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Cottages Berkshires

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age 0-16
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11 cottages

Waterfront Lake Buel Cottage: 7 Mi to Monument Mtn

Monterey cottage

2 bedrooms / 1 bathroom / sleeps 2

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$213

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

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$131

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 looked just as in the pictures. The room is sunny, but stays nice and cool too (we were there in august). There is an overhead fan but we didn't even need it. The Sigels made us feel very much at home, but they also seemed to know that we were not looking for a chatty B&B; experience. There are plenty of little touches like a bottle of wine waiting for us, tea, sugar, and some other basics in the kitchenette. A hair dryer, eye shade in the bedside table, etc. But nothing seemed overly fussy-- they are naturally good hosts. The pool was absolutely perfect. Big enough to swim laps, but small enough to be a nice temperature. We spent one whole morning just floating in the pool. The view from the pool is stunning. I am sure there are some amazing hikes around (I had broken my tailbone so hiking will have to wait for next year). Great Barrington is a wonderful town too, so if you're wondering where to stay in the Berkshires, then you would be wise to choose GB. It's not huge, but we never really left town. The walkable part of town has great diners, a cool little coffee shop, a movie theatre, used book store, and great music and food at the Gypsy Joynt (a member of the family that owns it-- Jordan Weller-- put out the best CD I've heard in a long time!) On our last night there the Sigels suggested we go to the Guthrie Center for an open mic where we heard more great music. I can't say enough about the Seigel's cottage. We can't wait to go back next summer.

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$274

Family-friendly Cottage Near Lake, Tanglewood

Stockbridge cottage

3 bedrooms / 2 bathrooms / sleeps 7

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$327

Cabin w/3 Acres, Tennis+BBall Courts by 4 Ski Mtns

Sandisfield cottage

6 bedrooms / 3 bathrooms / sleeps 10

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$203

'The Mill River Cabin’ w/ Fireplace & River View!

New Marlborough cottage

2 bedrooms / 1 bathroom / sleeps 5

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$177

Picturesque Cottage with Sunroom on Ashmere Lake!

Hinsdale cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$209

NEW! East Otis Romantic Cottage w/ Deck & BBQ!

East Otis cottage

1 bedroom / 1 bathroom / sleeps 4

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$113

NEW Secluded A-Frame Cabin: Fire Pit, Walk to Lake

Becket cottage

3 bedrooms / 1 bathroom / sleeps 6

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$148

NEW! Serene Great Barrington Cottage w/ Fire Pit!

North Egremont cottage

2 bedrooms / 1 bathroom / sleeps 4

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$161

Cozy Stockbridge Cabin - Walk to Beach & Lake!

West Stockbridge cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 18 minutes

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Price per night from

$225

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