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 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, 160 reviews

Catskills Cedar House | cozy retreat near skiing

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

Top guest favourite
A charming cottage is nestled among lush greenery, featuring a white exterior with brown shutters. The entrance is framed by well-maintained shrubs and a wooden deck extends from the front. Tall trees create a serene backdrop, enhancing the peaceful environment.
Bungalow in Big Indian
4.95 out of 5 average rating, 195 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

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, 320 reviews

Phoenicia Warm&Cozy Yurt Your Dome Away From Home!

5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond, veggie garden, and forested hills. A hidden meadow for meditation and sun worshipers. Big steel scraptures. Fast WiFi. Outdoor shower with glass walls gets warm on sunny mornings even in winter. Odor-free cedar no-flush composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here! Even extra terrestrials.

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, 364 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)

Top 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, 206 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 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, 230 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
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, 670 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, 141 reviews

Cozy Creekside Charmer: Skiing+Phoenicia+Woodstock

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 four-season fun.

Top guest favourite
A serene bedroom features a light lavender bed with plush pillows. A golden accent pillow adds color. A wall mural depicting a tree with birds in flight creates a calming backdrop, while natural light brightens the space from a nearby door.
Flat in Shandaken
4.93 out of 5 average rating, 106 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

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 duds, 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 showcases a brown sofa adorned with decorative pillows, complemented by a patterned area rug. A rocking chair sits nearby, and a wooden table holds a stack of books. Natural light enters through two windows featuring bamboo shades.
Cottage in Phoenicia
4.95 out of 5 average rating, 321 reviews

Cozy Catskill Cottage on the Pantherkill

Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2025-STR-AO-084

Top guest favourite
A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.
Home in Big Indian
4.99 out of 5 average rating, 142 reviews

10 Min from Bellayre! Gingerbread House!

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Guest favourite
A charming cabin, constructed with dark wood, sits surrounded by lush greenery. A stone pathway leads to the front entrance, where steps are flanked by ornamental plants. The backdrop features rolling hills, showcasing a blend of nature and tranquility.
Cabin in Arkville
4.93 out of 5 average rating, 183 reviews

Dry Brook Cabin

The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.

Popular amenities for Shandaken holiday rentals

When is the best time to visit Shandaken?

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Avg. price€ 176€ 179€ 166€ 159€ 169€ 180€ 189€ 203€ 174€ 192€ 192€ 198
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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 € 42 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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