Family-friendly vacation rentals in Woodbury

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!

Great place to stay

Our stay here was everything and more. The pictures don’t do this home justice. We felt right at home and our dog had the best time adventuring around the property. We plan on coming back! Super responsive host and instructions around the home to make sure you have 0 questions.

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

Beautiful cabin, particularly liked the huge windows to watch the sunset and hawks swooping by, the wood-burning stove and the hot tub! Anna was very helpful when the power very briefly went off. Lots of towels and everything you could need in the kitchen. Had a great stay!

Beautiful and comfortable home, warm and cozy in the winter. Our group of friends had a lovely stay and can't wait to go back.

Loved the house. Kitchen is great. Awesome living room with very comfortable couch and fireplace. Bedrooms perfect. Hot tub was perfect. Original Nintendo system upstairs was fun. Went skiing at Hunter which is 20-25 min away. Woodstock 15 min away. Really a great place. Jaime was responsive, friendly and helpful.

House was great location, very comfortable- Kimberlie was awesome, thanks for your kindness. Lauren N

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

Nice location Pet friendly Clean and the host we’re always available to answer any questions you had Would stay there again!

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!

Very large and nice open space in the house. Family of 6 felt very comfortable and we could have had more join. Quick drive to windham to ski and spent evenings in front of fire playing cards. Kitchen has everything you need for nights in.

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.

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 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.

We have stayed here several times. The Cottage has everything we need and Micaela has always been responsive to our questions. The location is quiet and easy to get to.

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

We were absolutely delighted with this house. Lisa is an amazing host—always very attentive and with excellent communication. She is kind, cheerful, and that truly reflects in her home. Her house is simply beautiful, filled with wonderful details. There are all kinds of different mugs in the kitchen, collected from various places. Masks from all over the world. The house is colorful and full of life. The steam room and sauna worked perfectly. The beds were incredibly comfortable. I highly recommend this place, and without a doubt, I’ll be coming back soon—because I won’t be choosing any other house

If you're after something warm and cozy, this is your spot! It easily fits a family of four and comes with everything you need. The views around the cabin are stunning, and the outdoor space is perfect! there’s a hot Jacuzzi always ready, a fire pit, two chill sitting areas, a big deck, and a massive pool. really recommend!

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.