Kid-friendly holiday rentals in Shandaken

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Shandaken family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Shokan
4.97 out of 5 average rating, 123 reviews

West Wing - a unique private space w/deck

JasmenRating, 5 stars1 week ago
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.
Top guest favourite
Home in Chichester
4.94 out of 5 average rating, 139 reviews

Stream-Side Mid-Century Loft Home

LaurelRating, 5 stars3 months ago
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.
Guest favourite
Home in Mount Tremper
4.96 out of 5 average rating, 103 reviews

Chef's kitchen, seclusion, and breathtaking views

ChristopherRating, 5 stars1 week ago
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.
Top guest favourite
Home in Claryville
4.93 out of 5 average rating, 123 reviews

Modern Catskills Tiny House Near Hiking Trails

ArianaRating, 5 stars6 months ago
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!
Guest favourite
Home in Mount Tremper
4.99 out of 5 average rating, 144 reviews

Waterfront Bungalow • Fire Pit • Fishing • Hiking

PetraRating, 5 stars1 month ago
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!
Top guest favourite
Home in Woodstock
4.99 out of 5 average rating, 104 reviews

Woodstock Catskill Escape: Bright Views & Private

JeffRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Mount Tremper
4.93 out of 5 average rating, 225 reviews

Mt. Wonder - Hot tub, sauna, wonderful view

DianeRating, 5 stars6 days ago
Wonderful views and lots of space to explore your surroundings. We enjoyed the eco-friendly hot tub the most!
Guest favourite
Home in Phoenicia
4.93 out of 5 average rating, 165 reviews

Cozy getaway. Close to all. Heart of Phoenicia

JoshuaRating, 5 stars4 weeks ago
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

Guest favourite
Flat in Halcott Center
4.97 out of 5 average rating, 141 reviews

Mountain View Apartment

IrynaRating, 5 stars3 weeks ago
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!
Top guest favourite
Flat in Roxbury
4.94 out of 5 average rating, 290 reviews

"Your Country Getaway at Beulah Land Farm."

KarenRating, 5 stars2 weeks ago
Everything was great. It had everything we needed. The place was super cute and clean. The host was very responsive.
Top guest favourite
Flat in Arkville
4.95 out of 5 average rating, 223 reviews

Catskills Hideaway - East

RebeccaRating, 5 stars1 week ago
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.
Superhost
Flat in Roxbury
4.87 out of 5 average rating, 137 reviews

Sun-filled Victorian Apartment in the Catskills

JenniferRating, 5 stars3 weeks ago
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.
Top guest favourite
Flat in Freehold
5 out of 5 average rating, 304 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Chi-ShengRating, 5 stars3 weeks ago
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!
Guest favourite
Flat in Stone Ridge
4.89 out of 5 average rating, 578 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

AmandaRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Tillson
4.98 out of 5 average rating, 134 reviews

Woodland Neighborhood Retreat

ByronRating, 5 stars1 day ago
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.
Top guest favourite
Flat in New Paltz
4.99 out of 5 average rating, 145 reviews

Escape To The Gunks! Very close to climbing routes

ScottRating, 5 stars1 week ago
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

Guest favourite
Apartment in Hunter
4.86 out of 5 average rating, 138 reviews

Trailside At Hunter-Phase II-Hunter NY

MengqiRating, 5 stars8 months ago
This condo is absolutely beautiful and comfy! We especially love the bed and pillows.
Guest favourite
Apartment in Windham
4.89 out of 5 average rating, 194 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

JessicaRating, 5 stars2 days ago
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.
Top guest favourite
Apartment in Hunter
4.96 out of 5 average rating, 251 reviews

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

CaitlinRating, 5 stars4 months ago
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!
Superhost
Apartment in Windham
4.81 out of 5 average rating, 138 reviews

Studio 3 BEDS-SLEEP 4

JeffRating, 5 stars4 months ago
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.
Superhost
Apartment in Windham
4.73 out of 5 average rating, 280 reviews

Summer Retreat w/ Balcony & inground Pool

AndrewRating, 5 stars1 month ago
Was as advertised. Would recommend
Superhost
Apartment in Kingston
4.9 out of 5 average rating, 145 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars3 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Guest favourite
Apartment in Hunter
4.96 out of 5 average rating, 503 reviews

*Great Reviews* Hunter Mtn. Clean Close Cozy Condo

LukaszRating, 5 stars6 days ago
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!
Guest favourite
Apartment in Lanesville
4.97 out of 5 average rating, 209 reviews

Hunter Mtn. 2 Bdrm/2 Bth Condo, Sauna, Pvt Deck

BrianRating, 5 stars3 months ago
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

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