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Browse Select East Chatham Holiday Homes

"Fantastic home! Clean, well stocked and very comfortable. We had a great time and will be back. The owner was kind, considerate and appreciative of our stay. Thanks again! "

"Very friendly hosts, great location. "

"Pool is caving in with pool cover partly pulled away. Gate to access pool area was unlocked. Hazard for children. Staff is not onsite. Room was clean, but sheets had stains. Used bar of soap left on bathroom sink. "

includes taxes & fees

1 Sept - 2 Sept

"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."

"Great stay. The host was great with communicating directions and details for the home and even shared local recommendations. We appreciated their quick response to our questions, too. "

"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"

includes taxes & fees

18 Aug - 19 Aug

"We loved Manor Lane! It had every amenity you could ask for. The house is fun and charming and there are thoughtful touches everywhere you look! We had fun watching movies in the living room, playing games in the lounge, cooking family meals in the spectacular kitchen and playing tennis in the sunshine. A perfect 10!"

"We enjoyed our stay. The house was spacious for 4 adults and 1 baby. We were here for a wedding so we spent a lot of time in town rather than in the home/kitchen. The house is very conveniently located a couple blocks from the middle of the main strip (Warren St). 2 of the 3 beds were comfortable! "

"Very nicely appointed and well equipped cabin in a quiet, rustic setting. Close to the towns of Stockbridge and Lee. Perfect for a Berkshire get away. "

"A very good place to stay. Best of all, each bedroom has its own bathroom. There's plenty of hot water, even if multiple people are showering at the same time. The only downside to me is that the washer is broken when we checked in. We want to come again!"

"This place truly has everything you could want in a vacation rental. It was exceptionally clean, spacious, and accommodating. From the moment we arrived, it felt like a home away from home. The host clearly puts a lot of care into maintaining the property and ensuring guests are comfortable. We had everything we needed for an enjoyable stay. Highly recommend and would definitely book again!"

"Thank you for the lovely get away! The property was lovely. "

"The home is very nice and cozy. It really felt like a comfy home."

Smart TV, fireplace, video games, DVD player

"Exactly what you want in a ski house!"

"We had great relaxing stay. The host was very responsive to any questions i had"

"We spent a short weekend here in Stockbridge to attend the Naumkeag Pumpkin Show. The kids (2 + 4) were in amazement the entire time. The house was a fantastically creative environment with books, games, toys, and a massive yard with swings. A+ would stay again."

"House is comfortable and spacious, with a well-supplied kitchen. Hosts had thought of everything we might need. A/C was very helpful in the heat! Perfect location for exploring the Berkshires, and a fairly easy walk into town."