Search Brainard Cottage Rentals from CA $1,683

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Browse Select Brainard Cottages

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!"

"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"

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 serene winter landscape, this two-story house offers a cozy retreat with a driveway and a large tree in the foreground.

Traditional homes line the quiet street, each with a central chimney and green shutters.

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

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."

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."

Relax on the front porch with a comfortable seating area.

"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."

Situated in a grassy area, this cozy home features a red-framed door and windows with string lights.

"A lovely cabin centrally located in the Berkshires! Had everything we needed for our stay, including air conditioning during a heat wave! "

Situated on a grassy area, this charming home features a traditional two-story design with a prominent porch and a small attached structure.

CA $2,713 total

includes taxes & fees

Sep 2 - Sep 3

Relax on the deck with a view of the surrounding forest, featuring a comfortable seating area with sofas and a chair.

"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! "

Guests can enjoy the cabin's expansive deck with seating and large windows offering a view of the surrounding forest.

Relax on the deck with comfortable seating and a decorative rug.

"Our family rented this property for a long weekend trip and had a great experience. We enjoyed the beauty of the local area, including some great local restaurants and coffee shops. We were snowed in for one day of our trip and enjoyed the coziness of the property and the full kitchen came in clutch to avoid needing to travel during the storm. "