage
• 1 Bathroom
• mountain, river
• air-conditioning

Rates per property (USD)

$100 - $200/night

$575 - $650/week

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Beautiful Lakefront Berkshires Ski or Summer House

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 321114

4 Bedrooms, Sleeps 10

• House
• 2 Bathrooms
• lake, mountain
• accept credit card

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Private Large Contemporary Victorian with Pool

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 318686

3 Bedrooms, Sleeps 6

• House
• 3 Bathrooms
• mountain, rural
• swimming pool

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Berkshires Lakefront, Terrific Vacation Delight, We offer our 2nd home to you.

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 479721

2 Bedrooms, Sleeps 6

• House
• 1 Bathroom, 1 Half Bath
• lake, mountain
• washing machine

Rates per property (USD)

$1,550/week

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Berkshire Hideaway - Your Romantic Gateway to the Berkshires! -

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 344774

1 Bedroom, Sleeps 4

• Apartment
• 1 Bathroom
• mountain, village
• accept credit card

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New Contemporary Log Home with Boat Dock/Butternut Ski Basin

1. Massachusetts,
2. Berkshires,
3. Great Barrington Vacation Home Rentals

— Property 446037

4 Bedrooms, Sleeps 9

• House
• 3 Bathrooms
• lake, mountain
• air-conditioning

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