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$18,270
$18,270
Available: Right Now
Get away from it all at our beautiful Berkshire lakefront wooded retreat. Swim, canoe, kayak, paddleboard, sunbathe, hike, bike, explore during the day. In the evening perhaps take a short drive to Tanglewood, Jacobs Pillow, Shakespeare & Co, or Maha...
$15,600
$15,600
Available: Right Now
Settle in among the beauty of the Berkshires at Whitney, a private retreat overflowing with comfort and charm. Enjoy the fresh mountain air and the surrounding foliage from a screened patio, complete with a foosball table and seating. Whitney feature...
$20,250
$20,250
Available: Right Now
Our home is a beautiful mountain-style home (exposed beams, wood floors, all new appliances) on a quiet rural road with commanding views of the Housatonic valley and Mt. Everett. Six miles to Great Barrington in the heart of the Berkshires. The house...
$15,000
$15,000
Available: Right Now
Extraordinary privacy and convenience just a 10-minute walk to Main Street. You don't have to choose between privacy and convenience when staying at this grand 1863 home - it offers the best of both! This 5 bedroom, 2 bath single-family home was ...
$20,100
$20,100
Available: Right Now
From summer break to winter escapes, this Great Barrington vacation rental is ideal for your next group outing! This stunning 5-bedroom, 2.5-bathroom home blends entertainment and relaxation, whether you shoot some pool or enjoy the view from the scr...
$16,770
$16,770
Available: Right Now
We are thrilled to share our country escape with you and hope you enjoy it as much as we do. Set on 5 acres of land, with an open backyard with a trampoline and trees surrounding you, our fully stocked home is true escape from the busy, over schedule...