Vacation rentals with outdoor seating in Shandaken

4.8 out of 5 average rating, 187 reviews

A cozy bedroom features a hyper-modern round bed draped in luxurious bedding. Oversized French doors open to a private deck, allowing natural light to fill the space. A stylish lounge chair and a dresser complete the inviting atmosphere.

Apartment in Shandaken

Hilltop Catskills Farmhouse • Yoga • View

Escape to Alpine Four Season Lodge in the heart of the Catskills, surrounded by preserved forest and sweeping mountain views near Belleayre. Experience true four-season beauty: • ❄️ Snowy winters near Belleayre • 🌸 Vibrant spring renewal • 🌿 Lush summers in cool mountain air • 🍁 Brilliant autumn foliage Peaceful and perfectly located, it’s your base for skiing, hiking, biking, or simply unwinding in nature. To preserve the tranquility of the property, parties and events are not permitted.

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.

4.97 out of 5 average rating, 154 reviews

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

4.98 out of 5 average rating, 129 reviews

Home in Phoenicia

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.

4.94 out of 5 average rating, 335 reviews

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

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!

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.

4.82 out of 5 average rating, 109 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

4.95 out of 5 average rating, 212 reviews

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

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.

4.97 out of 5 average rating, 384 reviews

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

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)

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.

4.95 out of 5 average rating, 240 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!

4.87 out of 5 average rating, 134 reviews

A cozy campfire area is surrounded by wooden Adirondack chairs, set upon a gravel surface. In the background, the A-frame cabin stands under the tree canopy, with multiple illuminated windows providing a warm glow.

Cabin in Pine Hill

Modern A-Frame in Catskills Park

The Pine Hill Aframe curates a modern and intentionally designed A-frame retreat on 1.6 acres just 3 mins to Belleayre Ski resort & 20 min. to Plattekill. Centrally located in the heart of the Catskills, surrounded by world renown trails and fishing. Rest, hike, ski, relax, create amongst the renovated interior or forest bathe outdoors. We invite you to come build memories! As seen on Dwell Mag & Cabin Chronicles Season 3. Find us on IG @pinehillaframe STR License #2022-STR-AO-073P

4.97 out of 5 average rating, 248 reviews

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

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

A spacious living area features a wood-paneled ceiling with four skylights, allowing natural light to brighten the room. A cozy sectional sofa offers a comfortable seating option. A stone fireplace is positioned next to a wall-mounted television, with large glass doors leading to the outdoor deck.

4.97 out of 5 average rating, 170 reviews

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

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.

4.96 out of 5 average rating, 178 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!

Popular amenities for Shandaken outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.98 out of 5 average rating, 177 reviews

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

Hillside Views in Hudson Valley

5 out of 5 average rating, 103 reviews

Home in Halcottsville

Luxury farmhouse at the porch

4.97 out of 5 average rating, 184 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. A black island is enhanced by a minimalist pendant light above, while natural light floods in through large windows, illuminating a simple green plant centerpiece.

Home in Kerhonkson

ENTER HOME - Minimalistic style warm & inviting

4.99 out of 5 average rating, 159 reviews

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

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

4.95 out of 5 average rating, 376 reviews

The image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

Architect's Hudson Valley Home in the Woods

4.95 out of 5 average rating, 133 reviews

A circular stone fire pit area is surrounded by five red Adirondack chairs on a well-maintained grassy lawn. Lush green trees provide shade, with a view of a charming house in the background, contributing to a serene outdoor setting.

Home in Big Indian

Birch Creek Mountain House

4.96 out of 5 average rating, 104 reviews

A wooden deck offers views of lush greenery, featuring a mixture of tall trees and shrubs. A well-behaved dog is seen standing on the deck, and the serene landscape invites relaxation and connection with nature.

Home in Arkville

Mountain Escape with a Large Hot Tub and more!

4.99 out of 5 average rating, 130 reviews

The exterior of the retreat is illuminated at dusk, highlighting its distinctive architecture with large windows and a welcoming porch. The rustic screen house features string lights, creating a warm ambiance against the backdrop of surrounding trees.

