
Vacation rentals with outdoor seating in Town of Shandaken
Find and book unique outdoor seating rentals on Airbnb
Quick stats about vacation rentals with outdoor seating in Town of Shandaken

Total vacation rentals
Explore 310 vacation rentals in Town of Shandaken

Nightly prices starting at
Town of Shandaken vacation rentals start at G$10,463 GYD per night before taxes and fees

Verified guest reviews
Over 31,430 verified reviews to help you choose

Family-friendly vacation rentals
220 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wi-Fi availability
310 of Town of Shandaken vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Town of Shandaken rentals

4.9 Average rating
Town of Shandaken stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated outdoor seating rentals in Town of Shandaken
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Mt. Wonder: Big Cozy Cabin with Wow View
Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"

Catskill Cozy Cabin
Come to get away from it all. Enjoy this cozy Adorondack sided one bedroom cabin. situated on 42 acres of land surrounded by State land. Plenty of old logging trails to hike. You can enjoy your morning coffee on the porch with the sound of the Esopus creek as company. 5min ride to Belleayre, 25min to Windham, 30min to Hunter for year round events and winter skiing. Short ride to Phonecia or Margaretville for town activities. Outdoor fire pit available for guests. STR license # 2024-STR-019

Phoenicia Cool Yurt With Mini Pond, Meadow, & AC!
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!

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

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

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Cozy Cottage with Stunning Mountain Views
Welcome to Halcott Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Birdhouse: A Starry Escape in the Catskills
The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

Half Moon: Fairytale Catskills Retreat
Enjoy nature in style at this fairytale in the forest. This idyllic escape combines whimsical structures, curated gathering spaces and a private wooded hillside surrounded by hiking trails and quaint towns. Disclaimer: This is a rustic cabin. Heating is from a wood-burning stove, there is no AC. The bath house is a separate structure from the cabin, up a hillside with stone steps. Cooking is via charcoal grills, small outdoor kitchenette or fire.

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Willow Treehouse - secluded, unique, romantic
The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109
Popular amenities for Town of Shandaken outdoor seating rentals
House rentals with outdoor seating

Luxury farmhouse at the porch
Woodstock Historic Artist Estate - The Pond House

Architect's Hudson Valley Home in the Woods

Valley View Chalet: AC, Hot Tub, Firepit, Games

Creekside Couple's Retreat w/Hot tub, Sauna & More

Boulder Tree House

Modern House with Mountain View @Getawind

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

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Art Room at Old Stone Farmhouse

Mountain View Retreat~Sunny Hill Golf / Skiing

Escape to a Sleek, Serene Studio on the Riverbank

Special Nest w Private Entrance River View Porches

Dog Friendly Hudson Valley Escape with Hot Tub

Foothills of the Catskills

🏔O'Clarke Mountain House - The Catskills
Condo rentals with outdoor seating

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

Windham Condo

Trailside At Hunter-Phase II-Hunter NY

Hunter creekside condo with mtn. view

Ski on/ Ski off Country Condo Hunter Mountain

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

Walk to Hunter Mtn Slopes (5 Min) + Fireplace

MountainViews/PoolOpens6/27•10 MinToLakes•Farm
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- Rentals with lake access Town of Shandaken
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- Family-friendly rentals Town of Shandaken
- Rentals with a fireplace Town of Shandaken
- Boutique hotels Town of Shandaken
- Rentals with a fire pit Town of Shandaken
- Rentals with a washer and dryer Town of Shandaken
- Guesthouse rentals Town of Shandaken
- Rentals with a sauna Town of Shandaken
- Pet-friendly rentals Town of Shandaken
- Bed and breakfasts Town of Shandaken
- Waterfront rentals Town of Shandaken
- Rentals with a patio Town of Shandaken
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- Rentals with a hot tub Town of Shandaken
- Cottage rentals Town of Shandaken
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- Rentals with pools Town of Shandaken
- Apartment rentals Town of Shandaken
- Rentals with beach access Town of Shandaken
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- Rentals with outdoor seating Ulster County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Plattekill Mountain
- Bash Bish Falls State Park
- Thacher State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Mohonk Preserve
- Walkway Over the Hudson State Historic Park
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Benmarl Winery
- Peekamoose Blue Hole
- Poets' Walk Park
- University at Albany
- New York State Museum





