Holiday Homes in Great Barrington

"We rented the house to celebrate mom’s 70th birthday. We wanted a quiet, simple place where we could spend time together, visit, and spend time outdoors. That’s exactly what we got. We all fished and kayaked and enjoyed the peaceful scenery. Thank you."

"Generous facility, nicely located, accommodating host."

"The property was perfect for our needs. Instructions for everything was provided fabulous rental. "

"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"

"Very clean, tastefully decorated place perfect for our weekend getaway for two. Enjoyed the reading nooks and kitchen amenities, comfortable bed and peacefulness of this carriage house!"

"Clean and comfortable house with lots of character 15 minutes away from Jimini Peak. Watch your head on the stairs and beware of a few ladybugs. Family of 5 had a great weekend hiking, skiing, eating and drinking. Would rent again."

"Stayed to go to nearby wedding. Wished we had more time to enjoy the house and very nice yard and fire pit. Bagel place a mile down the road is very nice and good!"

"My daughters and I really enjoyed our stay at Dancing Horse Lodge and would love to stay again! It's a great location - close to great stores and restaurants, so even though it rained for most of our stay there was plenty to still do. And then our time on property was relaxing and had everything we needed! Definitely enjoyed the gas fireplace, and our accommodations were very comfortable! Hoping to book another trip here late summer/early Fall."

"We have a lovely stay, house is super clean and has all you need to relax and enjoy the space. I loved the fact we could take our small dog with us to make it a lovely family’s vacation. The house is central to everything and all towns in the Berkshires which we appreciated so much. We will return and would recommend to other highly also."

"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."

"Thank you for letting us stay at your house. We had a lovely time with the family. The host was very responsive and helpful."

"As soon as we pulled up we saw this adorable home that we were excited to stay in. The house is exactly as it’s pictured in the listing, but the feel you get when entering is warm, cozy and clean! The decor has a Scandinavian aesthetic which I love and plenty of space for our family. The host also left a welcoming basket which is a nice touch. The house is peaceful and quiet with comfortable beds and the softest bath towels! The host also provides games which allowed us to have several family...

"Couldn’t ask for better hosts! The house is impeccable and the views are amazing!"

"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...

"Be aware they will not proactively provide you with a local host name or contact info. It was very difficult to get Vacasa support to help me get this info to resolve wifi issue - like hours long to get them to just give me the property managers info and even then, they wouldn't give it to me, just had them contact me. Otherwise, amazing pool and great location. Outdated indoors but clean to the extent that it could be. Utensils were dirty and tons of flies in the house upon arrival - like 50...

"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."

"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"

"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."

"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...

"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."