Search Hampshire County Cottage Rentals from CA $423

"Beautiful, cozy guest house—it felt like we were staying with a friend in a lovely secret house in the woods. Comfortable, eco-conscious, down to earth. Would definitely return!"

"Great location and very comfortable property. I stayed for a long weekend with my 3 adult children and daughter in law and we all enjoyed our quality time at the lake. We were were lucky to catch a starry night around the fire and stopped counting satellites at 12."

"It was a great stay!"

"A fantastic location with a great view of the lake, lots of friendly people, quaint, nice town. Gonna go back."

"We had a great time staying in this home. It was very cozy and comfortable. The owner was very accommodating. I would stay here again!"

"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."

"We were there for 2 nights for visiting day at a camp in the Berkshires. The home is very comfortable and clean. We enjoyed our stay! "

"We enjoyed a family vacation with our little dog at the lake! We chose the area to be close to extended family and found it to be perfect- comfortable house, beautiful clean lake and close to hiking, stores, and other activities."

"We really enjoyed our stay here. The location was perfect & the cottage was absolutely charming!We hope to return soon. "

"Wonderful stay. Perfect spot on lake w kayaks already there very clean and had everything we needed!! We loved our stay and so relaxed."

"The host was wonderful, location was perfectly distanced from Brimfield Flea Market, and the view from the porch was gorgeous! Lovely place to stay. "

"Great host, very clean house, Great Lake."

"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"

"It is a very cozy little cottage in a great location. The host was very responsive and the cottage overall clean. Wiould stay there again."

"Great house, welcoming, clean, comfortable bed, everything works (!). It is also close everything we needed, which is Tanglewood and the Great Barrington area. Overall, we had a great stay. We did not use the kayaks as they seemed to us a bit outdated and easy to flip, but maybe we just needed more experience in it.Would definitely recommend the house to our friends."

"Was a great stay and the location is perfect. Nice and clean cottage."

"We stayed with family and friends and loved all of the offerings from the dock, fire pit and quiet neighborhood."

"very comfortable, great location on the lake, and near good hiking and nice towns"