Home in Claryville

The Blue House on the Hill Catskills

Apartment rentals with outdoor seating

4.89 out of 5 average rating, 644 reviews

Apartment in Stone Ridge

Stone Ridge Farmhouse Apt w Sauna & Patio

4.96 out of 5 average rating, 419 reviews

Apartment in New Paltz

Modena Mad House

4.92 out of 5 average rating, 160 reviews

A serene stream meanders through a natural landscape framed by lush greenery and distant mountains. Smooth stones line the water's edge, reflecting the sunlight that dances upon the water's surface.

Apartment in Chichester

STREAMSIDE CATSKILL MOUNTAIN HOUSE

4.97 out of 5 average rating, 169 reviews

The open living area features tall windows that provide ample natural light. A comfortable sofa is situated beside a wooden coffee table, with a dining table set for four in the background. Modern appliances and a stylish ventilation hood enhance the kitchen space.

Apartment in Kingston

DeMew Place

4.98 out of 5 average rating, 220 reviews

Apartment in Woodstock

Chic Country Apt in Woodstock, NY

4.97 out of 5 average rating, 177 reviews

A living room is presented with a leather couch and two orange chairs arranged for conversation. A stone fireplace serves as a focal point, complemented by two framed art pieces on the wall. A patterned rug is located beneath a wooden coffee table, enhancing the space's design.

Apartment in Cairo

Foothills of the Catskills

4.97 out of 5 average rating, 176 reviews

The entrance features a handcrafted wooden door and a well-maintained pathway lined with gravel. Lush greenery surrounds the entrance, with a flowering plant in a pot. A window complements the rustic exterior, built from natural materials.

Apartment in High Falls

Sunset Garden Room in High Falls

4.93 out of 5 average rating, 264 reviews

A spacious studio is illuminated by natural light from large windows. The wood-paneled walls and ceiling enhance the rustic charm. A queen-size bed is centered in the room, complemented by a cozy couch and a wooden table. Decorative rugs add warmth and texture to the space.

Apartment in Arkville

Catskills Hideaway - West

Condo rentals with outdoor seating

5 out of 5 average rating, 30 reviews

A bright living area is featured, showcasing a cozy arrangement of gray sofas around a circular coffee table. A modern ceiling fan circulates air above while large windows reveal stunning valley views, allowing natural light to fill the room. An electric fireplace adds warmth to the space.

Condo in Windham

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

4.86 out of 5 average rating, 152 reviews

A multi-level chalet-style building features a blend of wood and stone exteriors. Large windows enhance natural light, and several balconies overlook a lush green landscape. A wooden bridge leads across a small waterway, connecting seamlessly to the surrounding nature.

Condo in Hunter

Trailside At Hunter-Phase II-Hunter NY

4.67 out of 5 average rating, 123 reviews

A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.

Condo in Windham

Windham Condo

5 out of 5 average rating, 75 reviews

A spacious living area includes a large green sofa, a wooden coffee table, and a soft rug underfoot. Natural light enters through two windows, illuminating the space. A dog lounges comfortably on the rug, while stylish seating options are arranged around the table.

Condo in Kerhonkson

Hike Minnewaska + Walk to Rail Trail, Food, Drink

4.97 out of 5 average rating, 703 reviews

A modern living area features a dark blue sofa and a coffee table with decorative items. The open kitchen showcases stainless steel appliances and a dining area with four bar stools. Warm lighting enhances the inviting space, while wall art adds character.

Condo in Lanesville

Ski on/ Ski off Country Condo Hunter Mountain

4.96 out of 5 average rating, 74 reviews

The exterior of the condo is showcased, featuring a two-story structure with a combination of red siding and stone accents. Balconies with wooden railings extend from the upper levels, and a prominent stone chimney rises against a cloudy sky.

Condo in Hunter

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

4.85 out of 5 average rating, 71 reviews

The living area features a gray couch adorned with colorful cushions, a wooden coffee table, and a black chair. A world map hangs on the wall above the cozy wood-burning fireplace, and natural light enters through the nearby window, partially covered by sheer curtains.

Condo in Lanesville

Slopeside Condo with wood fireplace