House rentals in Berkshire County

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Top-rated house rentals in Berkshire County

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Home in Stockbridge

Bright Stockbridge country home, near everything!

Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

$150 per night

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Home in West Stockbridge

Retreat to Nature with Sunset Views

Surrounded by pristine wilderness and just minutes from anywhere, this picturesque cottage was completely renovated in 2020, while preserving antique post and beam details from 1900. With sweeping views of Harvey Mountain and overlooking a woodland beaver pond, enjoy access to the best of the Berkshires while feeling at home in this serene sanctuary. 8 minutes to downtown West Stockbridge, 20 minutes to downtown Great Barrington, 15 minutes to Tanglewood, 20 minutes to Butternut Ski Resort.

$232 per night

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Home in Chester

Riverfront Getaway

Our place is on a gentle flowing river, close to waterfalls, walks and the Berkshire cultural sites like Tanglewood and Jacobs Pillow . You’ll love our place because of the river, the deck, the hot tub; complete tranquility and a home away from home. Close to some great sites and activities, far enough away to escape. Our place is good for couples, friends and solo adventurers. Snowboarders/Skiers (or snow bunnies) and families can have great fun too! Sit back, relax and enjoy our home!

$139 per night

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