
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 in the woods
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

Phoenicia Cozy Yurt Ski for Two. Snowshoe?
5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond and forested hills. A secret meadow for sun worshiping, meditation and watching dark milky way skies. Cold, UV purified spring water. Skiers welcome: Cozy heat in the Yurt down to zero! The gas-fired shower is glass enclosed. Fast WiFi. Odor-free composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here!

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

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, Little Owl Apt #1 * * * * *
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 dudes, 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.

Cozy Phoenicia Apartment
Surrounded by mountains, our Phoenicia apartment is an ideal spot to relax and enjoy the Catskills. We’re a short stroll from the shops and restaurants of Main Street, across the street from the creek for cooling off, around the corner from a lovely playground and three hiking trails. Weekends are filled with shows at the playhouse and the best Farmer’s Market around. Come see why Phoenicia is one of the coolest small towns in the country. @greenwood_inn

Cozy Catskill Cottage on the Pantherkill
Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2025-STR-AO-084
Popular amenities for Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain View Hideaway

Relaxing secluded stay with loving social animals.

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Woodstock retreat with hot tub and deck with view

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Dancing Bear Cottage

Hot Tub & Chic Catskills Woodstock Design Retreat
Family- and pet-friendly home rentals

Woodstock Cabin in the Woods

Hillside Views in Hudson Valley

Overlook Creek Cottage 1 Near Phoenicia

Winston's Place - Woodland Cozy Catskills Cabin

Panther Mountain Lodge

Birch Creek House - Private & Cozy Creekside Cabin

Cozy Cottage with Stunning Mountain Views

Catskill Cabin in the Woods
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

The Loft at Bearpen Mtn; near Hunter & Windham

Only Ski In Out on Mtn| Hike, Golf, Fish, Recharge

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Kapitan’s Cottage Private Upstate Winter Retreat

Light-Filled Upstate Home, Perfect Location

Secluded Woodstock Retreat with Pool and Sauna
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $450 NZD | $451 NZD | $410 NZD | $383 NZD | $415 NZD | $427 NZD | $455 NZD | $479 NZD | $436 NZD | $437 NZD | $420 NZD | $436 NZD |
| 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 $105 NZD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
300 of Shandaken holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Shandaken rentals

4.9 Average rating
Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Ulster County
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- Hunter Mountain
- Upper Delaware Scenic and Recreational River
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Plattekill Mountain
- Zoom Flume
- Cooperstown All Star Village
- Taconic State Park
- Opus 40
- Storm King Art Center
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Hudson Chatham Winery
- Saugerties Lighthouse




