Kid-friendly vacation rentals in Kingston

I was in town for a show at Bearsville Theater and spent the afternoon in Woodstock. The location was perfect. It was a short drive to the show and the center of Woodstock. I didn’t get to take advantage of the outdoor area due to the rain but it looked very peaceful and private. It’s a lovely space and I would be happy to book again in the future.

No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

My boyfriend and I were looking for a relaxing weekend escape from NYC and couldn’t have picked a better spot. We came to explore Kingston but loved the house so much that we were just as happy staying in, playing games, and soaking in the cozy vibes. The home is beautiful and thoughtfully appointed — I can only imagine how magical it must be in the summer with the porch, or in the fall with the foliage. Even in late winter, it was idyllic. The location is perfect — just about 10 minutes from Kingston, so it’s super easy to pop into town while still feeling tucked away. We’d absolutely stay here again!

incredible weekend here! our second stay and perhaps better than the first time ☺️—incredible location and has all you need. beautiful home with lovely preservation details, gorgeous outside space, super quiet. thank you again!

We loved our stay at this stunning home! The hot tub and sauna and the views were major highlights for our 10 year anniversary trip! Great for a weekend away!

Our second time staying at GR’s place. Just as good as the first time a few years ago. Thank you!

Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.

I have rented many Air BNb’s and stay in hotels a lot. This place was by far my favorite. Great location. Perfect space. Dog friendly. I absolutely loved it. Will definitely stay again!!

Our second time at Chris’s place and we plan to keep coming back! Well appointed, clean and comfortable Chris thinks of everything including cold water in the fridge and furniture covers for our dogs. The place is charming and the location walkable to eateries and good coffee. Can’t recommend this place enough!

Julie's place is in a lovely historic building and excellently located. The apartment was very peaceful with an easy going family vibe. Julie was also very responsive and understanding of our needs.

Kim’s place was an amazing and relaxing little getaway! SUPER clean which is a must for me, plus Kim was so clear and thorough with all instructions! Walkable to many restaurants and workout classes. Highly recommend!

Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

We had a great time at the Catskills and enjoyed our stay comfortably at the Catskills Village. We didn't bring a car and were able to explore the town by walking and Ubering to Hudson (with a wait time, as expected). Tommy and Jenna gave us some recommendations, which made planning for the trip easier. The space was perfect for two, with the bathroom on the second floor and the bedroom on the third floor. Everything was as described (we loved the interior design!) and perfect for a weekend getaway. Great location for a peaceful time away from the big city. Thank you Tommy and Jenna!

This place was great. Super simple check in/check out. Louis was great with communications. Great location and everything was clean. Would def recommend and/or stay again.

Great place! Needed a last minute space and was approved very quickly. Very responsive and helpful, clean and tidy space with everything you need. Thank you for a wonderful stay!

Carmen's place is an amazing getaway. Set back and quiet, but close to town. Very clean, and with all the amenities you would need. Very responsive to all questions leading up to the trip. 5 stars all the way!

This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!

I highly recommend Suzanne's place for anyone visiting Windham! She was incredibly responsive and helpful throughout the booking process and my stay. As someone who travels constantly for work, my schedule can be quite unpredictable, and Suzanne was unbelievably accommodating and flexible with my changing needs. I truly appreciated her understanding and willingness to work with me. The location is fantastic, right in the heart of Windham, and the view of the ski resort from the back deck was an unexpected bonus! I only wish I could have stayed longer. I'm already looking forward to my next visit, not just for winter skiing, but also to explore the beautiful surroundings throughout the year.

Was as advertised. Would recommend

Cozy apartment, walking distance from the water front. Had a great weekend getaway.

Dan’s place is cozy, comfortable and just minutes away from Mt. Beacon in one direction and ten minutes away from Main Street in the other direction. The kitchen is stocked with cooking essentials, though there are so many delicious restaurants nearby- the best of both worlds! The bed was extremely comfortable and the jetted bathtub was a huge bonus. I genuinely relaxed there, which is a rarity for me. Thanks so much, Dan!

Great host, responsive and accommodating! Place was clean and felt right at home away from home! Check in and check out was easy, parking on site, nice neighborhood, cozy place, will definitely be staying here again!

This condo fit our needs perfectly. The walk to the mountain seemed further than it was good value sauna was a nice touch would stay again