Vacation rentals with outdoor seating in Saugerties

The farmhouse exterior features a spacious porch with steps leading down to a grassy area. The surrounding landscape includes trees, providing a natural setting. Large windows allow for plenty of natural light, enhancing the home's open feel.

4.92 out of 5 average rating, 280 reviews

Beautiful farmhouse with Mountain View- HITS- AC

Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

4.97 out of 5 average rating, 155 reviews

A cozy living room features two light-colored sofas adorned with soft throw pillows and a warm blanket. A wooden coffee table holds a potted plant and magazines. A large window offers a view of the outdoors, while bright artwork adds a personal touch to the space.

Cottage in Saugerties

Cottage on the creek with wonderful waterfall view

A sweet cottage with waterfall and creek view. There’s a creek side deck to relax and watch the creek & an outdoor shower. It’s a well equipped cozy nest to rest & read & relax all day. Set up your laptop in the dining nook and watch the birds as you work, or just unplug and nap on the couch. A great home base to come back to after to nature, hiking, skiing or just walking up to town to the bookstore for a game of chess and a cappuccino,. Whatever you choose to do, I hope you go home refreshed

4.99 out of 5 average rating, 177 reviews

Cabin in Saugerties

Timberwall Ranger Station | Your Upstate Base Camp

The Timberwall Ranger Station is the perfect home base for your peaceful upstate escape. Located minutes from Woodstock, Saugerties, and Kingston, this breathtaking hand-built cabin is close to all the Catskills and Hudson River Valley have to offer. The cabin is a restful place year-round: for enjoying spring birdsong at breakfast; swaying away an afternoon in a breezy summer hammock; starry skies and luscious wines around an autumn campfire; a cozy winter morning amidst freshly fallen snow.

4.99 out of 5 average rating, 165 reviews

The living area features vaulted wood-paneled ceilings and large windows, allowing natural light to fill the space. A cozy seating arrangement includes a sofa and a table. A pellet stove is situated for warmth, while sheer curtains provide a soft filtering of light.

Cabin in Saugerties

Sweet Saugerties A-Frame - 30 mins from Hunter!

This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

4.99 out of 5 average rating, 348 reviews

A modern tiny house is framed by lush greenery, featuring a wooden exterior and large windows that invite natural light. A spacious deck with a full-size dining table is visible, surrounded by a well-maintained landscape of plants and grass.

Tiny home in Saugerties

Modern Catskills Cabin

SISTER PROPERTY OF 5-STAR RATED, COZY CATSKILLS CABIN (ALSO IN SAUGERTIES): 10 minutes from the charming towns of Saugerties and Woodstock, this super-cozy, Tonga has every modern convenience, overflows with style, and comfortably sleeps up to four. The tiny house/cabin feels a million miles away, yet is close to area restaurants, breweries, music venues, ski resorts and other attractions. Think of it as the perfect private getaway with creature comforts aplenty and lots of peace and quiet.

4.95 out of 5 average rating, 340 reviews

An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.

Cottage in Saugerties

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

4.99 out of 5 average rating, 110 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

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

4.97 out of 5 average rating, 113 reviews

An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.

Cabin in Saugerties

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

A spacious living room is highlighted by a comfortable green couch adorned with decorative pillows. A sleek coffee table is centered within the space, while a relaxed dog lies on the soft, natural fiber rug, contributing to the inviting atmosphere.

4.98 out of 5 average rating, 123 reviews

Waterfront, Dog & Family Friendly, Cozy Cottage

El Girasol, "The Sunflower," a sunny, family and pet friendly cottage on the Esopus Creek in the Catskill Mountains. Our home is fully furnished with global & vintage finds. This charming cottage has 2 beds, spacious living room with a big, comfy sleeper sofa and cozy electric fireplace & fully equipped kitchen combined with a dining room. Creek access, BBQ, fire pit, fenced in backyard, & 2 decks makes our home a great destination for a relaxing getaway with family, friends and pets.

5 out of 5 average rating, 427 reviews

The cozy cottage is surrounded by a lush green lawn, with a wooden deck and twinkling string lights creating a charming ambiance. A vibrant flower bed with sunflowers adds a splash of color, while the nearby creek offers serene water views.

Cottage in Saugerties

Carriage House on Falls, Walk to Village

Welcome to 1903 Carriage House on the Falls — just down the hill from the vibrant village of Saugerties. This cottage blends modern comfort with rustic charm. Its cozy size makes it the ultimate escape for couples seeking a tranquil getaway. Admire panoramic creek vistas from the back deck. Enjoy the outdoors with a gas grill and waterside gazebo, unwind with board games, or relax with a movie on the SmartTV. As night falls, drift off to the soothing sound of the waterfall.

A bright dining area features a long white table surrounded by wooden chairs. Large glass doors open to a deck with river views. Sunlight fills the space, highlighting the clean lines of the cabinetry and décor in soft, neutral tones.

4.93 out of 5 average rating, 174 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

Guest suite in Saugerties

A bright bedroom features large floor-to-ceiling windows, allowing natural light to fill the space. A cozy bed with neutral bedding is positioned beside a vintage-style trunk. A plush pouf adds a comfortable touch, and framed art decorates the wall.

