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Cottages in Pittsfield

"Cozy, serene and bucolic waterfront hideaway within driving distance of Tanglewood, Shakespeare & Company, Jacob's Pillow and all the wonderful food and cultural Berkshire gems! Julie and Russ were amazing hosts. Great communication and wonderful restaurant and museum suggestions. Definitely planning another long weekend retreat!"

"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"

"My husband, dog and I enjoyed a long weekend here to celebrate our 8th wedding anniversary- the property was beautiful and quaint! Perfect for exploring on walks, or nearby to the Norman Rockwell museum. Would stay here again."

"Wonderful getaway, lovely hosts, great location, overall a fabulous place to relax and recharge. "

"We had a great stay- no complaints! Very close to Jiminy Peak, where we were skiing, and the house was very comfortable. Thank you!"

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

"We had a great time. The owner Bill was a great host."

"We had a great week at this cottage and Daryl was a responsive and helpful host. Our kids are already asking to return next year."

"Elise's place is like one of those perfect romantic getaways. It's very pretty, cozy, and comfortable, with a well-appointed kitchen, and excellent wifi. Perfect for couples, and for writers seeking lovely solitude and inspiration. Could also work for families, because of the pull-out bed and two bathrooms. Highly recommended. "

"Lovely lake house at the end of a long private road, perfect for a quiet getaway, close to all kinds of hiking and other natural attractions. Our hosts were super friendly and responsive. Highly recommended."

"The house was very convenient to anywhere we wanted to go. We even had 5 deer welcome us the first night. House was very comfortable and we loved it."

"A short getaway with family. "

"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...