
Family-friendly holiday rentals in Shandaken
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shandaken
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Tiny House in Central Catskills
“Shelly” is our Tiny House in Central Catskills Cute and cozy and just 10 minutes to Phoenicia and Pine Hill and all the great hiking and skiing of the Central Catskills. Part of a 1940s bungalow colony lovingly restored., “Shelly” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoors space. At 300 sq. ft. shelly gives you cozy comfort

Catskills Cedar House | cozy retreat near skiing
Welcome to the Catskills Cedar House! Cozy, well-designed and curated home in the heart of the Central Catskills. Perfect to unwind with friends and family in front of the fire, cook a feast in the chef's kitchen, or use as your home base to explore all the region has to offer. 10 mins to Belleayre, 30 to Hunter + Windham, 35 to Plattekill. Centrally located near Phoenicia, hiking, swimming holes, great restaurants, skiing & more. IG: @catskillscedarhouse Shandaken STR License 2022-STR-AO-043

The Den @ Oliverea - Minutes to Hiking and Skiing!
Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

Phoenicia Warm&Cozy Yurt Your Dome Away From Home!
5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond, veggie garden, and forested hills. A hidden meadow for meditation and sun worshipers. Big steel scraptures. Fast WiFi. Outdoor shower with glass walls gets warm on sunny mornings even in winter. Odor-free cedar no-flush composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here! Even extra terrestrials.

Romantic Cabin with Sauna & Wood Fired Hot Tub
Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Stylish and Cozy Mountain Retreat
Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Garden Cottage In The Catskills
This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek.

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

Cozy Catskills Cottage on the Esopus Creek
Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Cozy Creekside Cabin: Skiing+Phoenicia+Woodstock
STR License # 2023-STR-AO-002 Escape to this charming, one-of-a-kind creekside cabin in the heart of Catskill State Park and make Camp Vista Falls your cozy winterland basecamp⛷️❄️🔥 Perched high on Rose Mountain with 8 acres, right at the entrance of the dramatic Diamond Notch. With epic views, the sound of the creek rushing down the mountain and minutes away from THREE ski resorts, Phoenicia and Woodstock--Camp Vista Falls checks all the boxes for 4-season fun.

Diamond Notch Trails Tiny Cabin
12 minutes to Hunter Mountain Ski Resort, 25 min to Windham. 9 min to Phoenicia and 30 min to Woodstock which all have year-round activities and wonderful food options. Nestled in the heart of the Catskills on a street that dead-ends into the Diamond Notch Falls trailhead, the location is gorgeous and centrally located. Take a morning walk to see the neighboring horses at Diamond Notch Trails or in Summer evenings enjoy a frog concert by the equestrian pond.

Catskill Cabin, Zen Mantra Apt. #9 * * * * *
Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.
Popular amenities for Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain View Hideaway

Chef's kitchen, seclusion, and breathtaking views

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Dancing Bear Cottage

Creekside Couple's Retreat w/Hot tub, Sauna & More

Modern House with Mountain View @Getawind
Family- and pet-friendly home rentals

Woodstock Cabin in the Woods

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Overlook Creek Cottage 1 Near Phoenicia

Winter Sale - Cozy Cabin + hiking + pets welcome

Serene Retreat on a Stream

Alpine Ski Chalet - A Relaxing Mountain Retreat

Heavenly Woodland Valley Hideaway, Mountain Views

Panther Mountain Lodge
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

BoHo Scandi Farm Retreat, Fire, Pool, Dog Paradise

Country Cottage w/ HOT TUB & Views

Airy & Private Escape on Mountain Rest Road *Pool*

Light-Filled Upstate Home, Perfect Location

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $328 SGD | $330 SGD | $299 SGD | $280 SGD | $303 SGD | $312 SGD | $332 SGD | $350 SGD | $318 SGD | $339 SGD | $335 SGD | $350 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Shandaken

Total holiday rentals
Explore 310 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 25,070 verified reviews to help you choose

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
300 of Shandaken holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Cottage rentals Shandaken
- Rentals with outdoor seating Shandaken
- Waterfront rentals Shandaken
- Fitness-friendly rentals Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Rentals with lake access Shandaken
- Pet-friendly rentals Shandaken
- House rentals Shandaken
- Rentals with a sauna Shandaken
- Rentals with a firepit Shandaken
- Cabin rentals Shandaken
- Rentals with an EV charger Shandaken
- Boutique hotels Shandaken
- Flat rentals Shandaken
- Rentals with a hot tub Shandaken
- Guest house rentals Shandaken
- Rentals with a patio Shandaken
- Rentals with a fireplace Shandaken
- Bed and breakfasts Shandaken
- Rentals with a washing machine and dryer Shandaken
- Rentals with pools Shandaken
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Howe Caverns
- Thacher State Park
- Windham Mountain
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Upper Delaware Scenic and Recreational River
- Poets' Walk Park
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery




