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Holiday houses in Shandaken

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Shandaken

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A modern living area features a leather sofa paired with a wooden coffee table, accented by a ceramic vase. A cozy patterned wall hanging adds texture. A dining space is visible in the background, complemented by natural light from the windows.
Cabin in Big Indian
4.88 out of 5 average rating, 146 reviews

Birch Creek House - Private & Cozy Creekside Cabin

Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

Guest favourite
A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.
Apartment in Stone Ridge
4.91 out of 5 average rating, 570 reviews

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

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

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, 365 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
The exterior of the home is illuminated by soft ground lighting, highlighting the landscaped path leading to the entrance. Large windows on the front showcase warm interior lighting, and decorative planters with greenery line the walkway, enhancing the cozy ambiance of the setting.
Guest suite in West Shokan
4.95 out of 5 average rating, 207 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
The exterior of a green cottage is presented, featuring a sloped roof with burgundy trim. Two comfortable chairs sit on the porch, alongside a small table. Lush greenery surrounds the property, enhancing the inviting setting.
Guesthouse in Mount Tremper
4.97 out of 5 average rating, 368 reviews

Artful and Serene Woodstock Getaway

Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, closet, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. Not suitable for children or infants. No smoking or vaping. We use fragrance free laundry detergent.

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 log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.
Cabin in Margaretville
4.94 out of 5 average rating, 210 reviews

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

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, 162 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. Shandaken STR License 2022-STR-AO-043

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.
Apartment in Shandaken
4.89 out of 5 average rating, 111 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 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

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, 184 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$350 NZD$355 NZD$330 NZD$315 NZD$335 NZD$356 NZD$375 NZD$402 NZD$345 NZD$381 NZD$380 NZD$393 NZD
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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 $84 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    490 of Shandaken holiday rentals include Wi-Fi 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!

Destinations to explore

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