Pet-friendly vacation rentals in Chatham

House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.

What a peaceful wonderful time we had in this cherry red cabin. Thank you for warm healing waters, sunny blue skies with mountain views, cozy sleeps and wonderful times cooking and gathering around the cozy cabin. We unplugged, biked the reservoir, ate lots of yummy veggie food, danced at the Bearsville Theater, and breathed in the magical mountain air. Thanks Woodstock and much gratitude to our host Mirav for creating a wonderful retreat. Blessings.

Absolutely loved this place. It was a relaxing weekend - peaceful and cozy, from the hot tub to the blankets and bedding. Kim was a wonderful host and I highly recommend.

Catherine’s home was a fantastic getaway! Beautiful scenery, amazing fire pit and fabulous hot tub. Not to mention it snowed the weekend we were there and the driveway was plowed for us. Very responsive and helpful with questions/help. Looking forward to staying here again!

It was a nice stay for a winter retreat, if you decide to stay at this property, please follow the instructions when it’s time for departure like covering the hot tub and keeping it on as it took a few days to heat up again and we weren’t able to enjoy it. And please respect the place if you break something say something so the next guest can enjoy the house. But other than this, we enjoyed being upstate and would definitely rent again in the future.

Had an enjoyable stay at Ralph’s Woodstock location. Ralph was accommodating regarding the hot tub, as it was not working during our stay- We really appreciate it! The area itself was secluded and peaceful. The town of Woodstock was super cute. A great place to relax and unwind!

Amazing cabin , close to everything, clean ,

Amazing location with a gorgeous yard! The house was fully stocked, making it a breeze to cook for our guests. Joseph was incredibly communicative and immediately took care of a minor issue in the basement. We had such a peaceful, bucolic stay—perfect for runners with lots of hills to explore. And the pool toys added so much fun to our weekend! Highly recommend!

Lovely house, spacious and really pleasant for our group of friends with kids! The jacuzzi was a big plus! We really enjoyed our stay!

Bonnie’s home was perfect. Our group of 7 including 2 young children fit perfectly in the home. It’s to downtown Saugerties, and a short drive from all the Hudson Valley has to offer.

Perfect spot for a cozy winter escape. The clawfoot bathtub and wood stove (inside) + the fire pit and wood sauna (outside) make for the perfect getaway. We loved all of the beautiful design features of the guesthouse (a-frame ceiling, exposed beams, original wide-plank floors), and tons of thoughtful touches throughout (well-stocked kitchen with lots of teas and coffee, drinks available to purchase, bluetooth speaker for putting music on, games, bathroom products, etc). Great location near Bartlett House and Art Omi and a quick drive from Hudson, Kinderhook, and other neighboring towns. Donna was super helpful and welcoming. Thanks for a great stay!

Me and my family of 4 ( 6 and 3yrs old), absolutely felt so at home at Denise home. My kids were really sad we were leaving. The house was spacious and cozy. very very clean. They had some kids DVD movies the kids never seen and board games which were fun. We were there during a snowstorm and it was like a post card. We have family that lives on the other side of the Creek and it was so easy to stop over to see them and hit up the supermarket in case we needed anything for the storm. We were a little worried about the road, but Denise let us know that in the middle of the night they would start plowing, so it worked out great. My littlest one asked that we come back to the blue house and it will definitely be a place we choose again and recommend. Thank you so very much for such a nice place to stay.

Great little spot for a night away. Peaceful and private with a great view of the river and fields.

We had a wonderful stay in Anneke’s home. She was very responsive when we had questions. The town was a short walk away. The house was close to the Norman Rockwell museum and many other great places to visit. The house is clean and beautiful. There’s a foosball table in the mudroom/front porch. It was my favorite amenity. We would not hesitate to come back and stay here.

From the moment we arrived, I was astonished at how beautiful the place was! Felt like you entered into the lobby of a resort, super huge living area, full bathrooms with multiple stalls (the men’s bathroom had a shower in it too). The only real full bathroom however was part of one of the largest bedrooms, which connected to one of the other bedrooms - wish it was completely separate so all could utilize it too as a 2nd bathroom without inconveniencing any of the others, but no big deal at all! Again, there was the option of another. The fireplace and multiple living areas was just perfect, with wood supplied, which was a plus. While we went in the winter, the serenity of the lake across the small road was very pleasurable - Can only imagine what it’s like in the summer and warmer weather! True gem! What a great investment Melissa has here. I never have said this about another rental, but I would DEFINITELY return! Do yourself the favor and book! You’ll be pleasantly surprised.

Madeline is friendly, delivers above what she promises. The house is super clean. Left milk, water, yogurt eggs and apples for us! Great coffee as well cookies and crackers. Super host. Second time coming and we will be back.

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!

Great host and great place. The indoor pool was amazing to use after skiing. Second time staying with David and likely will again

LOVED staying at Fouz & Chris' beautiful home. We were a group of 8 (4 couples) and found their home perfect for a weekend away from the hustle and bustle in NYC. We were impressed with how well-stocked the kitchen was with tools, which made it perfect for cooking dinner and relaxing by the fire. The hosts also left us a really gorgeous welcome basket and clear instructions. 100/10, would come back.

This was a wonderful place to stay and our hosts were very helpful. The house was spacious but still cozy and welcoming. Great fireplace. One of the best equipped kitchens we've experienced in our Airbnb stays. Plenty of seating for everyone, Comfortable beds, individual room temperature controls. We had a wonderful Christmas here were our family. Plenty of parking for our 3 cars. Driveway and parking area plowed and sanded whenever there was bad weather. Even the deck got shoveled! Grocery stores and the town of Woodstock with its restaurants, shops, and Christmas atmosphere were near by. Skiing and bigger stores and towns not far away. A sincere thank you to our hosts for their thoughtfulness!

We had a great stay at Natalia’s place! We came here for a ski trip to Hunter mountain and the BNB had everything we needed to be comfortable. Very nice kitchen, tons of beds for big families, and a beautiful backyard too. The local town also had grocery stores and cafes so we had everything we needed.

Ron was great to work with. Very responsive! He emailed details ahead of time that were on point. The cabin was just as promised and did not disappoint. We were extremely happy! The kitchen was fully stocked if you like to cook basically just bring your own food. Beautiful home that is well maintained!

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.

Had a wonderful anniversary weekend. Everything we needed and then some. Hosts thought of everything for their guests to feel right at home. Would love to come back. This was an unforgettable trip. Thank you for your kindness and trusting us with your beautiful home!