Family-friendly holiday rentals in Shandaken

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Top-rated family-friendly rentals in Shandaken

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The cabin exterior features rustic wooden siding and is surrounded by lush greenery. A small staircase leads to a welcoming porch with colorful supports. Flowering plants and decorative stones enhance the garden area, providing a serene outdoor atmosphere.
Tiny home in Shandaken
4.91 out of 5 average rating, 336 reviews

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

Top guest favourite
A cozy cabin features a rustic exterior with warm wooden tones, complemented by white window frames. A small porch is visible at the entrance, accessed by a set of steps, surrounded by lush greenery, creating a serene atmosphere.
Cabin in Shandaken
4.92 out of 5 average rating, 114 reviews

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

Top guest favourite
Home in Phoenicia
4.98 out of 5 average rating, 122 reviews

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.

Guest favourite
A modern cabin is nestled among trees, with a gently flowing stream in the foreground. The landscape features scattered rocks and fallen leaves, showcasing a natural setting that blends seamlessly with the lush greenery in the background.
Cabin in Phoenicia
4.97 out of 5 average rating, 238 reviews

The Woodland Valley Spa Cabin (20min to Woodstock)

Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Top guest favourite
A cozy living area features a stone fireplace as its focal point, with a wood-burning stove and a mid-century cabinet. Colorful textiles cover the floor, and a mix of seating options, including a green chair and a couch, invite relaxation. Light streams through the two windows.
Home in Phoenicia
4.98 out of 5 average rating, 334 reviews

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

Guest favourite
The exterior of a charming blue house features large windows surrounded by lush greenery. A small guest cottage is visible nearby, set in a well-maintained yard with a grassy area and trees. A distinctive sculpture rests on a rock in the foreground.
Home in Shandaken
4.95 out of 5 average rating, 212 reviews

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.

Top guest favourite
A spacious living area features a combination of natural light and comfortable seating. A leather sofa is complemented by accent chairs and decorative poufs. A central coffee table rests on a patterned area rug, and a fireplace adds warmth to the inviting space.
Cabin in Shandaken
4.95 out of 5 average rating, 233 reviews

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!

Top guest favourite
A spacious deck is visible, furnished with a wooden table and several outdoor chairs. The surrounding trees provide a natural backdrop, while the tranquil river flows nearby, creating a serene outdoor setting.
Chalet in Shandaken
4.97 out of 5 average rating, 238 reviews

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

Top guest favourite
A versatile sleeping area features a fold-out bed dressed in soft lavender linens, accompanied by decorative cushions. A wooden dining table is positioned nearby, surrounded by two chairs. Natural light filters through sheer curtains, enhancing the cozy atmosphere.
Flat in Shandaken
4.9 out of 5 average rating, 117 reviews

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 🚫

Top guest favourite
Cabin in Shandaken
4.99 out of 5 average rating, 116 reviews

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.

Top guest favourite
The cottage's exterior is surrounded by lush greenery, with a spacious deck featuring a dining table and chairs. An umbrella provides shade over the seating area. A wooden staircase leads from the deck to the grass. Trees create a serene backdrop.
Cottage in Phoenicia
4.97 out of 5 average rating, 270 reviews

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).

Top guest favourite
A spacious living area features a wood-paneled ceiling with four skylights, allowing natural light to brighten the room. A cozy sectional sofa offers a comfortable seating option. A stone fireplace is positioned next to a wall-mounted television, with large glass doors leading to the outdoor deck.
Cabin in Shandaken
4.97 out of 5 average rating, 167 reviews

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

Popular amenities for Shandaken family-friendly rentals

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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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