House vacation rentals in Berkshire County

This house was perfect for our needs. We were in town for Berkshires graduation. It was 15 min from the school and 15 min from Great Barrington. Wish the weather would have been better for the pool! They were very available for any of our questions and needs. Definitely recommend!

I think this is the most beautiful air BNB I've ever stayed at. The property is super big and perfect for families. There are a ton of bedrooms and bathrooms and the living area is so beautifully decorated. The kitchen was well stocked and really modern. There's tons of stuff to do right in the home so you don't have to venture away, but if you do you're very close to everything you'd need. The pool was pristine. There were gorgeous fire flies putting on a show for us every night. The view was incredible. We even saw a rainbow on our last day. It was peaceful and private. I highly recommend this place and the hosts. They were super responsive and went above and beyond to accommodate us when we were dealing with some car troubles. Thanks for the incredible stay!

The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!

Beautiful home! Extremely clean upon arrival and excellent communication. Everything in the house was clearly labeled and directions for check-in and check-out were very clear. Sadly it rained our entire stay so we could not enjoy the pool or the beautiful backyard, but we still had a lovely stay. We hope to come back soon!

This house was perfect for our group of seven ladies gathering for our annual getaway. The house is extremely spacious and each bedroom felt private and cozy. The common spaces are warm and welcoming, the kitchen well-stocked with everything we needed, and the pool and pool house outstanding. We all appreciated the beautiful art collection, lush grounds, and proximity to fun in town. The house is private and quiet, clean as a whistle, and the communication was clear and thorough. Thank you for a wonderful stay!

Red Cottage is absolutely beautiful, a great space for a girls' trip! The surroundings are gorgeous, hiking trails are less than 10 mins away, downtown is 15 minutes away, but we spent a lot of time at the house catching up by the fire. The hosts were very responsive and helpful and provided us with tons of recs. We are already looking forward to coming back next year.

We had a wonderful stay at this adorable home in the Berkshires! The house was very comfortable and cozy, and the backyard with the deck and pool provided a wonderful space to hang out day and night. The house was situated 20-30 minutes from so many places - downtown Lenox, Miraval Spa and Ballderdash Winery. We can’t wait to come back!!

We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!

Home is very beautiful. Jim and Susan were very responsive when needed we felt right at home everything was right at our fingertips when needed. We came for a weekend girls getaway and this home helped us achieve that peace we needed. Very spacious we will be back again.

Jaclyn’s home is the perfect place to get away and relax. Being on the water with a wood burning fire place was absolutely lovely. The home was clean, well organized, and Jaclyn was always responsive when we had a question. The home was an easy 20min drive to a lot of fun small towns. There was a little traffic noise when we were outside from the highway, but it was peaceful otherwise

The location was peaceful and beautiful with great local restaurants, farms, and hiking. The reservoir was a nice amenity with the kayaks and canoe. The house was well maintained and comfortable with pretty views on the first floor. We enjoyed our stay

We were happy with this AirBNB and would stay here again. It was nice and quiet but a very short drive into Great Barrington. Close to lots of hiking. Updates have been made since some of the previous reviews. There are two couches in the living room and some of the stock items in the kitchen for convenience.

This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!

Perfect location for a few friends that came for a birthday party. Was perfect. I didn’t worry about them at all, and I knew they had a quality stay

We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).

What an amazing stay. The house is right on a peaceful pond and our kids had the best time exploring every day by canoe. We saw foxes, beavers, tons of birds, and ended each day with s’mores by the fire. Total magic! The house itself was super comfortable and had everything we needed. And the full-size arcade machines were a huge hit with the kids! We’d come back in a heartbeat!

This cabin was an absolute dream come true and exceeded all my expectations! From the moment we arrived, we were enchanted by its charm and the serene beauty of its surroundings. The cabin itself was impeccably clean, cozy, and wonderfully decorated, making us feel instantly at home. Every detail seemed thoughtfully considered, from the comfortable furnishings to the well-equipped kitchen. We particularly loved the personal touches in the decor, i.e. the writing on the walls and all of the books. The location was simply perfect – as a city gal, being surrounded by nature in a peaceful setting was exactly what I was looking for. I enjoyed spending time in the yard in the morning with my breakfast and enjoyed driving to the Norman Rockwell Museum. Taryn was incredibly responsive and helpful with any questions I had and made the entire booking and check-in process seamless. We left feeling completely relaxed, rejuvenated and already have our next stay booked! This place is a true gem!

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.

We had an amazing stay at Bradley’s home. It is a perfect size with everything you need for a relaxing vacation. It is close to so many great restaurants and cute downtown areas for shopping. The beds were super comfortable and the air conditioning worked like a champ. The shower was huge with top notch water pressure. Star of the stay was definitely the hot tub, really strong jets and great temperature control. I did not want to leave at the end of our trip! Thank you Bradley for being a great host and welcoming us into your beautiful home!

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!

An incredible house for a group trip. More gorgeous and spacious than the photos made it seem — both inside and outdoors! Incredibly decorated, too!

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.

The property was as described, beautifully situated by the water in a beautiful location. Lee, the host, provided prompt and responsive communication. the unique outdoor shower and toilet (incinerator toilet) were acceptable for us, but the space was somewhat limited for two adults and two children; it may be better suited for two guests.

Such a perfect house and a perfect stay! We did a midweek stay just to relax and couldn’t have had a better place to do so! The house is beautiful and so clean. The kitchen and everything you need to cook or grill (or make cheeseboards which is what we did). It’s super private and quiet and the back porch is the best. We loved having coffee on the porch every morning. Very close to downtown GB and plenty to do and see! Clear instructions and details about everything in the house and we got to check-in a little bit early. Hope to stay again!