Pet-friendly holiday rentals in Chatham

John and Lizz's place was the perfect blend of spacious yet also cozy, with many of the rooms leading to the open main living room with lots of light. It was the perfect place to spend time with a larger family or group of friends. The beds were comfortable, and everything was clean when we got there. Would definitely stay again when in the area!

Yellow Door House was a fantastic stay, paired with an even more incredible host. The house itself was well-furnished and clean, with plenty of extra house supplies for us to use. Kathleen was also impeccable as a host, going above and beyond to make sure we had a great experience; one of our party left behind a water bottle, and she was so accommodating as to ship it back to us. I could not recommend this place more!

Lovely place in Saugerties, close to lots of great hiking and restaurants.

We thoroughly enjoyed Sylvia's Airbnb. The perfect location to enjoy New Paltz. The space so cozy and precious thank you again Sylvia we would love to book with you again sometime.

Seth's place was cozy and in a quiet area. The view of the lake is excellent. It is near town and hiking trails.

Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!

Very large and nice open space in the house. Family of 6 felt very comfortable and we could have had more join. Quick drive to windham to ski and spent evenings in front of fire playing cards. Kitchen has everything you need for nights in.

Madeline was easily accessible and the well-stocked house was snug, warm, and comfortable during our stay in very wintry weather. The setting is quiet, but very close to town and all amenities. We had a thoroughly enjoyable stay.

Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!

Beautiful home, even better in person! Clean and cozy. Each room was stylishly and uniquely decorated. Great for large groups.

We had a wonderful weekend at Susanna’s place. The property is beautiful and the house was spotless with perfect Mountain views. Just a quick 6 minute drive to downtown Woodstock. The house is extremely well stocked also. We will definitely be back!

My wife and I stayed at Ron’s place for five nights for a winter getaway. We had a great stay, highlights include a comfortable king bed, a quiet setting, a cozy fireplace, and the large ground floor bathroom that feels like your own spa- we thoroughly enjoyed the sauna, huge bathtub, and rain shower. Ron was a great host and was very responsive with any questions we had. We spent many hours watching TV on the screen and projector set up, we grabbed more pillows from upstairs to add some more cushion to the leather couch downstairs.

A great get-away. Super comfortable, just as advertised, and with an incredibly stocked kitchen. Our dog had a blast romping in the yard, and my wife and I are already talking about going back in the summer. We loved it.

Our stay at this beautiful and peaceful Airbnb was absolutely perfect. The host instructions and set up were so thoughtful and welcoming. From the moment we arrived, we were surrounded by breathtaking snowy landscapes, creating a magical winter wonderland. The home itself was warm, tranquil, cozy, with plenty of space and filled with everything we needed for a relaxing getaway. There was so much to do, making it perfect for all ages. The sledding right on the property was a huge hit, and there were plenty of games and activities to keep both small children and teenagers entertained. So much to do locally, hiking, downhill and cross-country skiing. After a day of adventure, coming back to the tranquility of this home was just what we needed. We can’t wait to return!

House was very clean and comfortable. Loved the decor and bed was super comfortable and cosy. Everything was there in the house- kitchen, bathroom, hot water. Well styled decor. Spotless. Felt very private and peaceful. Location was not as picturesque as I prefer, but fairly close to sight seeing.

We loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼

Jason's home was lovely and accurately described & appointed - my friends and I spent a wonderful weekend with our pups and were even blessed by some snow! The fireplaces (yes - two!) were a great add-on and we were super excited to relax and enjoy all the home has to offer. Thanks so much again Jason! :)

The place was exactly how Sorov mentioned in the post. My wife and I had a great time during our stay. If anyone is looking for a tiny cabin getaway, then I would highly recommend this place.

I loved staying in this home and hope to rent it again. It is just a few minutes from town and nestled in the woods. The place is beautifully decorated and has everything you need.

Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

My husband and I REALLY enjoyed Jeff & Sharon’s cabin!! It was the perfect place for a 4-day weekend away from home! As soon as we walked through the door, we felt right at home. Everything is described exactly as is and was extremely clean and comfortable. The cabin itself is quaint, but the cathedral ceilings and plenty of windows made it feel spacious. The river out back was so peaceful and exactly what we needed to take a few moments to breathe in the crisp, fresh mountain air. We even took a walk up the road (which was very quiet) and well kept, considering it had recently snowed. Sharon and Jeff were the BEST hosts. I love that they followed up and made sure we were settled in and there if we needed anything. Phoenicia is right around the corner and down NY-28 there are some cute shops, the Phoenicia Diner and Woodstock Brewery. Highly recommend stopping at Bettina’a Cafe in Phoenicia and Maeve’s Cafe for amazing coffee and good eats! We hope to be back very soon!!

This place was perfect for a group weekend ski trip / winter getaway! The house is close to town and the resorts but still private and secluded among the trees. The fireplace and hot tub were the cherries on top of an already gorgeous house.

Kim’s place is clean and has almost averything we need. There’s even free snacks when we arrived. We feel that we are home just far away from our own home. Hot tub did not fail us. It was so relaxing even with snow around us and rain pouring. We enjoyed our stay.

Hannah was extremely responsive at all times. She even provided us with Oat Milk for our coffee! The water does have a sulphur odor but no worries there is a big water dispensing for drinking if so desire. Place was clean, quiet and perfect for our stay in the Hudson Valley.