Holiday rentals in Shandaken

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Top-rated holiday rentals in Shandaken

Guests agree: these stays 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, 325 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 bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.
Flat in Kingston
4.97 out of 5 average rating, 330 reviews

The Ivy on the Stone

The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Guest favourite
The chalet-style home is depicted in a snowy setting, with warm light glowing from the windows. Surrounding evergreen trees are blanketed in snow, and a circular arrangement of outdoor chairs is visible in the foreground, inviting evening gatherings.
Cabin in Shandaken
4.97 out of 5 average rating, 155 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

Superhost
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
4.94 out of 5 average rating, 317 reviews

Phoenicia Cozy Yurt Ski for Two. Snowshoe?

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 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
An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.
Cabin in Big Indian
4.97 out of 5 average rating, 353 reviews

Romantic Cabin with Sauna & Wood Fired Hot Tub

Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

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
4.94 out of 5 average rating, 196 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.

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, 617 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.

Guest favourite
A cozy living area is highlighted by wooden walls and multiple windows allowing natural light. A stone fireplace is framed by greenery and festive decor. A dining table with chairs is positioned centrally, complemented by a textured area rug that adds warmth to the space.
Cabin in Chichester
4.98 out of 5 average rating, 254 reviews

Cozy Creekside Cabin in the Catskills

A cozy classic cabin located 5 mins from Phoenicia and 15 mins from Hunter Mountain. Close to shops, restaurants, bars, and mountain activities like hiking, yoga, skiing, or floating down the Esopus Creek in an intertube. It's close enough to amenities so you won't feel isolated but far enough to enjoy the pristine quiet of the mountains. Located on a 3/4 acre lot next to Stony Clove Creek, the cabin offers everything needed for a true escape from the city. *not suitable for children.

Top 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.
Chalet in Shandaken
4.97 out of 5 average rating, 225 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

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, 662 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

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
4.89 out of 5 average rating, 102 reviews

Catskill Cabin, Little Owl Apt #1 * * * * *

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 Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

Top guest favourite
A cozy living area is furnished with a gray sofa adorned with patterned pillows. A glass coffee table sits in front, displaying a remote and decorative items. Natural light enters through the window, which features a wooden blind, creating a calm and inviting space.
Flat in Phoenicia
4.96 out of 5 average rating, 115 reviews

Cozy Phoenicia Apartment

Surrounded by mountains, our Phoenicia apartment is an ideal spot to relax and enjoy the Catskills. We’re a short stroll from the shops and restaurants of Main Street, across the street from the creek for cooling off, around the corner from a lovely playground and three hiking trails. Weekends are filled with shows at the playhouse and the best Farmer’s Market around. Come see why Phoenicia is one of the coolest small towns in the country. @greenwood_inn

Popular amenities for Shandaken holiday rentals

When is the best time to visit Shandaken?

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Avg. price£156£158£147£140£149£159£167£179£154£155£151£155
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Frequently Asked Questions

  • How much does it cost to stay in cabin rentals in Shandaken?

    Experience the best of Shandaken with our cabin rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do bed and breakfast rentals in Shandaken have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Shandaken. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Shandaken?

    Four-legged friends are welcome in Shandaken. Choose from more than 240 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Tiny House Rentals in Shandaken?

    Enhance your stay in our Tiny House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do guesthouse rentals in Shandaken have air conditioning?

    Absolutely! We offer over 30 guesthouse rentals with air conditioning in Shandaken. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Shandaken have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Shandaken. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Shandaken have free parking?

    Absolutely! We offer over 80 cabin rentals with free parking in Shandaken. Enjoy a tailored experience with all the comforts you desire.

  • Are there Shandaken vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Shandaken, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Shandaken?

    Shandaken has more than 310 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Shandaken?

    Yes! Work meets play with ease at over 300 vacation rentals in Shandaken featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Shandaken

  • Total holiday rentals

    Explore 510 holiday rentals in Shandaken

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 38,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    310 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 250 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    490 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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