Kid-friendly holiday rentals in Woodstock

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.

Had a beautiful couple of days in the wooded retreat. So peaceful. Loved the yoga room. Everything was so relaxing. Loved that there were instructions for everything so was easy to use the pellet stove and fire pit! The roof deck was great for star gazing. Five stars for sure.

What a joy. Better than the photos. Having all of the musical instruments was so fun, and so was watching a movie on the projector. Beds were comfortable. Nice kitchen. A pleasure to watch the birds outside the window, as well as deer and a woodchuck. If you're 6'2" and a little bit clumsy like me, you might want to use the downstairs bedroom. The ceilings are a bit low for tall people upstairs. The book collection is wonderful. Lots of other thoughtful touches like a flashlight for being out at walking night and tick spray. We had a wonderful time staying here.

Substantial and comfortable space. Very well appointed property with hot tub, bath and kitchen with clothes washing facility. Great views and well located near some lovely towns. We had a big car and parking was slightly tight to turn but a very minor observation!

We will highly recommend John and Kelly’s place in Woodstock as a destination for a family getaway. The house has the best of both worlds - it offers exceptional privacy and amazing view along with convenient proximity to the Woodstock town center. The interior gives one a rustic country feel with a record player and huge record collection setting the mood. The house also boasts a great collection of DVDs. John and Kelly provided great sightseeing and food recommendations. The communication was always prompt and courteous. We enjoyed our stay.

We loved our weekend at Brookside Barn! We were thrilled to find this pet-friendly availability for a last-minute getaway. Clean and cozy, peaceful inside and out, walking distance to the village, bookshelf and board games for rainy days (which we had), easy check-in/check-out process and clear instructions!

Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

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 👍🏼

Ivy on the Stone is a gem. We will definitely return. The bed was very comfortable, the bathroom large and there is even a large screened porch for relaxing on comfy chairs, a sofa as well as a table for eating. Area restaurants are great, walkable to coffee shops and a large bakery in addition to a charming downtown with boutiques etc. Katherine is extremely attentive and we plan to return. MOST HIGHLY RECOMMENDED!

Definitely a space with great level of thoughts and details makes you feel comfortable and relaxed. Surrounded by the nature, you can immerse yourself in the beautiful mountain view and bird chirps, very peaceful and tranquil. We saw deers walking by, rabbit hiding in bush from raining, and a little chipmunk busy around the house all the time. Thanks Katey for sharing her beautiful home and being a great host, super responsive and provides lots of useful information. We had an amazing time!

This is my second stay at this place. It's a great place to stay in a great part of town!

Absolutely loved this beautiful space. Jed was super responsive and accommodating. The home is in a great location— close to restaurants, coffee shops, and bars. And the coffee and chocolate was a lovely touch!

Lisa's place was perhaps the most thoughtfully equipped studio-type Airbnb we've stayed in. The decorations/furnishings were tasteful in a "this is a home" kind of way. Instructions were clear and communication was great too. 10/10 would stay again

Such a fantastic stay right in the heart of Kingston! This apartment was exactly as described and incredibly clean. Easy to get to everything in and around Kingston. Tara was a responsive host with clear instructions on how to check in/check out.

The place was nice and roomy. Very accommodating. Sarah was fantastic at responding to getting us a coffee pot of which the place did not have one. That was so much appreciated. I hope her future guess will appreciate that also.

Exactly as listed, had a great weekend stay here!

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

I couldn't believe how responsive Agnieszka was! She made every effort to make sure my husband and I had a great stay. Her comfy deck, cozy fireplace, and nice shower were a godsend after my husband and I decided to brave a rainy hike. I think the place is very reasonably priced considering access to a pool and laundry are included. It's just down the street from hikes and resturants. I also enjoyed taking classes at Mountain Breeze Yoga just down the road.

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!

Gerry’s place was a great, quiet stay for us. Close by to Kaaterskill and many other Catskill mountain attractions. Gerry was great at communicating and went out of his way to be helpful with our checkout procedures. I would definitely stay 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