Holiday rentals with a pool in Chatham

Stunning property! Had a great stay

This was our second time back at the house and we felt right at home. The house is beautiful, exceptionally clean and well taken care of. Everything is well thought out for guests. The space is perfect for entertaining and relaxing with friends and family. There is really no need to venture out since everything is at your fingertips - from the pool, the fire pit, the grill and large open spaces to hang out both inside and outside. It’s very well situated and close to a number of great places in the area including Inness and Cherries. We celebrated our sister’s birthday at the house and it was perfect - made a lot of lasting memories, with friends and family. Amy was extremely responsive throughout the whole process and very thoughtful. We are very familiar with the area but she made great suggestions for us to visit, that we hadn’t heard of before. We will definitely be back!

We had a fantastic stay here - it is a wonderful place that truly does look and "feel" just like the AirBnB profile. The AC unit wasn't functional unexpectedly but we had nice weather and it wasn't a big deal. Even with that hiccup we happily give this place a 5/5 stars. We plan on coming back, and imagine it will be one of our favorite places upstate to visit

If I could give 6 stars, I would! This house is super clean, great layout, and has everything needed for great stay. Check in and check out were extremely easy. Orlando was very quick to respond to all of our correspondences. He was always kind and professional when communicating with us. We stayed in the house during a snowy, chilly week in December. The house was nice and warm upon our arrival and we immediately felt right at home. The lake views are beautiful from inside the house and deck. Comfortable bed, nice furniture, and a well stocked kitchen. Airbnb photos accurately represent this lovely home. There is plenty to do in the area or you can just stay at the home and enjoy! We already booked another stay for the end of December. Thank you Orlando for sharing your home and making us feel safe and comfortable.

Wonderful stay for a peaceful trip with friends. David was responsive and accommodating. Lovely house and the pool was a great perk! Very close to downtown Hudson. Would stay here again!

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 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.***

It was a great place for our extended family getaway gathering!

This place was wonderful, exactly what two couples needed for a wedding we were attending at Scribner's Lodge. This was infinitely better than trying to stay at the hotel (both because of cost and comfort).

Agnieszka was easy to work with, and a very considerate host. The condo was perfect for us. We were especially delighted to discover a standard queen bed in a separate little bedroom, in addition to the living room sofa bed pictured on the Airbnb site. Everything we needed was available and easy to find in this thoughtfully equipped apartment. The setting is quiet and lovely. From our private balcony vantage point the nearby pool and pickleball courts appeared to be well maintained. If we have the opportunity to return to the Catskills/Windham NY area, we will definitely hope to book this condo again.

Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. Thank you.

Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!

What a lovely stay! Located in a very convent area, there was lots to do in the summer months (hiking, swimming in the pool, cooking marshmallows over the fire pit). The place was very clean and well kept. Loved the little journal to read about other’s stays!

We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!

We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!

Wonderful stay!! Very clean and cozy space. The host was easy and lovely to communicate with!