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Featured Cottages in Beartown State Forest and around

Relax on a deck overlooking a serene body of water surrounded by lush greenery and trees.

"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!"

Relax by the fire pit in this serene outdoor seating area overlooking the water.

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

Cozy cabin surrounded by lush greenery, featuring a rustic exterior and a spacious garage.

"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."

Cozy home surrounded by lush vegetation.

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

Situated in a wooded area, this charming house features a gabled roof and a welcoming front porch.

"The cottage was clean and as described. The street was very quiet."

Escape to a secluded cabin surrounded by mature trees, featuring a cozy porch and deck with seating area.

"Wally and Donna were very hospitable! We loved this cottage and its location to everything we wanted to do. The neighborhood was tranquil and beautiful. Such a great place!"

Enjoy a serene outdoor space with a table, two chairs, and a rocking chair, overlooking a tranquil body of water surrounded by trees.

"Very clean, cute house right on the lake. We enjoyed our time there. "

Enjoy outdoor dining or relaxation on the porch, surrounded by a serene lawn and mature trees.

"Housing is just as beautiful as the pictures show and the residential neighborhood is quiet, conveniently situated. Hosts are very responsive. We really enjoyed our stay!! "

includes taxes & fees

10 Aug - 11 Aug

Stroll through the serene garden, surrounded by lush trees and shrubs, and discover a tranquil atmosphere perfect for relaxation.

"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."

Stunning home surrounded by lush greenery, featuring a stone pathway and charming lantern-style lights.

"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."

Set amidst a serene natural setting, this home features a stone chimney, large windows, and a two-car garage.

"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."