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$153
Great rentals within 20 miles that match your search
Beautiful, Special 5 Star Estate! Perfect for Family/Friend Reunions & Retreats!
Old Chatham villa
- 9 bedrooms
- 5 bathrooms
- sleeps 16
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$1,260
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$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
“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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$172
Responds fast! avg. 3 hours 45 minutes
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$229
“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
Lakefront Berkshires Ski/Summer House, Great Views
Great Barrington house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
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$251
Berkshires: Romantic Cottage with spectacular view
Great Barrington cottage
- 1 bedroom
- 1 bathroom
- sleeps 3
“A Real Gem!!!” This cottage is the perfect place for two people. It is truly as beautiful as the pictures! The pool and grounds are exceptional and the view is breathtaking. The place is extremely well maintained and the owner is very kind and helpful. We had a fabulous weekend here and would gladly return!
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$274
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$722
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$1,432
Responds fast! avg. 3 hours 52 minutes
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$573
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$818
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$2,577
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$686
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$287
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$1,145
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$573
One of the Finest Homes and Best location in the Berkshires
Stockbridge house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$802
Responds fast! avg. 43 minutes
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$2,863
Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!
Hancock studio
- Studio
- 1 bathroom
- sleeps 4
Responds fast! avg. 1 hour 12 minutes
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$122
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$659
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$682