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Price per night from
$859

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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$572
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$327
Great rentals within 20 miles that match your search
Price per night from
$287
“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
Total Privacy! Tanglewood Retreat With Berkshire Views!
Hillsdale house
- 5 bedrooms
- 5 bathrooms
- sleeps 14
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$1,146
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$430
Responds fast! avg. 1 hour 30 minutes
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$859
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$172
Responds fast! avg. 3 hours 45 minutes
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$229
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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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$722
Responds fast! avg. 3 hours 37 minutes
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$258
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$153
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$263
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$573
Responds fast! avg. 2 hours 19 minutes
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$115
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$164
Price per night from
$1,030
“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
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$260
Enjoy Ski Getaways at Beautiful, Special 5 Star Estate! Free Ski Pass w/Booking!
Old Chatham villa
- 9 bedrooms
- 5 bathrooms
- sleeps 16
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$1,833
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$281
Responds fast! avg. 4 minutes
Price per night from
$686
New Timberframe House Rental in the Berkshire Mountains, Masschusetts
Hinsdale house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$218
Tentrr Signature Site - Berkshire Mountain Hideaway
Richmond tented camp
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 2 hours 19 minutes
Price per night from
$138
Responds fast! avg. 2 hours 19 minutes
Price per night from
$138