House holiday rentals in Chatham

We had a good stay at Victoria’s farmhouse. The location is really peaceful and relaxing, surrounded by nature—perfect if you’re looking to unplug a bit. The house itself is beautiful and very comfortable, with unique interiors that feel like something out of a design magazine. Victoria was easy to communicate with and helpful when we had questions. It’s a bit off the beaten path, which we liked, but still just a 15-minute drive to shops and about 30 minutes to the train and some great restaurants in Hudson. Overall, a lovely spot for a quiet getaway.

The lakehouse looks exactly like the photos - stylish and cozy. The house looks small from the outside, but we were amazed by how well it fit our family of seven adults and two toddlers. The instructions/guide to the house was clearly written and super helpful, and Vincent was very easy to communicate with, usually responding right away. We were grateful for all the amenities the house comes with. In addition to enjoying the house itself and the gorgeous deck, we also made smores one night in the fire pit and went kayaking with the little ones. The owner provides guests with bracelets that give access to the community amenities as well. The community pool, playground, and little beach were all beautiful and very well maintained. Our little ones especially loved this weekend!

This is a lovely house very close to New Paltz. We had a nice long weekend with the kids and loved spending time in the pool. Susan was a great host. No complaints!

We were 5 girlfriends staying at this property. Each one of us loved everything about it . Perfect location !

The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.

We had a wonderful stay at this beautiful property! The location is close to plenty to do and great dining but also feels very private. The home is absolutely beautiful as pictured. The pool was a real treat to have and half of the pool is a shallow end which was a bonus for us traveling with a child. The beds are very comfortable which is always a huge plus when traveling. The hosts were responsive with any questions that came up. We would happily stay again!

We had an amazing weekend stay at Micah’s place! The home was absolutely stunning—super clean, beautifully furnished, and stocked with everything you could possibly need. The kitchen was fully equipped with all the appliances, making it easy to cook and enjoy meals. The highlight was the TV room, which had incredible sound quality and made for a perfect spot to relax. The home was also very child-friendly, which made our stay even more enjoyable. Overall, a fantastic experience! Highly recommend this place.

We had an amazing stay! We reached out because we were desperate and need to find a place to stay, the host was so supportive and amazing!! Thank you so much and we will definitely come back!!

Cute house, well appointed with everything you could need. Perfect location for our visit.

This is the second time we’ve stayed here and hope to return again. The house is peaceful and expertly restored. Plenty of screened in doors and windows to let in the breeze. Comfy sofas and beds. Very close to Old Chatham with a cute country store and restaurant or two. Leslie is a helpful and communicative host. The perfect spot for a Hudson Valley getaway.

Great getaway and launching point for hiking or visiting hudson. We loved grilling and enjoying the hot tub at the end of the day. The place is beautifully decorated and has everything you would need to cook and relax. Thanks!

What a beautiful place! It’s exactly as described in the listing, but even more peaceful and private than expected. We sat on the front patio in the morning and evenings. We regularly saw deer and humming birds, and listened to an owl one night. Kristin is a polite host who communicates exceptionally well. 5 stars all around! 👏🏻

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!

This is a comfortable home that is clearly loved and cared for by the owners, with all of the amenities you would want. It's a relief to come to an Air bnb that is more than a place to stay, but truly a home away from home.

Our stay at Kim's home upstate was absolutely perfect! The accommodations were exactly as described and super clean. If you're looking for a quaint, cozy unique experience this is it! We had all we needed and communication was easy and pleasant. Highly recommend

This home was beautiful. The area was so peaceful and loved the bunnies and deer that would come by. Adam was wonderful to work with. He would always respond with any questions I had. I would highly recommend working with Adam and staying at his home.

We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.

This is the second time I've stayed there, each time with 6 people (our family with 2 kids, plus one set of grandparents). It's very cozy, convenient with a master bedroom and bathroom on the ground floor which is great for the elderly. The sun room is a great place for meals and board games. The workspace in the basement has great wifi and a high-speed internet connection, which I used for video conferencing all week. We will likely be back again!

Lovely stay! The place was spotless, beautifully decorated, and clearly designed with care. Everything felt thoughtfully chosen, and the amenities were great—comfortable bedding, quality toiletries, and a well-stocked kitchen. Would definitely stay here again!

Great place, Great hosts! My family and I enjoyed our stay and will definitely book again. Thank you Austin and Heather!

We were three siblings with spouses and one young adult, getting together for a mini family reunion. This home was beautiful and perfect for our needs. There was ample space, beautifully- appointed bedrooms(comfortable beds), clean and modern bathrooms and a very well-stocked kitchen, with high-end appliances. Each level of the home had a full bath and there was plenty of common space. Attention to detail and comfort was obvious. This property offers the best of both worlds- serene views, privacy and is a short drive to grocery store, restaurants and a local winery and High Falls Trail. The hosts were very responsive, easy to deal with and accommodating. Wonderful experience Highly recommend!

This is a great spot, on a dead end street. Very peaceful and a wonderful open space. About 25-30 minutes south of Albany/Troy. Close to a shopping area in Valatie, NY (about 2 miles.) Maura is a fantastic host, who quickly helped with any questions or needs. I highly recommend this house to anyone looking for a serene getaway.