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For a memorable vacation in the heart of the Housatonic River Valley, check out these splendid rentals with pools near Great Barrington, and get ready to experience the Berkshire Mountains in style and comfort! Discover why this little gem was voted Best Small Town in America in 2012 and make the most of the incredible selection of outdoor activities on offer. Stretch your legs along the iconic Appalachian Trail in East Mountain State Forest, or in the winter, enjoy flying down the slopes at Ski Butternut. No matter the season, a stay near Great Barrington is sure to create fabulous memories for all glampers. Take a look at these magnificent rentals with pools now!