Family-friendly vacation rentals in Claverack

We had a lovely long weekend with our 20 year old daughters and our dog. We celebrated a birthday and midsummer and really relaxed. The house was comfortable, clean and offered an relaxing environment. The Sauna, hot tub and She Shed were fan favorites with our family! Highly recommend for a family of 4-6.

A quiet private property located close to amenities, the city of Hudson, and nature. It is a beautiful and comfortable home filled with creative and tangible care. We enjoyed cooking in the kitchen and spending time on the property over a long weekend stay.

Such a perfect location for a weekend in new paltz and the views from the patio/hot tub are absolutely spectacular. Ami was a great host!

We had a great and easy stay for a quick upstate weekend! The house was clean, cute, and accommodated our family of 7. We unfortunately didn’t get to utilize the outdoors because of the weather. Would definitely recommend this house!

We had a nice time staying. It has a Well stocked kitchen. It is near to grocery and shopping in Stone Ridge. It has Great fireflies at night and a good view of the sunset.

Beautiful inside and out — a peaceful oasis & retreat from everything! Nearby restaurants and hikes but also so quiet and private. Great weekend we will be back!!

The Little Minka was everything that Daniel said it would be. A beautiful, peaceful, quiet, cozy home with an amazing minimalist aesthetic. Definitely a great place for a weekend getaway if you’re looking for a break from the hustle and bustle of the city. Would recommend and look forward to booking again!

We loved staying at Anat’s gorgeous home. We’ve been in many spots in the HRV and even Columbia County, but this stood out for being so tranquil and for having such lovely grounds. We enjoyed the Copake Hillsdale Farmers Market and a great meals at Local 111 and Zinneas. Cooking at the house was a breeze and there were more than enough beds and living spaces for our two families to feel so comfortable. Hot tub was lovely! We can’t wait to return.

The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!

I stayed for a month, and this space is something rare. A masterclass in design; farmhouse aesthetics reinterpreted through a modern, editorial lens. Every detail is intentional, embodying the essence of Hudson: a precise blend of historic rural charm and upstate sophistication. The kitchen practically insists you visit the local market and cook. The clawfoot tub and heated floors reframe the idea of routine. The beds make it hard to get up, but you wake deeply rested. The home is immersive. It doesn’t borrow from Hudson—it distills it. Thoughtful, intuitive, and exquisitely executed. I left inspired. Anthony and the This Old Hudson team were exceptional. We can’t wait to return.

We had a really lovely stay at this cabin in Boiceville. It rained every day during our trip, but honestly, we didn’t mind—it made the space feel extra cozy. We spent our time relaxing indoors, reading, cooking, and just enjoying the slower pace. The cabin was clean, comfortable, and had everything we needed. It was tucked away enough to feel peaceful, but still a short drive to Esopus Creek and Phoenicia, which we enjoyed exploring when the rain let up. The host was helpful and easy to communicate with, and everything about the stay went smoothly. If you’re looking for a calm, quiet retreat in the Catskills—even on rainy days—this spot is a great pick.

Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

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!

I loved this place. It was very large. Larger than it appeared in the photos. And the yard was huge! The dogs loved running around it. The neighbors were close enough to see that there was a house nearby, but far enough to not really see any people. And I heard no one, just an occasional dog bark. It was a beautiful location. Trees and hills and beautiful grass. The wood burning insert was fabulous. We had cozy evenings watching tv or a movie. Plenty of plates and cookware. I made dinner most nights. It is also close to so much! I really loved it! Hikes and shopping. Don’t miss the Farmers Market. Highly recommend

The hosts were very friendly and helpful. They were generous with providing goodies in the kitchen, which was well-stocked. It's a darker apartment but the deck outside was very cheerful as was their entire back yard right on the river. They even had kayaks and canoes to use and a lovely dock. Except for the busy street out front, it was just what we needed.

Loved it! The cabin is perfect. And quiet and nestled in the woods. Great for dogs too. And there’s a wonderful hike up Mt Gaurdian right at the theatre. A nice retreat from the city right in the heart of Woodstock

We had a magical weekend away and our stay was everything we hoped it would be, and more. Olia was incredibly responsive, friendly, and all around wonderful to connect with. The house was a magical time capsule holding the best of energy and a glimpse into the 70s - so fun. The pool and patio were awesome, with open and friendly spaces inside too, all made for the best of entertaining spaces. We could not have asked for a better weekend away, and we cannot wait to plan our next trip! Thank you!

This is our fifth year coming to the farm. Larissa is absolutely masterful with kids of all ages (even tough kids). My daughter races out at 9 am to do farm chores and begs for more (and this is a kid who drags her feet doing chores at home)!! We love the rhythm of farm and find it really easy to disconnect and unwind. After chores in the morning, you're welcome to spend as much time as you want with the animals, which is a real treat. Whether it's feeding the horses hay, sharing food scraps with the goats, or watching the chickens do their evening routine, there's so much to enjoy. The local towns are lovely, but if you like the farm experience, you may never leave the property. Larissa is incredibly knowledgeable and generous in sharing her experience and expertise. She has created an absolutely magical environment, and I would highly recommend visiting!!

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!

Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Beautiful country home, SUPERB location, large grounds with a beautiful pool, and communicative and kind host. We had a wonderful stay.

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.

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.***

My family stayed here for a weekend trip to Windham. The location to the ski area was very close, only 6 minutes away. There were plenty of nearby restaurants, markets, and coffee. The house is clean and cozy and perfect for a family of 4 or 5.