Family-friendly holiday rentals in Hudson Valley

From the beginning Ting and Ning had excellent communication that made the booking experience at their rental extremely easy. My questions were answered in a timely manner and the instructions were clear. The home was beautiful and the comfort was so manageable that my guests and i were so sad for it to end. The fruit when we walked in was much needed because we were starving. The home was such a great experience and i would definitely book with Ting and Ning again. Thank you for such an amazing weekend!!!

Michael and Enrique were excellent hosts, and left me and my girlfriends ice cream in the freezer to enjoy! They responded quickly when we had any questions. The view from the hottub looking out onto the woods is beautiful and the hottub was just what we needed to relax. A beautiful, cozy getaway, and so close to Rhinebeck!

We were a family of 13 and the kids loved the game room and hottub. We will be definitely be back. Carry the host was awesome in communicating to us

We had such a nice stay in Olivebridge. Wray’s home is beautifully decorated and extremely private, and just a half hour drive to Woodstock, where there are plenty of shops and restaurants to explore. The hot tub was a bonus, as was the very eclectic DVD collection. Highly recommend! Thanks again for having us!

Great place that was clean, comfortable and cozy. There were excellent instructions for everything and my family loved the hot tub!

Great spot to gather with friends. So close to trails and lovely towns. Loved the wood stove and hot tub!

We stayed at the cottage this past weekend where it turned into a beautiful winter wonderland! The cottage is immaculate and very well decorated, making it feel like home away from home. It is tucked away in the mountains and couldn’t be more peaceful, truly a perfect place to relax! We would highly recommend Quinn’s place to family and friends for a Catskills weekend escape!

Amazing cabin , close to everything, clean ,

Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

I have been to many places but this house was top notch I'm glad I got to stay there with my family. everyone was very happy with the property. I would like to stay in the summer as well

We had the absolute pleasure of staying in Peter’s beautiful brownstone for our family engagement weekend, and it truly exceeded all expectations. From the moment we arrived, Peter made us feel incredibly welcome. The home is full of classic New York charm, with stylish, modern touches that made it both elegant and inviting. The space was spotless, the kitchen well-stocked, and every detail clearly thought through to create a comfortable and relaxing stay. The neighborhood was vibrant and full of character, yet peaceful enough for quiet mornings with coffee. Peter went above and beyond to make sure we had everything we needed. This brownstone will always hold a special place in our hearts. We’re so grateful to Peter for his hospitality and would absolutely stay here again. Highly recommend!

We really enjoyed our stay at this lovely house!! So many cozy nooks and Miles and Ruth were very responsive and helpful hosts! Would definitely stay again :)

The house was beautiful and Rhonda was great, she was very responsive and helpful. We felt right at home and enjoyed the place more than Lake George :) , the hot tub and pool were great and i would recommend anyone coming to this area to definitely book the place if they get the chance.

I enjoyed my stay at Gavin and Alison's house in the Catskills. It was a great place to spend a snowy winter weekend in January with my son and two grandchildren. The house is a short drive from various skiing and winter-sports resorts. We were satisfied with the kitchen and other amenities, played board games, and generally had a relaxing time. The hosts were very responsive when we had questions.

Rita’s chalet is really clean and the view around it is amazon. The place is well stocked with games for fun and firewoods for warmth. Upon request, Rita was able to accommodate our late checkout request with a reasonable surcharge. We have enjoyed our stay at Rita’s place and would definitely come back next time when we are around

We had an amazing weekend stay at Catherine and Diego’s modern cabin! The property is exactly as described—beautiful, cozy, and perfect for a group getaway, with charming wood paneling and all the comforts of home. The hot tub and stunning views of the snow-covered landscape were highlights, creating a peaceful and relaxing atmosphere after a day out. The location was ideal, offering both privacy and proximity to skiing and other activities, and the hosts provided clear instructions for check-in, making the experience stress-free. We’d highly recommend this cabin to anyone looking for a quiet, cozy escape in the mountains!

We stayed here as a family of 6 - with two young children. Monica was very helpful and responsive in the build up so the whole process was very smooth. Lots of lovely touches in the house, which was also very spacious with 6 of us there. We also made the most of the local amenities, which are great for the kids. Would definitely stay here again, thank you!

Our group had a great time at Anna’s place. Spacious and comfortable with great views. Anna is very responsive and gave clear check in instructions. Little communication needed given her detailed instructions, and the little communication needed- she was very responsive.

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

We had a wonderful stay at this house. It was clean, spacious, very warm despite the cold, and had a terrific pool table and air hockey table. Our family relaxed and spent good time together.

My stay here has been made so comfortable, the local was perfect for my stay. Quiet and all supplies provided for our stay. Micaela is very responsive and I’m grateful to have found this cozy location right here in West Orange. Close to supermarkets, jitney to the train, movie theater, turtle back zoo and more. A great getaway for anyone who needs a break or home for a few weeks. Thank you Micaela.

We had a terrific stay. The house was exactly as advertised.

We had a peaceful and relaxing stay at Shawna’s beautiful Cold Spring country-style home. We were in town for a family gathering and accommodations, cleanliness and Shawn’s communication were five star. We absolutely recommend the house and Shawna as a host for you to stay with!

Amazing amazing for a birthday weekend. Good proximity to Hudson while still feeling in the woods. So clean and cozy.