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Great Barrington Rentals

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Great Barrington Rentals

127 Houses

Lakefront Berkshires Ski/Summer House, Great Views

Great Barrington house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$126

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Cill Aodain Cabin

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 19 minutes

Price per night from

$181

1 / 16

Berkshires: Romantic Cottage with spectacular view

Great Barrington cottage

1 bedroom / 1 bathroom / sleeps 3

“Perhaps the most relaxing vacation I've ever had” The Sigels' cottage was absolutely perfect for us. My husband and I were looking for a nice quiet 4-night stay while our 7-yr-old twins visited with their grandparents. When we arrived everything loo

Price per night from

$189

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Shaker Hill

Great Barrington house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 56 minutes

Price per night from

$376

1 / 27

Country Elegance in the Berkshires

Great Barrington house

4 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 35 minutes

Price per night from

$651

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Stunning Home! 120 Acres! Amazing!

Great Barrington house

9 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$3,604

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Gem of the Berkshires, walk to downtown & lake.

Great Barrington house

5 bedrooms / 4 bathrooms / sleeps 12

“Wonderful Home!” We had a wonderful weekend! The home and area are lovely - easy walk to town for drinks and dinner - and enjoyed sitting on the many porches, looking out at the view. The home has been upgraded and the kitchen and living areas are b

Price per night from

$300

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S. Berkshires Mountain Treehouse • Views • Privacy

Great Barrington house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 39 minutes

Price per night from

$187

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Cozy and clean in Gt Barrington- available for October

Great Barrington house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 28 minutes

Price per night from

$151

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Private Berkshire Estate w/Pool & Tennis Court

Great Barrington house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$576

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