
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

Modern dreamy Hudson Valley home
Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

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

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

Mountainside Cottage Escape (Catskills)
Nestled in the serene beauty of State preserved land rests Woodland Valley, a coveted location revered for its natural beauty, wildlife and the Esopus River that runs through it. Our privately located cabin is a restorative little gem with only sounds of the nearby river to hear. Hand built and designed to offer an elevated escape. Purposed by its smallness; offering everything you need, nothing you don't. Feel off the grid while close to all the best places the Catskills has to offer.
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.

Private Catskills Cabin Retreat w/Hot Tub
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. 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

A Place Called Home in The Catskill
Peaceful. Serene. Quiet. That's how it feels when you spend your time at my Catskills cabin. With a 3400 sq ft of living area, nestled in a 2 acre lot of land with picturesque mountain views, it is a perfect getaway destination. For those looking for fun activities, it is located only 15-45 mins away from 3 ski resorts (Bellayre, Hunter and Wyndham) and is close to many hiking trails and exciting towns of Phoenicia, Woodstock, Tannersville & Kingston. Think Unwind. Relax. Enjoy.

Direct streamside with private stream access
House next door also available: airbnb.com/h/nyhawkhouse The Eagle Cottage is a 2 bdr on the Esopus creek. The cottage is 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream. This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Please note fireplace is non functioning and there is no standard cable (smart TV with access to your favorite apps).

Catskills Cedar House | cozy 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

Catskills Retreat - Close to Phoenicia & Hiking
Nestled in the heart of the Catskills, close to Phoenicia, Belleayre and Hunter this 3-bedroom, 2-bathroom log cabin offers a perfect blend of rustic charm and modern comfort. Featuring a cozy living area, a fully-equipped kitchen, and a pool table. If you’re here to enjoy nearby ski resorts or explore the local scene, this retreat provides the perfect balance of seclusion and convenience for your mountain escape. Perfect place for hiking & close to Belleayre Beach!
Popular amenities for Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Mountain View Hideaway

Chef's kitchen, seclusion, and breathtaking views

Modern & Chic Log Home-Spectacular Mountain Views!

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Modern Cabin Escape | Hot Tub & Fire Pit

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Valley View Chalet: AC, Hot Tub, Firepit, Games
Family- and pet-friendly home rentals

Retro Modern Paradise in the Catskills

The Waterfall Casita: A-frame with 30ft Waterfall
Woodstock Historic Artist Estate - The Pond House

Alpine Ski Chalet - A Relaxing Mountain Retreat

Modern creekside cabin in the Catskills

Mtn Views • Firepit • 5 Min to Hiking/Brewery

Heavenly Woodland Valley Hideaway, Mountain Views

Architect's Hudson Valley Home in the Woods
Family-friendly home rentals with a pool

Hike & Sauna! Modern Mountain Escape

midcentury mod * POOL * walk out trail 2 mohonk

Sweet Fern Cottage With Saltwater Pool

Enchanting Upstate Cabin w Pool, Firepit

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Design Farmhouse w/ Pool + Firepit | Hudson Valley

Hawk View

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 | £191 | £191 | £174 | £163 | £176 | £181 | £193 | £203 | £185 | £197 | £194 | £203 |
| 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 320 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 25,870 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
310 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!
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- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Plattekill Mountain
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Storm King Art Center
- Opus 40
- Benmarl Winery
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Poets' Walk Park
- Hudson Chatham Winery
- Mohonk Preserve
- Peekamoose Blue Hole




