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

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"

Storybook Creekside Retreat: 8 Acres w Epic Views
STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of rushing water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills escape

Woodstock Cabin in the Woods #2
We offer a rustic, cozy and clean studio cabin for you to enjoy and make your home base while you explore the area. It's an intimate space to relax & rejuvenate in. We are located between Woodstock and Phoenicia making it easy to explore the eclectic shops and delicious restaurants and awesome hiking. Great skiing can be found 30-45 minutes away depending on the mountain you choose. Please read details thoroughly, so you can ensure a great getaway! We look forward to hosting you and yours!

Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Welcome! Stony Clove Cottage sleeps a maximum of 4 adults and 2 children. There are 2 queen beds and a bunk bed for children only. Located in the beautiful Catskill Mountains, just 2 hours 15 mins from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

Andes Valley View
This home is a beautiful mix of cozy and modern. You’ll love cooking in the kitchen and taking in the view from the second story deck. The property is stunning, with wide meadows and dense woods. There are 140 acres to explore and utilize for events like weddings or a retreats. There is a half acre pond with a pond house at the top of the property and a trout stream running along the bottom. It’s everything you could hope for in a Catskills getaway, all nestled overlooking the town of Andes.

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
Catskills Mountain House with a Separate Cottage on a Creek
Beautifully furnished & charming with plenty of outdoor space to play around, have a fire, grill- and beautiful barn. A small stream runs on the edge of the property, perfect to sit beside, and a guest cottage with extra sleeping space (queen, trundle and aerobeds/ bathroom). It's full of unique, hand-crafted and antique furnishing and decor, (fun-fact, former residence of Freakonomics author Stephen Dubner). You'll have free range of the whole place! Shandaken STR Licence #2026-STR-AO-105.

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

Phoenicia-area Classic Cabin on Country Lane
Our secluded classic cabin on 1.5 acres will restore, relax, & energize. Seasonal activities include skiing, hiking, antiquing, and/or just enjoying peaceful nature. 16 min to Hunter Mt, 24 min to Belleayre, 8 min. to Phoenicia, 25 to Woodstock. Kick back beneath the cathedral ceiling, gaze on woodland views by a crackling fire, burrow into bed & enjoy deep, restful sleep. Perfect for singles, couples, or families looking to connect with Nature but still be able to connect to Netflix.

Catskill Cabin, Little Owl Apt #1 * * * * *
Little Owly Apartment at the base of Belleayre Mountain 🏔️ A cozy Catskills retreat with a secluded private porch Perfect for slow mornings, fresh air, and year round escapes 🌿 Natural fineness meets charming style. Thoughtfully designed for relaxed stays, with a focus on healthy living and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, quiet moments, and the outdoors right outside your door 🦉 Follow @alpinefourseasonlodge No parties or events 🚫

Simple, cozy cabin in the Central Catskills
"Joan" is our Simple, 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, “Joan” is one of three cabins which sits next to each other. She sits between Shelly and Georgie, still offering each guest privacy without isolation. Joan is good for couples, and at 215 square feet, Joan will give you a nice, cozy feel. You’ll love my place because of the views and the outdoor space.
Popular amenities for Town of Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain house w/ Scandinavian BBQ hut Spa & more!

the tree house, Wood Fired Hot Tub/Barrel Sauna

Willow Treehouse - secluded, unique, romantic

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Scandi A-Frame w/Hot Tub & Sauna

Romantic Cabin with Sauna & Wood Fired Hot Tub

Zink Cabin, Mountain Views and Hot Tub

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain
Family- and pet-friendly home rentals

Hillside Views in Hudson Valley

Retro Modern Paradise in the Catskills
Woodstock Historic Artist Estate - The Pond House

Charming creekside cottage in Phoenicia

Half Moon: Fairytale Catskills Retreat

ENTER HOME - Minimalistic style warm & inviting

Catskill Mtn Streamside Getaway - With EV Charger

Catskills Cedar House | central Catskills retreat
Family-friendly home rentals with a pool

Hike & Sauna! Modern Mountain Escape

Sweet Farm Stay

midcentury mod * POOL * walk out trail R2R /TOWN

Modern Catskills Home w/ Pool, Hot Tub & 10 Acres

Entire Home (private pool), Event Friendly

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Woodstock Mountain Cottage w/ Pool /Swim

Mtn View Lux Dome w/ Heated Plunge Pool
Quick stats about vacation rentals that are family-friendly in Town of Shandaken

Total vacation rentals
Explore 320 vacation rentals in Town of Shandaken

Nightly prices starting at
Town of Shandaken vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

Verified guest reviews
Over 25,870 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
310 of Town of Shandaken vacation 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!
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- Rentals with a hot tub Town of Shandaken
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- 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





