Step inside Woodstock Highlands, where modern style meets farmhouse charm. This thoughtfully designed 2,500 sq. ft. retreat features four spacious bedrooms, a fully equipped kitchen, and cozy spaces perfect for gathering with family. Spend your mornings sipping coffee on the four-season porch, afternoons by the heated saltwater pool, and evenings around the fire pit under the stars.
Whether you’re cooking meals together, exploring nearby Woodstock, or just enjoying quiet time in the beautiful backyard, this home is designed to make every moment special.
Pick your dates, check availability, and lock in your stay.
See why families love their stays at Woodstock Highlands! Here’s what our guests have shared about their experiences.
Sara2025-01-03Verified We had a great stay at Anthony's place. The home was well equipped. The house was very clean and tastefully decorated. Very close to town. The yard looked great and I imagine the pool would be awesome in the warmer weather. Plenty of room to spread around, games including pool and ping pong in the basement. Highly recommend! Alexis2024-12-29Verified Our group of 3 families with kids had a fantastic stay at Anthony’s home. It was clean, spacious, fully-stocked and then some, and close to the great town of Woodstock. We especially loved the fireplace (with plenty of wood provided), the heated bathroom floors, and the treehouse. Would stay again and recommend without hesitation! Charles2024-12-26Verified Great stay in a spacious home. Our daughters loved it too, they enjoyed being outdoor (they spotted deers and climbed in the treehouse) but also lots of options for indoor play (plenty of games, ping-pong table). We enjoyed the fireplace area, perfect for winter. Easy check-in and check-out, 5 min drive to restaurants and stores. Julie2024-10-21Verified Our group of knitters really enjoyed our time at the NY Sheep and Wool festival. This house we stayed in was just perfect for us. The setting was beautiful and serene. The bedrooms were well appointed as were the bathrooms. The kitchen was fully equipped. The host responded immediately when we had trouble getting in.( It was our fault that we had the wrong code.) We would definitely go back. Maybe for the festival in 2025? Michael2024-10-13Verified 5 Stars and outstanding in every way. We've probably stayed in more than fifty Airbnbs over the years and this was one of the best experiences we've ever had. The property is exactly as described, is unusually well-stocked, has high caliber features and fixtures, and is very, very comfortable. It was spacious too; we were really able to spread out and be at ease.Beyond this, Anthony was a wonderful host. In addition to being super-responsive, he provided great recommendations (including to a local health professional when someone in our party needed mending) and was unfailingly kind and patient with our questions and requests.Finally, this quiet and peaceful location is 6 mins drive to Woodstock and puts you in the heart of the region. We can't recommend more highly. Heather2024-10-07Verified Great location and everything you need and more for a large group! We had a great time and especially appreciated all of the great cooking supplies in the kitchen. If you’re thinking about the house, just say yes! Sasha & Matt2024-09-29Verified It was a VERY well designed comfortable home in a safe and pretty area - tastefully decorated too. 3 bedrooms share one bathroom and there is a luxurious master bedroom that has its own bathroom. Noise carries quite a bit through the house for sensitive sleepers. If you are mobility impaired or have small children, please note there is tall, wooden stairwell to get to all bedrooms upstairs.We appreciated the well stocked kitchen and the pool that had a safety gate. Anthony and his co-hosts were great communicators. Paulette2024-09-15Verified From start to end, this was, by far, the best experience we have ever had in an Airbnb or VRBO situation since we started utilizing these types of services. This home did not "skip a beat" from detailed, clear, and friendly communication (We felt as if Anthony, Wendy, and Mary were new friends) throughout the home instructions. Beautifully maintained with top-notch supplies, decor, and amenities. They even had instructions in case of fire. We loved every minute of our stay, including Woodstock and the surrounding area. It was the very best! THANK YOU, Anthony, Wendy, and Mary. Continued Success! Melanie2024-09-02Verified My favorite Airbnb in the Hudson Valley. This was our second stay and just as comfortable and well-appointed as last. Plenty of living space to spread out for our family of 4. All of the couches and beds were so comfy. We loved the luxurious bedding and the plentiful, fluffy towels!!! There is no lack of supplies here. Shower pressure and hot water supply good too. The pool was incredible and perfectly heated for late August. We will be back! Teresa2024-08-30Verified We had a wonderful time at Anthony, Wendy, and Mary's place in Woodstock! The home was beautiful - exactly as shown in the photos, with a wonderful (heated!) pool, a great yard, very fun treehouse for our young kids, and plenty of space to run. The house was well-stocked with kitchen appliances / pantry items and plenty of games for the kids and adults. Our hosts were both very flexible and responsive. Would very highly recommend!
Planning a family getaway? Have questions about the house or area? We’re pretty quick with responses and love helping guests plan their perfect stay. We know the area well and are happy to share our favorite spots and activities. Drop us a note below, and we’ll get back to you shortly with everything you need to know.
Reconnect, relax, and create memories your family will treasure forever. Book your stay at Woodstock Highlands today and start planning your perfect getaway!