Pet-friendly holiday rentals in Chatham

No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.

The house is lovely. It's quiet and large. As other reviewers have said, there are quirks: no bathroom on the second floor, hard to stand up in bedrooms and top-floor bathrooms because of the low ceilings and sloping roof, etc. But it was great and wonderfully quirky. It's filled with delightful books (I ordered one that I discovered there!) and well set up. If you go in and you're OK with tubs over showers and working through the quirks, you'll have a wonderful time. The back yard and river view are awesome.

We enjoyed our stay at Kevin's place. As many others have said, the surroundings are even more beautiful in person. There is another rental unit right across the yard, which we didn't realize, but ultimately we found it nice knowing there were other people around. The kitchen and bathroom(s) were notably gorgeous and comfortable - though we didn't cook, I've never seen a better stocked kitchen in terms of cooking tools at an Airbnb. A spacious and peaceful retreat.

We spent the weekend in the area and Tim’s place was fantastic. It’s loaded with charm, comfortable and very well appointed and stocked (right down to treats for the dog). The location is beautiful and the views are amazing. Can’t wait to return!

Had a great stay at this Airbnb—peaceful and scenic with an incredible waterfall right on the property. My dog had a blast exploring the trails and walking along the stream (I even braved a few cold dips myself!). Not much nearby, so it was a nice change of pace to cook and unwind—just be sure to check for ticks after those hikes!

My friends and I loved Jenny’s home. Every corner there was something else to look at. It was spotless and we felt right at home. What a beautiful weekend in Kinderhook, felt like an escape. Cute town too!

Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!

Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!

We had a great stay. Very convenient check-in and check-put process. Enjoyed having a lot of things to do at the house and in the community. Thanks!

Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.

We really enjoyed our stay, it was perfect distance from family and friends. Would highly recommend this place.

Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!

Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Had a beautiful stay and would 100% return and tell friends about it. Cute and cozy stay, lovely little town and beautiful views.

A lovely break from the city - which is exactly what we wanted. Our dog loved it too. The barn is spacious and well appointed and the grounds are perfectly maintained.

Cute home and convenient to town. It was perfect for our visit. James is great and extremely helpful. I would recommend this home for anyone who wants to stay in the area.

My girlfriends and I stayed here for a little girls getaway. Eric and Kelly were very responsive and accommodated my request to check in an hour early. The house was clean and bright and the deck and hot tub were a great hang out space. It was very private and comfortable and just overall a relaxing vibe. Thanks a lot for a great weekend!

Perfect location for a short weekend stay to visit family in the area. Very clean and comfortable. Within walking distance to the shops in Chatham and driving distance to Hudson and surrounding activities. It is our second time staying there.

We had an amazing time! Danielle and Ely were very accommodating and went out of their way to make our stay special. They answered all our questions, helped us book a table at Matilda, and even surprised us with complimentary wine. It was so thoughtful!

My boyfriend and I stayed here for a peaceful weekend away and it was soo worth it. The home is so clean and updated and it was so nice. The bath towels were thick and smelled amazing! It really is the little details that made this place stand out to me. And the creek running in the back is so serene. I would absolutely stay here again. It rained most of our stay but we were so warm and cozy inside. I would love to come back during a sunny weekend to explore more of the outdoors, because the Catskills mountains are so amazing.

Conor's place was very cute and clean and just what we needed for our short weekend in Hudson.

Great home, in a private area. Close to a number of skiing locations. Warm and inviting with large open lower level.