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Vacation Homes in Old Chatham

"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "

"This is a great home within walking distance of the interesting town of Stockbridge. The place is well equipped and has a charm consistent of what you can expect for a historic farm house. We would stay here again."

"We had the most wonderful trip! The location is perfect - easy access to downtown GB but still very relaxing and private. The kitchen is beautifully equipped and we ended up cooking most of our meals there. And the living room/great room led to hours of conversation. Can't wait to come back for a longer stay."

5 bedrooms, iron/ironing board, WiFi, bed sheets

$735 nightly

Oct 21 - Oct 22

Total with taxes and fees

"Beautiful, spacious house in a great location!"

"Beautiful house and location that was perfect for a family weekend. Would 100% recommend!"

"My son graduated from Sienna College on Sunday. Our family was ver comfortable. Three private cozy bedrooms. Central air made it very comfortable. The place is very clean and beautifully decorated. With all the comforts of home. Markos was a fabulous host. Thank You newly renovated. "

"We had a great stay as we played one night at the Empire. The house is very quaint and there is ample shared parking in the back. If ever we come back to Albany, I'll be sure to consider this house. "

$319 nightly

Oct 1 - Oct 2

Total with taxes and fees

"The house was beautiful, the outdoor space was gorgeous, and the pool was amazing! I highly recommend this charming spot."

"Very cozy and comfy place!"

"We had a wonderful time in this home. It accommodated our family of 4 easily. Several of us had to work the first day there and there were ample quiet spots and quality wifi for us. So easy to walk to town to restaurants etc"

"This was our third time at this property. We still love it and look forward to returning again."

"I had such a great stay with a bunch of friends at the Fox Hollow Estate. The house is exactly as described, and very spacious. At no point did I ever feel packed into the house, there are so many activities that you can do around the area. If you're visiting for foliage, the property has wonderful viewpoints and is within a close 20 or less minute drive to the best views. I would gladly stay at the place again if I was in the area."

"Spacious, welcoming, so well stocked, we felt lucky to find the property."

"We had a wonderful time, the property is lovely and the house is delightful."

"Great location for access to both Tanglewood and Lenox center. "

"Well located and comfortable "

"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!"

"The Taggart House was a wonderful place to gather with friends and family to celebrate my birthday. The house is beautiful; the rooms are large; kitchen is great; bugs kept us from hanging out in the backyard but the conservatory was light and bright and a perfect spot for cocktails. We loved the proximity to the town of Stockbridge and we would walk back and forth a couple times a day. We had a couple of small issues, and Caitlin was very responsive in answering my questions/concerns. All in...

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