Search Vacation Homes in Great Barrington

"We loved it! Lots of local hiking trails and a wonderful relaxing place."

"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."

"It was great - just what we were looking for. "

"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."

"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "

"The property was centrally located for skiing, and was a comfortable stay."

"Very clean and spacious! We enjoyed our stay with our small pup!"

"Perfect spot for a family celebration!"

"Great spot on the lake. Super quiet and relaxing."

"Great stay in a well appointed house close to trails, Stockbridge center, and a quick car trip to Lenox, Great Barrington, Tanglewood, Jacobs Pillow, and Shakespeare & Co. we enjoyed the morning walks, coffee at the Lost Lamb, drinks at the Red Lion Inn, dance at Jacob’s Pillow, music at Tanglewood, ice cream at High Lawn Farm, and just that Berkshire vibe! "

"Met our son and his girls for a little getaway. Very cool house complete with lots to do! Thank you. Hope to get to experience it during the summer months sometime."