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$6,750
$6,750
Available: Right Now
A lovely, quiet retreat for two or a fun family getaway, just minutes from some of the most iconic spots in the Berkshires! Children welcome!The Norman Rockwell Museum and Berkshire Botanical Gardens are within walking distance. Chesterwood Museu...
$7,800
$7,800
Available: Right Now
When you stay in our villa, you'll have access to a number of exciting amenities including a fitness center, 2 pools, a hot tub, dining options on-site, and an 18-hole mini golf course! Located in central Berkshires, Massachusetts, you'll love this a...
$8,100
$8,100
Available: Right Now
Nestled at the base of October Mountain, this cozy retreat has all the comforts of home. Sit out on the deck and sip your coffee while listening to all the relaxing sounds of nature. Far enough away from the bustle, but close enough to restaurants, d...
$6,390
$6,390
Available: Right Now
Summary:The Natural Beauty of the BerkshiresVacations in the Berkshires are the stuff of Norman Rockwell paintings. But families don’t need to stay picture-perfect to have a great time hiking, skiing, boating, rafting, or enjoying fall foliag...
$7,440
$7,440
Available: Right Now
Like something out of a storybook, this idyllic 1-bedroom, 1-bath vacation rental is a hidden gem in the heart of the Berkshires. Clear your mind with long walks in the surrounding woods, or get inspired by reading and writing by the reading nook. Wh...
$6,510
$6,510
Available: Right Now
Completely renovated downtown apartment with open floor plan, located in historical downtown Lee. This apartment is equipped with everything you need for a get away in the Berkshires. Kitchen provides new stainless appliances along with everything yo...