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21 Rab. I - 23 Rab. I

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28 Rab. I - 30 Rab. I

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11 Rab. II - 13 Rab. II

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9 Jum. I - 11 Jum. I

Compare 420 Vacation Homes in Old Chatham with updated reviews, rates, and availability.

"Property was very nice Kirchen could use some additons -starting with a ladle "

SAR 851 total

includes taxes & fees

12 Mar - 13 Mar

"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...

SAR 3,986 total

includes taxes & fees

21 Mar - 22 Mar

"The property was great for our group of 8. Slept everyone comfortably, with plenty of places to hangout and lounge all together. We had planned to cook in for a couple meals, so it was a hugely pleasant surprise to see that the kitchen was stocked with every cooking utensil, serving dish, and glassware that you could possibly need. We were maybe even more prepared than in my own kitchen at home. Also very well located. Had an excellent stay and would come back!"

"Great stay. Beautiful home. Warm and inviting "

"Tom’s cottage was the perfect place for us to stay to enjoy the new year in quiet Lenox. It was centrally located which made exploring town easy and convenient. The check in and out process was super simple and Tom made himself easily accessible throughout the stay. "

"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."

"Beautiful home perfect for our multi-generational family. We loved the separate spaces and easy walk to the town center. We can’t wait to come back!"

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

SAR 1,238 total

includes taxes & fees

12 Mar - 13 Mar

SAR 1,781 total

includes taxes & fees

2 Apr - 3 Apr

"We had an amazing long ski weekend at the Great Escape Ski Cottage. The listing is very accurate. Great communication with Shay. The house was immaculate upon arrival. The layout of the house was perfect for our family (6 adults and 4 children aged 4-9). One beautiful Master Bedroom on the first floor. Two of the other equally beautiful bedrooms are on the second floor. The linens were hotel quality! The "Kid's Quarters" was located off of the kitchen/laundry room. A playroom with multiple games...

"We had a great time staying in the house for the weekend as a group of 10. Kitchen and bathrooms are well-stocked. The living room couch is enormous. All of the bedrooms are bright and cozy. The views and property are absolutely stunning. Had we been fewer, we probably would have used the outdoor firepits. Barry and Alisha are lovely and helpful hosts -- they sent along a great list of food reccs ahead of time, responded quickly when I couldn't find a few things, etc. "

"Our family had a wonderful experience and stay. "

SAR 1,236 total

includes taxes & fees

19 Mar - 20 Mar

"Had a great stay. Only concern was the 5th bed was maybe 4 feet long. I understood smaller bed in the description to mean cot size, but not toddler size. Ended up with a blow up mattress and had a great stay with 5 adult men. Creek was beautiful to see in winter. Great spot, great access to Albany and plenty of places to eat."

"Spacious home for my family to gather during a death in our family. Great communication with host, house was very well equipped with everything you could need. Thank you."

"Beautiful, remote property perfect for large groups! We'll definitely try get back there in the summer!"

"Our family of six stayed at Lee Manor during the Christmas holidays. The house was a lovely older home with modern amenities. It was very well stocked with all the needs of home. The house was spacious and the beds were very comfortable. We enjoyed the back sitting area with the stove heater for watching movies, playing games in the front room, and gathering in the kitchen for snacking. We had great communication with the owners and the Check-in and Check-out process was flawless. It was a...

"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"

SAR 1,280 total

includes taxes & fees

12 Mar - 13 Mar

"We had a wonderful trip, the kitchen is fully stocked with tons of kitchen tools, 2 slow cookers, etc! Cooking basics were available, soaps, dishwasher pods etc! The rooms were great! The playroom was amazing for all the kids! We had a wonderful time and will be back! "

" The house has a beautiful location and the view of the lake is beautiful. There are several things to do in the surrounding areas such as hiking, horseback riding, shopping and nice restaurants. The house was overall nice. It has a combination of very nice updates and a few needed updates. The couches are extremely uncomfortable. Our host was responsive for the most part."