Holiday rentals with outdoor seating in Shandaken

4.98 out of 5 average rating, 122 reviews

Home in Phoenicia

Modern dreamy Hudson Valley home w/ backyard rink

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.

4.98 out of 5 average rating, 333 reviews

A cozy living area features a stone fireplace as its focal point, with a wood-burning stove and a mid-century cabinet. Colorful textiles cover the floor, and a mix of seating options, including a green chair and a couch, invite relaxation. Light streams through the two windows.

Home in Phoenicia

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Welcome! Stony Clove Cottage sleeps a maximum of 4 adults and 2 children. There are 2 queen beds and a bunk bed for children only. Located in the beautiful Catskill Mountains, just 2 hours 15 mins from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

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, 100 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.

4.94 out of 5 average rating, 326 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 Warm&Cozy Yurt A Dome Away From Home!

5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond, veggie garden, and forested hills. A hidden meadow for meditation and sun worshipers. Big steel scraptures. Fast WiFi. Outdoor shower with glass walls gets warm on sunny mornings even in winter. Odor-free cedar no-flush composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here! Even extra terrestrials.

4.97 out of 5 average rating, 372 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 spacious living area features a combination of natural light and comfortable seating. A leather sofa is complemented by accent chairs and decorative poufs. A central coffee table rests on a patterned area rug, and a fireplace adds warmth to the inviting space.

4.95 out of 5 average rating, 231 reviews

Private Catskills Cabin Retreat w/Hot Tub

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!

4.97 out of 5 average rating, 236 reviews

A sleek, modern outdoor area features a table lightly dusted with snow, surrounded by illuminated string lights. The glass walls provide views of a snow-covered landscape with trees and a flowing river, creating a serene winter atmosphere.

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

4.96 out of 5 average rating, 183 reviews

A cozy living area features wooden paneling and a cathedral ceiling. A fireplace is centrally located, surrounded by comfortable seating including a chair and a sectional. Natural light floods in from large windows, illuminating a colorful area rug on the hardwood floor.

Cabin in Chichester

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.

4.97 out of 5 average rating, 675 reviews

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

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

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, 167 reviews

Catskills Cedar House | cozy retreat near skiing

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

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, 145 reviews

Charming Creekside Cabin-Phoenicia+Woodstock+Views

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.

Popular amenities for outdoor seating rentals in Shandaken

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.94 out of 5 average rating, 379 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

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

4.96 out of 5 average rating, 365 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

4.98 out of 5 average rating, 114 reviews

A newly built cabin features a charming wooden exterior with warm lights illuminating the porch. The stone walkway leads to a grassy area beside the cabin, surrounded by trees. An outdoor pizza oven is visible on the patio, enhancing the inviting ambiance.

Home in East Jewett

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

4.99 out of 5 average rating, 319 reviews

A sunlit living area features a modular sofa adorned with dark cushions, complemented by two vibrant orange tables. A freestanding black propane stove adds warmth, while light-colored wood accents and beams create a minimalistic aesthetic. A cozy rug lies beneath, enhancing the inviting atmosphere.

Home in Kerhonkson

Cook House | Modern Cottage w/ Hot Tub & Fireplace

4.97 out of 5 average rating, 175 reviews

A fire pit made of stacked logs is in the foreground, with bright flames dancing above. In the background, a serene lake is flanked by lush trees, reflecting the surrounding mountains bathed in early morning light.

Home in Chichester

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

4.98 out of 5 average rating, 141 reviews

An outdoor fire pit is surrounded by four wooden adirondack chairs on a stone patio, with a gentle stream flowing nearby. Colorful autumn foliage decorates the landscape, providing a tranquil natural backdrop.

Home in Phoenicia

Sanctuary by the Stream- 20% discount this March!

4.99 out of 5 average rating, 120 reviews

A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.

Home in Staatsburg

Boulder Tree House

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 155 reviews

Flat in Halcott Center

Mountain View Apartment

4.78 out of 5 average rating, 668 reviews

The exterior of a historic stone farmhouse is shown, featuring a vine-covered wall and landscaped garden. Steps lead to the entrance, surrounded by greenery and floral elements, with large windows allowing natural light. The serene outdoor setting reflects the charm of the surrounding countryside.

Flat in High Falls

Art Room at Old Stone Farmhouse

5 out of 5 average rating, 344 reviews

A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.

Flat in Freehold

Mountain View Retreat~Sunny Hill Golf / Skiing

4.99 out of 5 average rating, 145 reviews

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Flat in Coxsackie

Hudson River Beach House

4.97 out of 5 average rating, 200 reviews

A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.

Flat in Tillson

Woodland Neighborhood Retreat

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.

Flat in Chichester

STREAMSIDE CATSKILL MOUNTAIN HOUSE

4.9 out of 5 average rating, 201 reviews

A view from a set of wooden stairs reveals a serene landscape by the water. Lush green trees frame the scene, which includes a dock along the water's edge. A vehicle is visible on the gravel driveway, offering a glimpse of the property’s outdoor space.

Flat in Saugerties

Esopus Bend Getaway - 4 min to HITS

4.98 out of 5 average rating, 213 reviews

A welcoming living area features wooden beams and natural light from multiple windows. A comfortable sofa sits opposite a vibrant red table, while a dining set is positioned nearby. A colorful rug adds warmth to the hardwood floor, enhancing the space's inviting atmosphere.

Flat in Woodstock

Chic Country Apt in Woodstock, NY

Apartment rentals with outdoor seating

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.

4.67 out of 5 average rating, 123 reviews

Windham Condo

5 out of 5 average rating, 66 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.

Apartment in Kerhonkson

Hike Minnewaska + Walk to Rail Trail, Food, Drink

A comfortable living area showcases a sectional sofa and two armchairs arranged around a round coffee table. Natural light floods in through large windows, highlighting a TV mounted on the wall and a gas fireplace. Neutral tones and a ceiling fan create a serene ambiance.

5 out of 5 average rating, 34 reviews

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

A modern kitchen is featured, showcasing wooden cabinetry and stainless steel appliances. A countertop with a coffee maker and a wooden table is visible. Light streams through the window, illuminating the space that is designed for convenience and efficiency.

5 out of 5 average rating, 64 reviews

Lothbrok - 2nd floor on Main Street

4.96 out of 5 average rating, 73 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.

Apartment in Hunter

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

4.85 out of 5 average rating, 68 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.

Apartment in Lanesville

Slopeside Condo with wood fireplace

An inviting outdoor hot tub is positioned on a wooden deck, overlooking expansive views of the lush Catskills. The serene water bubbles gently, with the surrounding trees and distant mountains creating a tranquil backdrop.

4.77 out of 5 average rating, 26 reviews

Luxury 2BR | Private Hot Tub | Catskills Escape