
Kid-friendly holiday rentals in Shandaken
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Shandaken
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Shandaken family-friendly rentals
Kid-friendly house rentals

West Wing - a unique private space w/deck
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.

Stream-Side Mid-Century Loft Home
We loved our stay at the modern cabin. The house is clean, comfortable and well supplied. The location right in the trees overlooking the creek couldn't be more peaceful. The fire kept us cozy on some very cold winter nights, and the sauna was an extra perk for some relaxation. Was only 20ish minutes from Hunter mountain, and Woodstock in the other direction. Found many great restaurants in the area and would love to return in a less snowy season to do some hiking around there. Marc was looking out for us even before we arrived and called to let us know that recent storms had left the road a little icy. We had no problem getting there with all-wheel drive, and found the driveway plowed & sanded.

Chef's kitchen, seclusion, and breathtaking views
This is a great place to stay. We had eight adult men staying for a healing weekend and everyone had their own room. Location is fantastic, views gorgeous, and the amenities were thoughtfully appointed.

Modern Catskills Tiny House Near Hiking Trails
Cathy is a great host and was friendly and responsive. We loved our time at the Tiny House! It was a perfect winter getaway for us. It was the perfect amount of space for the 2 of us and the location was peaceful. Exactly what we were looking for and we’d highly recommend staying at the Tiny House!

Waterfront Bungalow • Fire Pit • Fishing • Hiking
We had a wonderful time staying in Kevin’s house. It’s beautiful and cozy, with different places to sit and hang out and very comfortable beds for a good night sleep. Breakfast outside with the sound of the water and a view of Mount Tremper was a lovely way to start the day. Check in was easy and Kevin was very easy to communicate with. I highly recommend the house for a Catskills getaway!

Woodstock Catskill Escape: Bright Views & Private
The house is so peaceful and quiet - can’t even see another house. Very comfortable and cozy. Perhaps the best memory foam bed I’ve had at an airBnB. Slept like a baby. Within 30-40 min drive at most of just about any area of the Catskills. Also one of the most stocked houses I’ve been in as far as supplies, coffee options, things in fridge, etc. Anne was very communicative. Between that and the sticky notes around the house it’s all very easy to navigate.

Mt. Wonder - Hot tub, sauna, wonderful view
Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!

Cozy getaway. Close to all. Heart of Phoenicia
The best vacation place for me and my girlfriend in a beautiful location. Everything is in walking distance be it convince stores to restaurants it was all there. Jay's home was fantastic and provided all the necessities we could have hoped for. The views and hiking were superb. I would highly recommend to anyone getting away from it all. Absolutely wonderful. The host was responsive and helped answer all of our questions. Check in was easy same with check out and really everything was perfect -Josh and Alexa Thank you so much
Family-friendly apartment rentals

Mountain View Apartment
We stayed 2 nights at Bob and Jackie's place with our 2 kids. The apartment was clean and prepared for our arrival which we really appreciate (an extra bed was already made for our kids to sleep). There was enough space for the 4 of us, the kitchen is fully equipped too. Although it was raining heavily during our stay, we could enjoy our time outside because of a little covered area on the back of the building with a view to the woods and a grill that we enjoyed using as well. Thanks Bob and Jackie for a nice and peaceful stay!

"Your Country Getaway at Beulah Land Farm."
Everything was great. It had everything we needed. The place was super cute and clean. The host was very responsive.

Catskills Hideaway - East
Eagles ridge farm was such a beautiful and comfortable stay! I came here with my partner and the property could not have been more beautiful. The bed was comfy, the space warm and cozy, and the accommodations perfectly stocked. I hope to come here again for our next Catskills trip! Totally recommend to all looking for a memorable getaway.

Sun-filled Victorian Apartment in the Catskills
Great spot to get out of the city for a few days. Perfect location for us as it was very close to friends we were visiting in the area. Walkable to a local coffee shop, cafe, deli/market, wine store, and gas station. The apt was very clean, bright, and had a wonderful historic charm to it. Very quiet, even for being on the main street. Highly recommend staying here for a central location to lots of lovely small towns, hiking, skiing, swimming, fishing, beautiful drives, and good local food. Jen and Caroline gave us great instructions and there was plenty of info in the apt when we got there on how to use the locks, lights, and whatnot.

Mountain View Retreat~Sunny Hill Golf / Skiing
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!

Cozy Apartment with Sauna in Historic Stone Ridge
Very convenient location close by to everything we needed! We did have an issue with something in our unit, but Aaron communicated very quickly and was able to let us use the other available unit for the night. Both Air bnbs at the property were very well stocked and spotless. Felt very much at home here!

Woodland Neighborhood Retreat
I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

Escape To The Gunks! Very close to climbing routes
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!
Family-friendly apartment rentals

Trailside At Hunter-Phase II-Hunter NY
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.
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.

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace
Luiza was a wonderful host. She provided detailed check in and out instructions, as well as local recommendations for our stay. Her place was exactly as pictured and cleaned wonderfully for our arrival. We hope to be back for another ski trip!

Studio 3 BEDS-SLEEP 4
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.

Summer Retreat w/ Balcony & inground Pool
Was as advertised. Would recommend

Cozy & walking distance to cafés *spring avails*
Cozy apartment, walking distance from the water front. Had a great weekend getaway.

*Great Reviews* Hunter Mtn. Clean Close Cozy Condo
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!

Hunter Mtn. 2 Bdrm/2 Bth Condo, Sauna, Pvt Deck
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
Quick stats about holiday rentals that are kid-friendly in Shandaken
Total rentals
120 properties
Nightly prices starting at
₹4,328 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Guest house rentals Shandaken
- Cabin rentals Shandaken
- Rentals with a sauna Shandaken
- Rentals with a hot tub Shandaken
- Bed and breakfasts Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with outdoor seating Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Rentals with an EV charger Shandaken
- Rentals with pools Shandaken
- Rentals with a washing machine and dryer Shandaken
- Boutique hotel rentals Shandaken
- Rentals with a firepit Shandaken
- Rentals with lake access Shandaken
- Rentals with a patio Shandaken
- Flat rentals Shandaken
- Pet-friendly rentals Shandaken
- Cottage rentals Shandaken
- Waterfront rentals Shandaken
- Fitness-friendly rentals Shandaken
- House rentals Shandaken
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- John Boyd Thacher State Park
- Taconic State Park
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Villa Roma Ski Resort
- Hunter Mountain Resort
- Opus 40
- Thaddeus Hait Farm
- Plattekill Mountain