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Compare 492 Vacation Homes in Old Chatham with updated reviews, rates, and availability.

"Celebrate 34 anniversary great place. Better than a hotel. Love the place would stay again. Couldn’t figure out how to use Apple TV to watch Netflix. Just need a couple steak knives if you do take out or cook in. Had a great time. Thanks Ed"

AED 841 total

includes taxes & fees

3 May - 4 May

"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...

AED 3,801 total

includes taxes & fees

28 Apr - 29 Apr

"Great place."

"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."

"It's a really lovely home on a beautiful property, with all the amenities we could have possibly needed, and also perfectly peaceful. The host was so welcoming and responsive, which made it that much nicer, too. My only regret is that we couldn't stay longer, and I would definitely want to stay there again. "

"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!"

"This was the perfect cozy home for a few nights away. Gorgeous property and welcoming vibes. "

"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. "

"Was as nice as the pictures. A plus for a very comfortable king sized bed! Right in town for walking to shops and restaurants. Thank you!"

"Bassinova-on-Hudson is a gorgeous and well-kept property, and Jean and her staff are very responsive and welcoming. The home features everything a group could want in a secluded getaway - a gated, private entrance, 5 bedrooms, a game room with billiards table, a home theater, sonos throughout the house, a steam shower, and an enormous kitchen and outdoor grill.When I arrived with my wife and 19 month old, Kat gave us a quick tour of the house and explained how everything worked, and the basic...

"House had everything we needed and was conveniently located in a quiet neighborhood. Would stay here again."

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

"We had a great time at the house. We had everything we needed. It was close to town. The space is very comfortable."

"Elise was an excellent host and super easy to work with. The property was even bigger, nicer, and cleaner than we expected. Plenty of room for a family getaway. "

"Had a great long weekend getaway in Lanesboro. The property manager was super communicative, which was helpful. Would highly recommend!"

"Our family stayed there, and we had room to entertain extended family. Nice quiet neighborhood. Clean and spacious with a large yard. Conveniently located near grocery store and restaurants. We will stay there again!"

"We had a great stay, thank you! Everything was great as all accommodations were met and other than getting food from the local nearby grocery store and our own personal things, nothing more was needed. Everything went so smoothly, other than our two dogs being home sick and whining at times, which ended up entailing a 7 hour round trip back home to leave them there with a sitter as we felt it was too much for our little fur babies to endure being in a strange place without us and better to...

"Lovely horse farm in the woods but not too far from useful shops. We had a great experience."

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

"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "