Holiday rentals with outdoor seating in Shandaken

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Shandaken

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Phoenicia
4.98 out of 5 average rating, 128 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 circular yurt with a colorful exterior is nestled among lush green foliage. An adjacent structure, featuring a glass-walled outdoor shower, stands nearby. A small seating area composed of white chairs and a dark table is positioned on a gravel patch in front of the yurt.
Yurt in Shandaken
4.94 out of 5 average rating, 332 reviews

Phoenicia Cozy Yurt With Secret Meadow & Tiny Pond

Modern comfort with a dash of Robinson Crusoe romance! Minutes from Phoenicia. Fruit trees, a goldfish pond, and a hidden meadow for sun worshipers. A whimsical sculpture garden for art lovers. Fast WiFi. Cold, sweet, crystal clear spring water - bring some home! Outdoor shower with glass walls. Odor-free cedar composting toilet. Mini-kitchen, fire circle and gas grill. Close to ski mountains, wild forest, Woodstock & secret swimming holes. People of every race and religion are welcome here!

Superhost
An open living area features a comfortable sofa paired with a patterned throw, a round coffee table, and warm wood flooring. Natural light flows through large windows, while a dining space and kitchen are visible in the background, connected by exposed wooden beams.
Cabin in Shandaken
4.82 out of 5 average rating, 106 reviews

Upstate heaven 2 BR luxury w/MTN charm, waterfront

Looking for a mountain getaway? Come stay & enjoy everything the Catskill mountains have to offer. Centrally nestled in a perfect location. Minutes from downtown Phoenicia & diner, amazing hiking trails, 10 minutes from Belleayre mountain, 20 minutes to Hunter and Woodstock. The house sits directly on the Esopus creek and is a perfect setting to hang out on the porch, back patio or stay warm inside. Light a fire, take a seat, listen to the water or even to fly fish on private access water

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
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, 382 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 seasonal saltwater pool is surrounded by a wooden deck and lounge chairs, offering a scenic view of the lush hillside. An umbrella provides shade, and a basketball hoop is positioned at one end of the pool, enhancing outdoor leisure options.
Cabin in Shandaken
4.95 out of 5 average rating, 236 reviews

Catskills Cabin Retreat w/Heated Saltwater Pool

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, 244 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, 681 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
A pool table with a red felt surface is positioned in the room, illuminated by a hanging light fixture. A triangle rack containing colored billiard balls sits on the table, while a wood-burning stove is visible in the background against a stone wall.
Cabin in Shandaken
4.96 out of 5 average rating, 177 reviews

Catskills Retreat - Close to Phoenicia & Hiking

Nestled in the heart of the Catskills, close to Phoenicia, Belleayre and Hunter this 3-bedroom, 2-bathroom log cabin offers a perfect blend of rustic charm and modern comfort. Featuring a cozy living area, a fully-equipped kitchen, and a pool table. If you’re here to enjoy nearby ski resorts or explore the local scene, this retreat provides the perfect balance of seclusion and convenience for your mountain escape. Perfect place for hiking & close to Belleayre Beach!

Top Guest favourite
The cabin's exterior showcases a charming green facade adorned with decorative stars. A spacious deck is visible, equipped with a dining area and umbrellas for shade. Surrounding lush grass and colorful flowering bushes enhance the natural setting, while seating arrangements offer inviting spots to relax outdoors.
Cabin in Shandaken
4.97 out of 5 average rating, 152 reviews

Cozy Creekside Charmer: 8 Acres w/ Views+Fireplace

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 rustic and cozy basecamp. Perched high on Rose Mountain with 8 CREEKSIDE acres. With epic views, the sound of the creek rushing by the house and minutes away from West Kill Brewing, Phoenicia and Woodstock, waterfall hikes and charming towns--Camp Vista Falls checks all the boxes for four-season fun.

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
4.96 out of 5 average rating, 334 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 #2026-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
4.98 out of 5 average rating, 154 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.

Popular amenities for Shandaken outdoor seating rentals

When is the best time to visit Shandaken?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$408 NZD$410 NZD$363 NZD$318 NZD$343 NZD$370 NZD$401 NZD$406 NZD$348 NZD$385 NZD$380 NZD$396 NZD
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Quick stats about holiday rentals with outdoor seating in Shandaken

  • Total holiday rentals

    Explore 310 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 31,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    310 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!

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