
Family-friendly vacation 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

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 hot 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!

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

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

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.

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

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Canyon Edge off - grid Bungalow
The ideal perch to reflect, connect, and participate in nature's beauty. This unique structure blends pure nature with simple comfort. Sitting canyon side, you sleep beneath the canopy and wake to the mountains of the Hudson Valley. Welcome the spring buds of our forest oaks; Make summertime memories into the night by the fireside; Enjoy natures fall masterpiece of changing of the leave; Reflect on the year as the snowflakes fall Read listing fully, we’re available for any Q’s!

Catskill Cabin, Chill Apartment, 1st Fl * * * * *
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 Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

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.
Popular amenities for Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain View Hideaway

Modern & Chic Log Home-Spectacular Mountain Views!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Mountain View Chalet: Ski, Hot Tub, Firepit, Games

Modern House with Mountain View @Getawind

4Br l Fire-pit l Hot Tub l 10 min to Belleayre
Family- and pet-friendly home rentals

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Creekside Cottage in the heart of Phoenicia

Perch Cottages #9: Creek access + Sauna + Mt views

Creekside of the Moon A-frame Cabin

Dry Brook Cabin

The Waterfall Casita: A-frame with 30ft Waterfall

Succurro : Studio

Far Away, So Close
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Full Moon Resort-MSC HikingTrails-Belleayre

midcentury mod * HOT TUB * walk out trail 2 mohonk

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

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

Thorne Hollow - Mountain Ski Getaway with HotTub

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Mtn View Lux Dome w/ Heated Plunge Pool
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$53,975 GYD | G$54,184 GYD | G$49,163 GYD | G$46,025 GYD | G$49,791 GYD | G$51,255 GYD | G$54,603 GYD | G$57,531 GYD | G$52,301 GYD | G$52,510 GYD | G$50,418 GYD | G$52,301 GYD |
| 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 vacation rentals that are family-friendly in Shandaken

Total vacation rentals
Explore 310 vacation rentals in Shandaken

Nightly prices starting at
Shandaken vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 24,430 verified reviews to help you choose

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
290 of Shandaken vacation rentals include wi-fi 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!
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- Family-friendly rentals Ulster County
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Catamount Mountain Ski Resort
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Hunter Mountain Resort
- Plattekill Mountain
- Taconic State Park
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Saugerties Marina
- Hudson Chatham Winery
- Walkway Over the Hudson State Historic Park
- Bear Pond Winery
- Saugerties Lighthouse




