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Price per night from
$573
Great rentals within 20 miles that match your search
Price per night from
$287
“Perfect getaway location with all the amenities” Perfect getaway location with all the amenities – including a fireplace for a perfect winter stay. The cottage was clean and inviting, and the character of the furnishings and layout were incredible. Whether you want to stay in or venture out to nearby stores and restaurants, the cottage really is a perfect location for a vacation escape.
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$275
“lovely stay” The house is comfortable, clean, and convenient to Lenox, Stockbridge, and the rest of the Berkshires. Traffic from the street can be a bit loud at times, but it quiets down at night.
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$373
“rest,relax,recharge” It's a Beautiful home that has all the modern conveniences. It's quiet, quaint and had just what I needed to get away from it all. I enjoyed morning coffee on the back deck among the trees and afternoon walks in the woods. A perfect place to recharge.
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$487
“Quaint Getaway” We were 2 families with 5 kids staying for the weekend. We had plenty of space to spread out, cook & dine together and lots of bedroom options to meet everyone's needs. The house had a lot of antique charm like exposed beams in the living room and paneled walls in the dining room. We were there on a rainy, cold weekend, so did not have an opportunity to enjoy the grounds or porch, but imagine it would be lovely in the warmer weather. Elaine (and her shop) were on the same grounds and she was available for questions about the area. Overall a very relaxing & convenient experience.
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$298
Responds fast! avg. 3 hours 11 minutes
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$315
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$859
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$172
Responds fast! avg. 3 hours 14 minutes
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$229
“awesome beautiful place” I can't say enough about this. Place, perfect I guess Serene, peaceful,beautiful, quiet. Djuna the owner is Sweet and very efficient and provides every detail. The Whole are is perfect Oct a getaway, things to do places To shop,eat or just cuddle in with a fire. We will Definetly be returning as soon as we can.:)))
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$171
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$207
“Great Location In Lenox” My family, friends, & I had a wonderful 2 weeks at Gartner House. It is within easy walking distance of nice shops, terrific restaurants, & a friendly library. Not far are Chesterwood, Tanglewood, Jacob's Pillow, Mass MoCa, Norman Rockwell, & a great, newly renovated Beshire Museum in Pittsfield.
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$229
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$859
Total Privacy! Tanglewood Retreat With Berkshire Views!
Hillsdale house
- 5 bedrooms
- 5 bathrooms
- sleeps 14
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$1,145
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$153
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$327
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$344
One of the Finest Homes and Best location in the Berkshires
Stockbridge house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$802
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$196
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$682
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$281
Charming, modernized 1810 Farmhouse perfectly located in Hillsdale, NY
Hillsdale house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$344
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$115
Holiday Inn Club Vacations Oak N' Spruce 2br suite Friday check-ins
South Lee condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Price per night from
$70
Holiday Inn Club Vacations Oak N' Spruce 2BR Suite SATURDAY Check-Ins
South Lee condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$70
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$458
Private Home Overlooking Stevens Lake (31 Night Min)
Great Barrington house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
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$572
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$659
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$686