Search Vacation Homes in Pittsfield

"Very nice house and the stay was unproblematic!"

"We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)"

"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"

"Great place and welcoming stay!"

"We had coordinated an early check-in, but when we arrived, the house hadn’t been cleaned yet which was a miscommunication. I reached out to Catherine and she promptly responded and got the cleaners RIGHT over. The house was spotless and in wonderful condition for the rest of our stay, and it was dealt with very quickly and wonderfully. Would definitely stay again. The house was great for our girls trip. Also the beds are very comfortable!! "

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

"Great experience! Only there for one night because our son had a wrestling tournament. Wish we would have had more time at property. "

"This older home was beautifully renovated and was able to easily accommodate our large group."

"Property was just as described, clean and well equipped. Had excellent communication with the host. Would highly recommend staying here."

"The home was great! It was tucked away but still very close to everything! Our family enjoyed our stay and Michelle was very welcoming and had everything at the house for us to feel comfortable."

"Adorable guest home in Great Barrington! Light and bright. Perfect space for our family of 4. Well equipped kitchen and easy walk to downtown and groceries at the co-op. Would definitely stay here again!"

"The host was extremely communicative and went above and beyond to ensure guest comfort."