
Family-friendly holiday rentals in Ulster County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ulster County
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Popular amenities for Ulster County family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Modern Barn minutes from Woodstock 21N195
My Family and i really enjoyed the house and there was plenty of space for 8 of us. The kitchen was amazing and had everything we need.

A Cozy’s Woodstock Getaway Home
We had a great stay at BorisRungcheewan’s place. Check-in was easy, and the hosts sent us all the necessary information well in advance. The only minor challenge was finding the house—it’s set back from the road and located at the top of a long, steep driveway. I can imagine that arriving for the first time in the dark could be a bit tricky. The house itself was just as advertised: very private and quiet. The interior was comfortably furnished, and we especially appreciated the fireplace and the Bluetooth speaker. The two full bathrooms were also nice . The hot tub was easy to use, although a few of the jets didn’t seem to be working. The kitchen was well-stocked with pots, pans, plates, and glasses. The house is about 15 minutes from the Woodstock area and the nearest grocery store, so we’d recommend stopping to pick up any necessary provisions before checking in. Overall, we would absolutely return to BorisRungcheewan’s place for another stay.

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Mountain-Top Catskills Getaway Cabin w/hot tub
We had a wonderful time at this place for our mini moon. It was relaxing, beautifully decorated, well stocked with everything you need! The hosts were very responsive. We would stay here again in a heartbeat! For anyone coming from NYC we stoped at Pho Tibet in New Paltz for lunch on the way home and the food was amazing!

Hudson Valley Bali House Retreat
Great Airbnb, I would highly recommend. I appreciate the flexibility on the check in and check out times. The kitchen was very well stocked as well.

Container Cabin in the Catskills (Field)
Choosing to stay in Porter's container cabin was the best decision we could have made for our vacation. It was so peaceful and relaxing. We had daily visits from a beautiful deer, and countless butterflies. We chose to use this time to unplug, and really connect with each other, and we could not have chosen a better place to spend our time. We've missed the view from the front door every day since we've left, and we're already planning to come back next year. Thank you so much for having us.

Romantic Cottage -Amazing Views -Spa -Woodstock NY
Dror’s place was the ideal getaway. It was just the right size for one or two people. It was clean, cozy, and had all the right amenities, including coffee makers, coffee, and even a frother! Unfortunately, it rained all weekend, so I couldn’t enjoy the hot tub. But the space in the backyard was very peaceful and inviting. I left you a drawing, Dror, and wanted you to know that I haven’t drawn in many years because of a busy life. Your home brought that out in me. Thanks again!

Modern Riverside Retreat with Firepit, Hot tub
The house is spacious and elegant. The wooded lot has a pretty creek a little way from the house. We took some walks through the snowy woods and roads beyond the house and could have kept going for a long time - the mountain is peaceful and beautiful. The owners live a few doors down and came by to help set us up before a major snow storm. We had a really nice time.
Family- and pet-friendly home rentals

Double A-Frame Escape in the Catskills.
Richard’s house is incredibly cozy—perfect for a tranquil getaway. The design and décor are tasteful, creating a warm and inviting atmosphere. The kitchen is fully equipped, making it easy to prepare meals. Evenings by the fireplace are especially enjoyable, adding to the charm of the stay. We would definitely come back!

Woodstock Dog friendly Cottage in Town; large yard
Right in the heart of Woodstock, walkable to town. And on top of all that, my dogs were as comfortable as they could be away from home. Anne was responsive and kind, the smokeless fire pit was amazing, the bed was ultra comfortable. Air purifiers are abundant, place always felt clean. The balcony on the second floor overlooking the mountain was an added bonus. Wouldn’t have a complaint if I tried.

The Woodstock Barn Studio
This is my second time staying at Susan's place. Susan is such a warm and welcoming host. I feel so comfortable when I stay there. She is not only a gracious host to us humans but she is also a fur baby mama too and allows you to bring your fur baby with you. My boy Dunkin enjoyed his second time here again. Susan's place feels like Home. She gives a lot of local recommendations and a variety of things that you could do depending on what you like. You have a parking space and you can walk into town very easily. It's so peaceful where you stay and when you walk later in the evening you can see the deer grazing. It's just such a beautiful sight and I'm grateful for Susan and her place so that way myself and my fur baby have a peaceful and safe place to go to enjoy a nice few days of relaxation. I will continue to come here as I feel it's a home away from home.

The Hickory Cottage - perfect!
Great winter retreat. Prior comments referenced a sulfur smell from the water. We didn’t experience that. Great host and dig friendly!

