
Holiday rentals with outdoor seating in Shandaken
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Shandaken
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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

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 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!

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

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)

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.

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

The Mill House: An Enchanting Stream-Side Retreat
Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

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.

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

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 4-season fun.

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

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
Popular amenities for outdoor seating rentals in Shandaken
House rentals with outdoor seating

Cozy farmhouse & stunning views on 135 acres
Woodstock Historic Artist Estate - The Pond House

Secluded Catskills Retreat with Mountain Views

Dutch Touch Woodstock Cottage

Architect's Hudson Valley Home in the Woods

Boulder Tree House

Modern House with Mountain View @Getawind

Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Apartment rentals with outdoor seating

Mountain View Apartment

Catskills Hideaway - East

Dog Friendly Uptown Apt Near Stockade + Backyard

Sun-filled Victorian Apartment in the Catskills

Mountain View Retreat~Sunny Hill Golf / Skiing

STREAMSIDE CATSKILL MOUNTAIN HOUSE

Rondout Rendezvous

Chic Country Apt in Woodstock, NY
Apartment rentals with outdoor seating

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Trailside At Hunter-Phase II-Hunter NY

Windham Condo

Gather upstate and walk to trail, restaurant, cafe

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Perfect Catskills hiking getaway with fireplace

Ski & snooze: your winter escape!

SereneCatskillsMoutainsGetawayMinutesToSkiResorts
When is the best time to visit Shandaken?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $289 SGD | $285 SGD | $262 SGD | $244 SGD | $263 SGD | $284 SGD | $308 SGD | $312 SGD | $267 SGD | $289 SGD | $271 SGD | $285 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals with outdoor seating in Shandaken

Total holiday rentals
Explore 280 holiday rentals in Shandaken

Nightly prices starting at
Shandaken holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 29,130 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
280 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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- Rentals with outdoor seating Ulster County
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Catamount Mountain Ski Resort
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Hunter Mountain Resort
- Plattekill Mountain
- Taconic State Park
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Saugerties Marina
- Hudson Chatham Winery
- Walkway Over the Hudson State Historic Park
- High Falls Conservation Area
- Saugerties Lighthouse




