Family-friendly vacation rentals in Round Top

At the risk of repeating all the other reviews, let's just say this place is wonderful. It served our needs perfectly as a quiet comfy place to get away to for a few days. The house looks like a red non-descript rectangular box from the outside in a lovely setting--just like the photo. However on the inside it's filled with character in every corner. It's warm, spacious, filled with plants and has more than one comfortable sofa to hang out on. Two bathrooms is super convenient...one upstairs and one downstairs. The kitchen has space to really prepare meals. We had a concern when the gas stove went out but a quick call to Boris and Runcheewan had the problem simple solved...a battery in the thermostat! And a great chance for a nice chat with the owners. The hot tub is right out the back door....and though the weather was in single digits, it was an easy few steps to spectacular soothing evenings under the cold winter night stars. Grea restaurant recommendations too!

What a peaceful wonderful time we had in this cherry red cabin. Thank you for warm healing waters, sunny blue skies with mountain views, cozy sleeps and wonderful times cooking and gathering around the cozy cabin. We unplugged, biked the reservoir, ate lots of yummy veggie food, danced at the Bearsville Theater, and breathed in the magical mountain air. Thanks Woodstock and much gratitude to our host Mirav for creating a wonderful retreat. Blessings.

We had an amazing stay! The setting was absolutely beautiful, with stunning views and a peaceful atmosphere. The space was impeccably clean, which made our stay even more enjoyable. One of the highlights was the hot tub – it was the perfect way to unwind after a day of exploring. The host was incredibly responsive and saved us with a last-minute booking, which we are so grateful for. We couldn’t have asked for a better experience. Highly recommend!

House was spotlessly and thoughtfully decorated. The bed was comfortable and hot tub was absolutely phenomenal. Skylights let in beautiful natural light for reading and relaxing. Michael and Enrique were proactive about reaching out beforehand with the house information and we really, really enjoyed our stay. We're not used to baseboard heating so some of the noise from the heating surprised us, but that's to be expected with any place that's not your home. Would gladly stay here again.

Ethan and Wray are excellent hosts. The house is beautiful, and the location is near some spectacular sights. A wonderful place to stay.

My husband and I had a wonderful stay at this cozy cabin with our three daughters. The set up was perfect for our family of 5 and it had easy access to Hunter Mountain for skiing. The place was very well decorated, clean, and well stocked. Some of the amenities like the hot tub and the wood burning fireplace made for a truly special stay. Travis was a wonderful host as well! One tip - make sure you understand the lock system via the “August” app thoroughly before you arrive, especially if arriving later at night when it could be harder to connect with Travis if you have an issue. We hope to be back soon!

I had a great time at Tracy’s place. The house was really new (much better than the photos). Location was amazing!

Had an enjoyable stay at Ralph’s Woodstock location. Ralph was accommodating regarding the hot tub, as it was not working during our stay- We really appreciate it! The area itself was secluded and peaceful. The town of Woodstock was super cute. A great place to relax and unwind!

Lovely house, spacious and really pleasant for our group of friends with kids! The jacuzzi was a big plus! We really enjoyed our stay!

Nidhi is an amazing host with an amazing place! The house itself is beautiful and the vibe is peaceful! We went in a winter night, sat by the fir pit, enjoyed the sound of the stream. And when we needed comfort the beautiful warm house was right there. Best of both worlds nature and comfort together. And the next morning we were just 15min drive from Woodstocks main street. I highly recommend the stay. It was an amazing experience

Lovely place in Saugerties, close to lots of great hiking and restaurants.

Despite booking my stay with three other friends for my birthday during February, it was the absolute best decision. Everything was as described, lot of great in-home amenities including games (i.e. ping pong, pool, tons of table-top entertainment.) Scott was absolutely one of the best hosts I have coordinated and communicated with. He would check-in to ensure we had what we needed and when there was a heavy snowfall the evening prior to our departure date- he immediately checked in and had the walkway and driveway cleared of snow. Lot of great, beautiful hikes in the snowfall and do hope to have the opportunity to return during the warmer season. Thank you, again, for the wonderful accommodations and for being such a proactive and communicative host!

The cabin was cozy, well equipped & welcoming. Can’t say that I’ve ever slept on a more comfortable bed! The kitchen was well stocked with modern appliances. The property was certainly private, expansive & peaceful…maybe a bit too quiet for a Bklyn girl! A but tricky to reach and phone & internet service disappear as soon as you walk out of the house. The hosts were exceptionally responsive & helpful.

We had such a wonderful stay! The kitchen was incredibly well-stocked with pots, pans, and all the cooking equipment we needed—it made preparing meals so easy and enjoyable. The snowy weekend brought stunning scenery, and we loved just sitting by the windows, soaking in the beautiful views. The fireplace was a huge highlight! There was plenty of firewood and clear instructions to get it going, making for such cozy evenings. William was fantastic—super helpful and quick to respond to any questions we had, which made everything smooth and stress-free. This stay was everything we hoped for and more. Highly recommend! 🌟

Their place was super cute and clean. The type of style and decor is to die for ❤️ Had all the towels we needed. Loved getting in the hot tub in the winter. Just wish there were blinds that weren’t totally see through! Also, we barely went into the “great room” because that room is a lot colder than everywhere else and we couldn’t figure out how to use the pellet stove in there without it smoking like crazy. Loved the place nonetheless. It was great for a birthday celebration with friends!

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 a wonderful time at this home. It's spacious and perfect for a group like ours with multiple families and kids. There were toys and plenty of books for us all to enjoy. The view was great too. The amenities were as described and we felt right at home. We would definitely want to return!

A great get-away. Super comfortable, just as advertised, and with an incredibly stocked kitchen. Our dog had a blast romping in the yard, and my wife and I are already talking about going back in the summer. We loved it.

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

This property was perfect for a weekend get away for our group of 11. The setting is beautiful and provided opportunities for us to get outside and go sledding, do short walks, play ping pong and jump on the trampoline. The house was spacious enough for our group. The centerpiece is the kitchen which served as our hang out place as well as for eating and cooking. Rhinebeck is a cute village that is close by for shopping and eating out. We also enjoyed going to some local parks for more extensive walks. I messaged several times with Alina who was very helpful in answering questions about the house. We got snow our last night and she made sure that the driveway and walk ways were clear in the morning and allowed us a later check out because of the storm. All in all a great house!

We spent three nights at Rich and Sheila's place and it was an amazing getaway. Our apartment was perfect-clean and comfy. We loved the proximity to the creek and the pool was a huge bonus! Rich and Sheila were both responsive and welcoming. We look forward to a return trip.

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 loved this cute studio cabin at the end of a quiet lane in the woods. The host was accommodating and left a welcome basket with tea & muffins for our arrival. The whole unit was clean and well maintained with basic equipment for cooking. We enjoyed sitting on the veranda watching the wildlife. Convenient location for Woodstock for coffee and food, & Ashokan reservoir for walking and cycling. There were a few potholes on the access road to the property which deer use to drink from (☺️). We loved that the cabin was bug free and did not have any trace of bug spray! (We get very bad reactions to that stuff). Thank you for hosting & being respive. Recommend for a weekend 👍🏼

Amazing location with a gorgeous yard! The house was fully stocked, making it a breeze to cook for our guests. Joseph was incredibly communicative and immediately took care of a minor issue in the basement. We had such a peaceful, bucolic stay—perfect for runners with lots of hills to explore. And the pool toys added so much fun to our weekend! Highly recommend!