
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

Phoenicia Cozy Yurt - for the Holidays
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

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.

Diamond Notch - Mini A-frame, Spectacular Views
+ Amazing Views + Very Private + Modern Design + Indoor Propane Fireplace + Deck w/ String Lights, Chairs + Sun Shade + Charcoal BBQ + Wood Solo + Camping Stove + Star Gazing The Diamond Notch is a site-specific, passive-house level insulated, off-grid mini A-frame - locally designed & built in co-op w/ Lexington Arts + Science Requires a 5+ min hike in. Bring hiking boots. Micro spikes provided for the uncleared snowy trail. We provide bedding + fresh linens (No T mobile reception)

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.

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike
7 min drive to Phoenicia 10 min drive to Belleayre 25 min drive to Hunter 35 min drive to Windham Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-Sept). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

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. Take it easy at this tranquil getaway while 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 cats.

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

Cozy Creekside Cabin•8 acres•Fireplace•VIEWS
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.
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!

Willow Treehouse - secluded, unique, romantic

Modern Cabin Escape | Hot Tub & Fire Pit

Crows Nest Mtn. Chalet

Modern House with Mountain View @Getawind

Private lake cabin w/hot tub, views and fruit

Stream Come True | Hot Tub, Ski, Hike, Relax
Family- and pet-friendly home rentals

Dave's Milk Barn

Creekside Cottage in the heart of Phoenicia

Serene Retreat on a Stream

Waterfront Modern Cabin - BLAK House

Charming creekside cottage in Phoenicia

The Porch Upstate Super clean

Catskill Mtn Streamside Getaway

Cozy Creekside Cabin in the Catskills
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

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

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Modern Upstate Cabin, near Rhinebeck NY

Mtn View Lux Dome w/ Heated Plunge Pool

Woodstock Historic Artist Estate- The Museum House
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 SGD | $336 SGD | $305 SGD | $286 SGD | $309 SGD | $318 SGD | $339 SGD | $357 SGD | $325 SGD | $326 SGD | $313 SGD | $325 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 $104 SGD per night before taxes and fees

Verified guest reviews
Over 24,430 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
290 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
- Boston Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a sauna Shandaken
- Rentals with a hot tub Shandaken
- Guest house rentals Shandaken
- Cottage rentals Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Pet-friendly rentals Shandaken
- Rentals with lake access Shandaken
- Rentals with an EV charger Shandaken
- Boutique hotels Shandaken
- Rentals with a firepit Shandaken
- Rentals with pools Shandaken
- House rentals Shandaken
- Flat rentals Shandaken
- Rentals with outdoor seating Shandaken
- Cabin rentals Shandaken
- Rentals with a washing machine and dryer Shandaken
- Waterfront rentals Shandaken
- Fitness-friendly rentals Shandaken
- Bed and breakfasts Shandaken
- Rentals with a patio Shandaken
- Rentals with a fireplace Shandaken
- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Taconic State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery




