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92 Houses
Responds fast! avg. 5 minutes
Price per night from
$223
“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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$227
Responds fast! avg. 3 hours 28 minutes
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$165
Responds fast! avg. 5 minutes
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$219
Responds fast! avg. 2 hours 34 minutes
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$400
Responds fast! avg. 5 minutes
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$255
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$573
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$515
Great rentals within 20 miles that match your search
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$3,220
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$773
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$296
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$231
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$813
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$172
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$1,290
Stunning New Construction All SeasonLakefront Home
Valatie house
3 bedrooms / 3 bathrooms / sleeps 5
“Fantastic House -- Lake, Poor” Yes, the house is wonderful. Beautiful views abound, it's well stocked with everything you'd want, and extremely clean. A five-star place. That said, the lake's dreadful, in our opinion. It's murky-black. We did go swimming in it, however, but it's so murky you can't see your thighs in the water, much less the bottom. Our twenty-something son wanted to swim across it, and I kept thinking, if he goes under you'd never see him. As it was, he did swim across and we followed in a row boat. We would definitely return were it not for the lake.
Price per night from
$305
Total Privacy! Tanglewood Retreat With Berkshire Views!
Hillsdale house
5 bedrooms / 5 bathrooms / sleeps 14
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$1,227
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$181
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$205
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$259
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$158
7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside
Hancock condo
2 bedrooms / 2 bathrooms / sleeps 8
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$244
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$911
Responds fast! avg. 1 hour 16 minutes
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$601
Lake House w/ Deck & Views, Mins to Jiminy Peak!
Lanesboro cottage
3 bedrooms / 2 bathrooms / sleeps 10
Responds fast! avg. 1 hour 49 minutes
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$435
Responds fast! avg. 2 hours 22 minutes
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$441
Berkshire Blueberry Lodge LLC - Near Jiminy Peak
Stephentown lodge
4 bedrooms / 2 bathrooms / sleeps 10
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$430
Responds fast! avg. 2 hours 35 minutes
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$288
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$149
Responds fast! avg. 39 minutes
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$258
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$568
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$841
Newly Renovated Colonial on the River! Sleeps 5-6
Stockbridge house
3 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$317
Viewing 38 of 92
rentals in Lenox
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