Search Holiday Homes in Sheffield

"Beautiful property with unique accommodations in the Hudson Valley"

"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!! "

"House was clean and made our Thanksgiving great with it's size and amenities. "

"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!"

"amazing property - best rental i’ve ever stayed at. can’t recommend it enough"

"The host did a great job of prepping the place and being welcoming to us. It was clean and thoughtfully designed. So happy we found this spot!"

"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!"

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

"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."

"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."