Vacation rentals in Great Barrington

We really enjoyed our stay at Sandi’s place. Each bedroom has its own bathroom, which is great for couples and families. The kitchen had everything we needed to cook a big NYE dinner. And it was just a few mins from Chatham center and I90, while still quiet and isolated. Sandi was great at communicating with us and was very flexible about check in and check out times, which we appreciated. We had one toddler with us and there was also a pack and play and a high chair. We would stay here again!

If you’re looking for a relaxing getaway, book this home! The Mountain View is breathtaking, even when sitting inside. The hot tub was all ready to go and the instructions were easy and helpful. Mary’s place had tons of board games and a wonderful entertainment system so you won’t run out of things to do. I would absolutely book this home again!

This place was a breath of fresh air. I've noticed a trend on AirBNB of rentals that are obviously flipped investment properties with no character and no evidence of life: this place is the opposite! Charming, comfortable, with hosts who actually know the area and live in the area. This is a great family option when visiting the surrounding Hudson Valley towns. I hope I can get back here soon!

Lovely airbnb with lots of fun amenities (ping pong, darts, hot tub, fire pit, outdoor sunroom). perfect weekend getaway in nature! would def recommend

Sally responded to questions right away. She was really attentive - making sure snow was cleared and ice salted so that we could leave early in the morning after a big snow storm. The place was really conveniently located 15 minutes from ski Butternut. And it was immaculately clean and so cozy. It was a really nice stay.

My husband, pup and I had a great stay! We had such a wonderful time exploring the extensive hiking trails. The property was beautiful and peaceful. We really loved the waterfalls! Rick was quick to respond when I had any questions. We hope we can return for another getaway in the fall!

Carol was an amazing host. She was responsive to my questions prior to getting here and made me feel right at home when I got here. Absolutely loved staying here, amazing view to the river and town! Thank you Carol!

Lockwood Lodge is a beautiful and peaceful place in a perfect location. Our families loved watching the snow come down from the big windows, the view is spectacular. Our kids loved the vintage video game consoles, the grownups loved the records and games/puzzles, and we all felt right at home in the lovely house. It was a perfect spot to hunker down in the snow storm. Jeremy was incredibly responsive and thoughtful and did much to make sure our stay was perfect. We hope to visit again in the summer to take advantage of the pool, which must be really special against the backdrop of that view.

A lovely stay in a peaceful area! Craig and Julie's home is full of thoughtful touches with their guests' comfort in mind, and you can really sense the love and joy that they have put into the house. Highlights include: an extremely comfortable and bright sunroom, a huge wraparound porch with many seating areas, the upstairs bedroom which is absolutely worth the climb up, and serene surroundings. We look forward to staying here again on future trips to the area!