Holiday rentals with a fireplace in Great Barrington

This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.

No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

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!

Our stay here was fantastic! The house was beautiful and had everything you could need to feel right at home. Including a kitchen stocked with essentials, lots of fire wood and games. The location of perfect right between Hudson and Great Barrington and it felt super private. Would definitely stay here again.

Great location and house. Will definitely recommend to others who wish to stay in the Berkshires! Thanks so much for your flexibility!

Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.

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!

For our fourth stay at Katie and Greg's, we were just as satisfied as the first x3 trips! And we're already planning our 5th! Truly a gem of a home and wonderful hosts. Highly recommend!

Peter and the apartment were great! Peter was super responsive, friendly, and had nice touches like homemade granola with milk and coffee provided. After my original AirBNB fell through at check-in at 6pm, I was relieved (and saved) by Peter’s responsiveness.

Great place in the heart of Hudson - very comfortable! Would definitely recommend.

We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Wonderful place to stay for an anniversary clean rustic apartment with a welcoming feeling, it felt like a cabin 10/10 would recommend 🙂‍↕️

Ivy on the Stone is a gem. We will definitely return. The bed was very comfortable, the bathroom large and there is even a large screened porch for relaxing on comfy chairs, a sofa as well as a table for eating. Area restaurants are great, walkable to coffee shops and a large bakery in addition to a charming downtown with boutiques etc. Katherine is extremely attentive and we plan to return. MOST HIGHLY RECOMMENDED!

I had a truly wonderful stay at this small mansion! The property is beautiful—immaculately clean, cozy, and incredibly peaceful. The surroundings are stunning, with a breathtaking view just a short drive away. It felt private and serene, like a true home away from home. If you’re looking for a quiet getaway, a restful retreat, or simply a peaceful place to unwind, this is the perfect spot, at least for me. I would absolutely come back again.

This was our 2nd weeklong stay. The space is clean and bright. Heating details were clearly explained. It was quiet and peaceful but only a 7 minute drive for milk I forgot to bring for coffee. We saw a small bobcat in the front yard on our last morning. Beds were very comfortable. Hosts were friendly and responsive. I’d recommend this place to friends/family and hope to stay again.

thank you so much! we loved the space and will likely be back ! Joe was very helpful and welcoming and set the living room space up as a bedroom for our forth guest, which was so nice.

cute house and wonderful weekend

This house is gorgeous!! Our group had a fantastic time. There is so much space, plenty of room for the three families we had staying there. All the kids loved it at Jean's house, from the babies to the 5 year old there was plenty to do and lots of amenities. The theater room was a huge hit! The hot tub was perfect for the adults and we loved how close it was to the house so we could run in after getting out! The view was fantastic even in the winter. We are already talking about coming back in the summer to enjoy the gorgeous infinity pool. This place is really special and we will be talking about it for a long time.

Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.

My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.

We had a lovely stay- large family in town for a college graduation. The kitchen was great for cooking, large dining tables both inside and on the large screened porch. We particularly enjoyed the fireplace, which was stocked with plenty of wood and the pool table. We had one issue and the owners were very responsive. Make sure you bring slippers because shoes aren’t allowed in the house and the basement floor is chilly. Definitely recommend the house.

Beautiful home, great location and friendly host. Bed was comfortable, kitchen had everything needed, games room was an added bonus.

Marco was a very accommodating host and his property is absolutely immaculate, my guests and I felt like we were in Europe or some tropical place. The kitchen was spacious enough to accommodate our large group and we had no issues with the property or any appliances the whole time. We enjoyed gorgeous sunsets off of the balcony and also hiked to a nearby waterfall. Absolute five out of five stars!