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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Top 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, 319 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 snow-covered pathway leads to a circular yurt with a green roof and wooden door, accompanied by a glass-enclosed outdoor shower structure. Windows with white frames offer natural light, while a layer of fresh snow blankets the ground, enhancing the serene winter setting.
Yurt in Shandaken
4.96 out of 5 average rating, 306 reviews

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!

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, 150 reviews

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

Guest favourite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.95 out of 5 average rating, 180 reviews

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.

Guest favourite
The image captures the mini A-frame cabin at sunrise, surrounded by a misty landscape. Soft morning light illuminates the distant hills, while lush greenery and a wooden deck in the foreground create a serene outdoor setting.
Tiny home in Lexington
4.94 out of 5 average rating, 406 reviews

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)

Top guest favourite
A stone patio is surrounded by vibrant flowers and greenery, featuring a wooden table with four chairs. The cottage's large window provides a view of the inviting outdoor space, where additional potted plants add a touch of color and natural beauty.
Cottage in Chichester
4.99 out of 5 average rating, 612 reviews

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.

Top guest favourite
Cabin in Shandaken
4.96 out of 5 average rating, 217 reviews

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!

Guest favourite
A sleek, modern outdoor area features a table lightly dusted with snow, surrounded by illuminated string lights. The glass walls provide views of a snow-covered landscape with trees and a flowing river, creating a serene winter atmosphere.
Holiday home in Shandaken
4.98 out of 5 average rating, 211 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. 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.

Guest favourite
A view from the cabin reveals a queen mattress framed by sheer curtains. Outside, red chairs encircle a stone firepit, with expansive mountain views visible in the distance. Natural light floods the space, enhancing the connection to the outdoor environment.
Campsite in Accord
4.95 out of 5 average rating, 511 reviews

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!

Guest favourite
A bright bedroom features a spacious bed with a colorful striped blanket. Two bedside tables with lamps provide soft lighting. Natural light filters through large windows, framed by sheer curtains and lavender drapes, creating a serene and inviting atmosphere.
Flat in Shandaken
4.81 out of 5 average rating, 199 reviews

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.

Top guest favourite
The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.
Cabin in Phoenicia
4.97 out of 5 average rating, 658 reviews

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

Top guest favourite
Cabin in Shandaken
4.97 out of 5 average rating, 131 reviews

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

When is the best time to visit Shandaken?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
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
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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!

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