Vacation rentals with a patio in Berkshire County

A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.

My stay at Yina's was perfect for what I was looking for. The space was cozy and quiet and that bed was so comfortable. There was a nice work space with a refrigerator as well which was convenient. Yina and Katelynn were quick to respond to messages etc.

Apartment was very spacious and comfortable. Nice and quiet neighborhood. Convenient location to hiking trails. Would stay again.

Can’t say enough good things about this find near Jiminy Peak in the Berkshires! Stayed for three nights while skiing two days over presidents weekend. Hosts were very thoughtful and flexible. Left cookies and s’mores kit which were a nice touch. During snowstorm steps to the unit and walking areas were kept shoveled and salted. For us and our two teenagers this offered the perfect alternative to pricey on mountain lodging and was only about a 13 minute drive. There was even a bonus game room which could probably serve as a small additional bedroom if someone had the need, it certainly has room for a twin air mattress. Our two kids shared the queen bed with minimal fighting, but that would’ve been our back up plan😂. Anyway, they were super responsive, check in and check out was easy and will certainly look to stay again if we get up there to ski again this year !

We had a good time staying at Sandy‘s place. It was exactly what we needed for a graduation weekend. Really appreciated the extra touch of coffee and tea as well as creamer, a thoughtful touch! It easy to work with Sandy. She was responsive to all my messages.

Really clean and perfect for what we needed it for! We were there to move out our daughter from Williams College and it worked out perfectly.

We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.

Joe is an amazing host! Very warm, friendly and responsive. I love his place - it has a character (old beams), big comfortable rooms, nice garden on the backyard. My cats were welcomed - I appreciated it a lot, they also loved it and had long corridor to run around and lots of windows to look at. The location is very rural - basically in a forest (I saw 2 volchers eating a rabbit, hit by a car), yet not far from all the attractions of the Berkshire. Highly recommend this place!

We had a wonderful time at Michelle’s place. The house is spacious and full of charm, nestled in lush greenery that made the stay even more relaxing. Michelle was incredibly friendly and responsive, and we felt right at home.

We had a great stay during our work trip to the Berkshires! Our toddler loved playing in the enclosed front porch and fenced in yard, and the crib and baby gates were such nice amenities for my peace of mind. Everything was clean and comfortable and we appreciated that Chamaio reached out to let us know when the home was ready for us, and gave suggestions on local spots nearby. We would absolutely stay here again if (hopefully when!) we are back in the area!

Our second stay and would return again. Beautiful and well maintained home in a picturesque setting in the always beautiful Berkshires. Pele is a responsive and helpful host, while amenities in her home ensure a comfortable stay.

We stayed at Caroline and Nathaniel’s beautiful home over the winter and celebrated NYE’s. Their house is beautiful and perched on top of the hills overlooking a lake. The view is absolutely stunning in the mornings. The house was well maintained and clean. The hosts were very active in communicating with us where we needed anything or if we needed to be aware of any situations regarding the house. I would definitely stay here again.

I want to say thank you to Christopher and his family for allowing my friends and me to stay in their home. it was clean, beautiful, serene and exactly what it was described to be. Christopher, your suggestions on golf courses for my friends and me were exceptional. I hope we were as good of guests as you were hosts!

This is a great stay! Peaceful and you feel as if You are one with nature. Very clean. Arthur and Julie are quick to respond. Kitchen and bath have everything you need, including starter and wood for the wood stove. Cozy place right on the river where you can listen to the rolling sound of the river. Close to CT where we had a nice dinner at an old Inn with delicious blueberry cobbler. Beautiful Drive to norman rockwell museum, great Barrington and other Berkshire towns. We would most definitely stay at this home again.

Karen’s place was great. Clean, nicely decorated, kitchen had all the supplies for cooking. We appreciated the extra blankets and even the white noise machine in the bedroom. Beautiful view of the lake.

This is a really special place, full of spectacular artwork, and is a superbly designed space. ..And has a riveting view of Queechy Lake. Though the photos show it well, it is even more beautiful in real life. It is quiet, and close to both Berkshire and Chatham attractions. And Jim is a very responsive and thoughtful host. Definitely recommend for a family getaway.

Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!

A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.

Yulia's place was the perfect spot for a Memorial Day weekend getaway. Was even great for an infant! It was comfy and cozy! Loved the patisserie downstairs and the town. Highly recommend!

We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+

Ashley has a great place!! It was a fantastic place to visit with my friends and reminisce. Weirdly, this rental turns out to be the place my great grandparents lived and did business as my grandma grew up. I did not have any ghostly contact with my relatives in the apartment (I was kind of hoping and not hoping to see them 😂), but I still had such a meaningful time sitting in the spaces they did so many years ago. Ashley is an excellent host and I will come here again next time I “come home”. 😊

A great place in a beautiful location. We had a blast at the adventure park and exploring western MA. Kids are already planning our next trip back.

The place is exactly as described and shown in pictures. Extremely convenient to the ski area which was especially valuable with kids. Collin was wonderful and responded promptly to any questions. Great rental!