
Vacation rentals with outdoor seating in Town of Shandaken
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Town of Shandaken
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and 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"

Storybook Creekside Retreat: 8 Acres w Epic Views
STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of rushing water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills escape

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
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.

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)

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

Phoenicia-area Classic Cabin on Country Lane
Our secluded classic cabin on 1.5 acres will restore, relax, & energize. Seasonal activities include skiing, hiking, antiquing, and/or just enjoying peaceful nature. 16 min to Hunter Mt, 24 min to Belleayre, 8 min. to Phoenicia, 25 to Woodstock. Kick back beneath the cathedral ceiling, gaze on woodland views by a crackling fire, burrow into bed & enjoy deep, restful sleep. Perfect for singles, couples, or families looking to connect with Nature but still be able to connect to Netflix.

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!

Catskill Cabin, Little Owl Apt #1 * * * * *
Little Owly Apartment at the base of Belleayre Mountain 🏔️ A cozy Catskills retreat with a secluded private porch Perfect for slow mornings, fresh air, and year round escapes 🌿 Natural fineness meets charming style. Thoughtfully designed for relaxed stays, with a focus on healthy living and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, quiet moments, and the outdoors right outside your door 🦉 Follow @alpinefourseasonlodge No parties or events 🚫

Catskills Cedar House | central Catskills retreat
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

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.

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

Mountain house w/ Scandinavian BBQ hut Spa & more!

Mindful Escape: Theater, Trails, Wood Stove
Woodstock Historic Artist Estate - The Pond House

10 Min from Bellayre! Gingerbread House!

ENTER HOME - Minimalistic style warm & inviting

Architect's Hudson Valley Home in the Woods

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain

Modern House with Mountain View @Getawind
Apartment rentals with outdoor seating

Main St. Apt (2-3 bedrooms) with Outdoor Space

Art Room at Old Stone Farmhouse

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Hudson River Beach House

Woodland Neighborhood Retreat

Modena Mad House

STREAMSIDE CATSKILL MOUNTAIN HOUSE

Escape to the gunks! Climb, bike and relax!
Condo rentals with outdoor seating

Trailside At Hunter-Phase II-Hunter NY

Windham Condo

Hike Minnewaska + Walk to Rail Trail, Food, Drink

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

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
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$10,464 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!
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Niagara Falls Vacation rentals
- Mississauga Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Portland Vacation rentals
- Rentals with a hot tub Town of Shandaken
- Rentals with lake access Town of Shandaken
- Family-friendly rentals Town of Shandaken
- Rentals with a fireplace Town of Shandaken
- Rentals with beach access Town of Shandaken
- Rentals with breakfast Town of Shandaken
- Pet-friendly rentals Town of Shandaken
- House rentals Town of Shandaken
- Rentals with an EV charger Town of Shandaken
- Cabin rentals Town of Shandaken
- Bed and breakfasts Town of Shandaken
- Rentals with a sauna Town of Shandaken
- Fitness-friendly rentals Town of Shandaken
- Apartment rentals Town of Shandaken
- Rentals with pools Town of Shandaken
- Rentals with a fire pit Town of Shandaken
- Boutique hotels Town of Shandaken
- Guesthouse rentals Town of Shandaken
- Cottage rentals Town of Shandaken
- Rentals with a patio Town of Shandaken
- Rentals with a washer and dryer Town of Shandaken
- Waterfront rentals Town of Shandaken
- 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