Solace: perfect for all seasons; near Belleayre Mt
My boyfriend and our 2 pups enjoyed our time here! The place was mostly stocked with what we needed (no lighter for fire pit or coffee filters that we could find (but it rained and k-cups were provided), which neither are a big deal, but things we didn’t think to pack - so pack those if you’d need them!), it was clean, and we enjoyed the location for hiking / fishing and good food! We’d stay here again!

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
By far the best Airbnb experience I've ever had! Joni was an amazing host, and I also had the pleasure of meeting her husband Rob/seeing their unique, beautiful home. She was responsive and very helpful throughout my stay, and even taught this "non tech savvy" person how to operate the TV! The location is perfect- and in my case even more so, as I attended a family wedding at the Colony just a block away! Its a 5 minute walk to town, and at the same time very peaceful/private- a perfect combination. I fell in love with Woodstock and wish I could have stayed longer. I'll definitely be back, as there is much more to explore in the area- will definitely stay at Logstock when I return!

Mod Scandinavian! Tiny Flower Farm
Our stay was great. Super clean abode in a very tranquil setting—woke up to birds chirping! Host was very responsive to our several questions. All in all a good visit, and we would stay there again!

Esopus Bend Getaway - 4 min to HITS
The hosts were very friendly and helpful. They were generous with providing goodies in the kitchen, which was well-stocked. It's a darker apartment but the deck outside was very cheerful as was their entire back yard right on the river. They even had kayaks and canoes to use and a lovely dock. Except for the busy street out front, it was just what we needed.
Family-friendly home rentals with a pool

Shula | Farmhouse | Pool, Fire pit, Hot tub
Cute house, open concept first floor was great for a weekend with our girlfriends! Hava was very responsive and kind!

Private apartment in rural home
I stayed in this apartment for a month and loved it. The location is gorgeous, the apartment is a great size for the price, the hosts are just truly lovely people who made me feel totally welcome. You will hear the ceiling creak when they walk around above you in the main house and the dogs bark, but not alot and the owners are very quick to quiet them down. I slept so well there. I never felt awkward sitting outside admiring the flowers and the trees, even when Sherrill and Clark were going about their yard chores. I loved being greeted when I arrived and sent off when I left. I felt like I truly mattered as a guest and a person. This is what airbnb hospitality should be! Thank you!! I'd stay again and highly recommend.

5BR close to Village | Diamond Mills | HITS | Pool
We had a great time at Saugerties! Rebecca's house was wonderful. The heated pool and the trampoline were the kids' favorite and they kept them entertained all day. The adults enjoyed the shade under the comfy pool lounge chairs & the spacious deck furniture. The backyard of the house was well kept and equipped so we spent a lot of time outside. The house is very well equipped and it was spacious for 2 families of 4. Everything was functioning well. The house is close to downtown and there are plenty of things to do nearby. Host was super quick to respond back and to help with whatever we needed right away. We def recommend Rebecca's house.

Experience The Zen House
We had such a great stay at Eugene’s place! The house was perfect for our group — spacious, comfortable, and full of fun things to do. We especially loved the private theatre, the hot tub, and especially the sauna — such a great touch! The volleyball net was a hit, and there were tons of games in the closet that kept us entertained. The kitchen was well-stocked and roomy enough for us to cook meals for our large group, and there were plenty of different areas to hang out in, everyone could find their own space to relax. The towels were plentiful (huge plus) and having access to the washer and dryer came in handy during our stay. Eugene was a fantastic host — super friendly, very responsive, and just really helpful all around. We also got to enjoy a few deer sightings right in the yard, which felt magical. We visited the nearby alpaca farm and did the Beer Mountain hike, which was a nice outing. All in all, a wonderful stay. Would absolutely come back. Thank you Eugene!

Upstate Modern Scandinavian Barn in the Catskills
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Majestic King Suite just minutes to the Gunks
Perfect location — it’s directly in the middle of Minnewaska State Park and downtown New Paltz. Stargazing in the hot tub was a perfect way to relax after a long hike.

Woodstock Carriage House HotTub FirePit Pool
Three friends met at this beautiful carriage house with the feel of a French chalet! We stayed two nights with varied weather conditions. The house, grounds and location was perfect. Hot tub was used and so relaxing. The surroundings were beautiful and peaceful. The host, Diane was very helpful and friendly. What host makes scones each morning and delivers them warm?! Visited the Ashokan Reservoir trail, Opus 40, and Woodstock. Recommend this home highly. You won’t be disappointed!

Woodstock Romantic Mountain Studio w/ Pool
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 👍🏼
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Wawayanda State Park
- Sterling Forest State Park
- Villa Roma Ski Resort
- Hunter Mountain Resort
- Mount Peter Ski Area
- Opus 40
- Bull's Bridge Golf Club
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