
Family-friendly holiday rentals in Town of Shandaken
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Town of Shandaken

Total holiday rentals
Explore 320 holiday rentals in Town of Shandaken

Nightly prices starting at
Town of Shandaken holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 25,870 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
310 of Town of Shandaken holiday rentals include Wi-Fi access

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

4.9 Average rating
Town of Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Town of Shandaken
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Retro Modern Paradise in the Catskills
Our spacious home is nestled at the top of Rose Mountain in The Catskills, perfect for a family retreat. Approximately 2.5 hour drive from New York City and only 10 minutes from Belleayre. Spend your time relaxing in our cabin with the seclusion and privacy of 5 acres of forest and meadow. Our property runs along a small creek in Big Indian, NY, with sweeping views of Slide Mountain. Centered in the middle of the Catskills its easy to explore many local restaurants and bars within an hour drive.
Indoor spacesKitchenWalkability

Mt. Wonder: Big Cozy Cabin with Wow View
Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"
Indoor spacesKitchenBackyard

Catskill Cozy Cabin
Come to get away from it all. Enjoy this cozy Adorondack sided one bedroom cabin. situated on 42 acres of land surrounded by State land. Plenty of old logging trails to hike. You can enjoy your morning coffee on the porch with the sound of the Esopus creek as company. 5min ride to Belleayre, 25min to Windham, 30min to Hunter for year round events and winter skiing. Short ride to Phonecia or Margaretville for town activities. Outdoor fire pit available for guests. STR license # 2024-STR-019
Indoor spacesKitchenTV

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.
KitchenIndoor spacesPets

Phoenicia Cool Yurt With Mini Pond, Meadow, & AC!
Modern comfort with a dash of Robinson Crusoe romance! Minutes from Phoenicia. Fruit trees, a goldfish pond, and a hidden meadow for sun worshipers. A whimsical sculpture garden for art lovers. Fast WiFi. Cold, sweet, crystal clear spring water - bring some home! Outdoor shower with glass walls. Odor-free cedar composting toilet. Mini-kitchen, fire circle and gas grill. Close to ski mountains, wild forest, Woodstock & secret swimming holes. People of every race and religion are welcome here!
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Upstate heaven 2 BR luxury w/MTN charm, waterfront
Looking for a mountain getaway? Come stay & enjoy everything the Catskill mountains have to offer. Centrally nestled in a perfect location. Minutes from downtown Phoenicia & diner, amazing hiking trails, 10 minutes from Belleayre mountain, 20 minutes to Hunter and Woodstock. The house sits directly on the Esopus creek and is a perfect setting to hang out on the porch, back patio or stay warm inside. Light a fire, take a seat, listen to the water or even to fly fish on private access water
FamilyIndoor spacesSleep quality

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
Indoor spacesFamilyBathroom

Sweet cottage near Hunter Mountain
This is our home away from home where we love to go in our free time. The house is 10 min drive from Hunter mountain or Windham. Great for skiing in winter / hiking in summer. WiFi: YES! High speed internet, Fiber Optic, 200Mbps. Perfect for work from home. Netflix, Disney+ and great selection of movies is available for all guests which you may enjoy on new 75 inch TV. Great for movie nights! Sound system through out the house is also available. Baby equipment upon request.
FamilyIndoor spacesSleep quality

Cute Cabin with Great Mountain Views
“Georgie” is our Cute Cabin with Great Mountain Views. She is a 230 sq. feet Cute and cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Georgie” 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 outdoor space.
KitchenFamilyHospitality

Catskills Cedar House | central Catskills retreat
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. Shandaken STR License 2022-STR-AO-043
Indoor spacesFamilyNearby

Birdhouse: A Starry Escape in the Catskills
The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.
FamilyIndoor spacesPets

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.
FamilyKitchenWalkability
Popular amenities for Town of Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny glamping cabin with mineral spring hot tub
Indoor spacesKitchenLong stay

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
FamilyKitchenAir conditioning

Scandi A-Frame w/Hot Tub & Sauna
Indoor spacesFamilyWi-Fi

Valley View Chalet: AC, Hot Tub, Firepit, Games
FamilyKitchenNearby

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain
Indoor spacesKitchenWi-Fi

Retreat in the sky - Hot Tub with Panoramic Views
FamilyKitchenCleanliness

Modern House with Mountain View @Getawind
Indoor spacesFamilyBarbecue

Catskills Cabin Retreat w/Heated Saltwater Pool
KitchenIndoor spacesHeating
Family- and pet-friendly home rentals

Hillside Views in Hudson Valley
FamilyKitchenParking
Woodstock Historic Artist Estate - The Pond House
Indoor spacesKitchenBarbecue

Storybook Creekside Retreat: 8 Acres w Epic Views
Indoor spacesKitchenDecor

Half Moon: Fairytale Catskills Retreat
FamilyIndoor spacesDecor

Catskill Mtn Streamside Getaway - With EV Charger
FamilyKitchenAmenities

The Catskills Red Barn near Belleayre
KitchenFamilyValue

Cozy Catskill Cottage on the Pantherkill
FamilyKitchenWalkability
Catskills Mountain House with a Separate Cottage on a Creek
Indoor spacesFamilyQuiet
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Indoor spacesKitchenPool

Hike & Sauna! Modern Mountain Escape
KitchenFamilyBathroom

midcentury mod * POOL * walk out trail R2R /TOWN
FamilyIndoor spacesBathroom

Sweet Fern Cottage With Saltwater Pool
KitchenFamilyCleanliness

Modern Upstate Cabin, near Rhinebeck NY
FamilyKitchenGetting around

Woodstock Mountain Cottage w/ Pool /Swim
FamilyIndoor spacesBackyard

Charming Lakefront Cabin with Hot Tub
FamilyIndoor spacesBackyard

Summer Paradise - Pool, Fire-pit, Nursery!
FamilyKitchenAir conditioning
Destinations to explore
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- Rentals with a sauna Town of Shandaken
- Rentals with lake access Town of Shandaken
- Guesthouse rentals Town of Shandaken
- Rentals with an EV charger Town of Shandaken
- Pet-friendly rentals Town of Shandaken
- Cottage rentals Town of Shandaken
- Fitness-friendly rentals Town of Shandaken
- Rentals with pools Town of Shandaken
- Rentals with a fire pit Town of Shandaken
- Rentals with a hot tub Town of Shandaken
- Rentals with beach access Town of Shandaken
- Rentals with breakfast Town of Shandaken
- Rentals with a fireplace Town of Shandaken
- Rentals with a washing machine and dryer Town of Shandaken
- Rentals with outdoor seating Town of Shandaken
- Rentals with a patio Town of Shandaken
- Boutique hotels Town of Shandaken
- House rentals Town of Shandaken
- Waterfront rentals Town of Shandaken
- Apartment rentals Town of Shandaken
- Bed and breakfasts Town of Shandaken
- Cabin rentals Town of 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
- Catamount Mountain Ski Resort
- Howe Caverns
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Mohonk Preserve
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Benmarl Winery
- Peekamoose Blue Hole
- Poets' Walk Park
- University at Albany
- New York State Museum





