Vacation rentals in Berkshire County

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Top-rated vacation rentals in Berkshire County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Canaan

Mountain View Getaway

Come relax & enjoy panoramic mountain and pond views. Marvel at the dramatic lighting effects on Mercer Mt from sunrise-sunset from your private deck or bright & cheery living room. Fully equipped kitchen, bbq on the deck, short scenic drive to a wide variety of restaurants & endless cultural venues in the surrounding quaint villages of Berkshire County Mass and Columbia County NY. Near hiking trails, skiing, apple picking & farm stores. Queechy Lake swimming, NYS boat launch for car top boats.

$95 per night

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Cottage in Great Barrington

Romantic Cottage Get a way

Enchanting, private, romantic, retro style, artsy, cottage & lodge building with fireplaces and outdoor hot tub and shower area in a quaint, quiet, neighborhood nested at the base of Flag Rock and near nature trails and downtown Great Barrington. Perfect for a romantic get-away. Open retro style kitchen with wood stove and TV is stocked with utensils and pans for cooking with gas oven and retro appliances. Upstairs bedroom with ensuite large bathroom with soaking tub and message chair.

$208 per night

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Private room in Dalton

Dalton in the Beautiful Berkshires

Beautiful room with private bath in quiet neighborhood. There is on-site laundry and a large yard for your enjoyment. House is a short drive from museums, historic sites, and gardens, as well as theaters, concert venues, restaurants, and shopping. For the outdoorsy there is hiking, canoeing/kayaking/boat rentals, fishing, golfing and aerial adventure parks. In the winter there is skiing, and snowboarding nearby as well. A relaxing trip to the spa is also just a short drive away.

$75 per night

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