4.96 out of 5 average rating, 124 reviews

Private 1 King Bedroom-waterview suite.

Listen to the waterfall while you sleep. Relax in this romantic waterfront getaway with a modern rustic design. Private entrance, 2 room suite, King size bed with luxurious bedding. A 5 minute walk to the Heart of Saugerties with great shops and dining. Enjoy a morning cup of coffee on a private deck overlooking the water. If you are lucky you may see a bald eagle fly by or perhaps catch a glimpse of Sopie the harbor seal who sometimes plays off shore

Popular amenities for Saugerties outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A wooden dock extends into the calm waters of the Esopus Creek, surrounded by lush greenery. The tranquil surface of the water reflects the surrounding trees, creating a serene atmosphere. Smooth stone steps lead down to the water's edge, enhancing accessibility.

4.97 out of 5 average rating, 315 reviews

Creekside Cottage

A traditional blue house with a green gabled roof is set against a backdrop of trees with autumn foliage. The driveway leads to a garage on the left, while a landscaped front yard features minimal plantings. Soft clouds are visible in the sky.

4.98 out of 5 average rating, 207 reviews

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

4.97 out of 5 average rating, 348 reviews

A welcoming entrance to the home is framed by a red door and a decorative lantern. Lush greenery and vibrant red flowers are visible in planters, contributing to the serene outdoor setting. The backdrop features a brick building with large windows and climbing plants.

Home in Kingston

DeMew House in Historic Kingston

4.94 out of 5 average rating, 224 reviews

A scenic view from a wooden deck showcases rolling green hills and tall trees. A tranquil pathway winds through the landscape, leading to nearby homes. Gentle sunlight filters through the foliage, enhancing the natural beauty of the surrounding area.

Home in Palenville

Serenity Retreat: Mountains, Waterfalls, Comfort

A wooden dock extends over the calm water, surrounded by lush greenery. Adirondack chairs offer a relaxed seating area, providing a view of the serene reflections in the water. Ferns frame the scene, enhancing the natural setting.

4.97 out of 5 average rating, 298 reviews

Cottage on the Creek

4.97 out of 5 average rating, 187 reviews

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

Cheerful Catskill Village Cottage

4.95 out of 5 average rating, 189 reviews

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

Home in Hunter

Modern House with Mountain View @Getawind

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

5 out of 5 average rating, 160 reviews

Upstate Modern Scandinavian Barn in the Catskills

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 124 reviews

Apartment in Saugerties

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

4.96 out of 5 average rating, 405 reviews

A spacious bedroom features a queen bed adorned with simple linens. A large wooden barn door provides entry to the adjoining room. Two comfortable chairs sit beside a sleek television stand, with natural light filtering through large windows framed by greenery.

Apartment in Kingston

Dog Friendly Uptown Apt Near Stockade + Backyard

5 out of 5 average rating, 331 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.

Apartment in Freehold

Mountain View Retreat~Sunny Hill Golf / Skiing

4.96 out of 5 average rating, 183 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.

Apartment in Tillson

Woodland Neighborhood Retreat

4.92 out of 5 average rating, 196 reviews

A studio apartment features a queen size bed with a soft throw blanket, complemented by warm lighting. An armchair with decorative pillows is positioned next to a spacious window. A shelving unit holds books and a small ironing board, enhancing the room's functionality.

Apartment in Catskill

Cosy Catskill Casita in the Middle of Village

4.99 out of 5 average rating, 439 reviews

A modern studio features a spacious bed draped in white bedding with blue accents, alongside a cozy seating area with a dark sofa. Floor-to-ceiling glass windows provide stunning views of the river and open onto a private terrace, enhancing the serene ambiance.

Apartment in Ulster Park

Escape to a Sleek, Serene Studio on the Riverbank

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.

Apartment in Saugerties

Esopus Bend Getaway - 4 min to HITS

4.98 out of 5 average rating, 205 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.

Apartment in Woodstock

Chic Country Apt in Woodstock, NY

Condo rentals with outdoor seating

Superhost

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

4.67 out of 5 average rating, 123 reviews

Windham Condo

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.

4.86 out of 5 average rating, 142 reviews

Trailside At Hunter-Phase II-Hunter NY

5 out of 5 average rating, 57 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

Gather upstate and walk to trail, restaurant, cafe

5 out of 5 average rating, 34 reviews

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.

Condo in Windham

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

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.

4.96 out of 5 average rating, 70 reviews

Hunter Mountain 2BR Condo - Steps to Ski Slopes!

A view from the private sundeck overlooks a serene lake with reflections of surrounding trees. The warm glow of the setting sun casts long shadows on the wooden deck, enhancing the natural beauty of the landscape.

4.81 out of 5 average rating, 75 reviews

Perfect Catskills hiking getaway with fireplace

The entrance to the condo is highlighted by a wooden deck with railing, leading to a door framed by a welcoming outdoor area. Nearby, a path is visible, bordered by neatly trimmed grass and bushes, providing easy access to the parking area.