Holiday rentals with outdoor seating in Ulster

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

4.97 out of 5 average rating, 326 reviews

The Ivy on the Stone

The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

The home's front facade is shown in evening light, with warm illumination emanating from the windows. The entrance features a traditional door framed by greenery, and side lights provide additional light. The pathway is lined with garden lighting, enhancing the welcoming appearance.

4.99 out of 5 average rating, 133 reviews

Uptown kid & dog friendly home w/fireplace & yard

Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

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.

4.98 out of 5 average rating, 133 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

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.

4.99 out of 5 average rating, 158 reviews

A private cabin is nestled among lush greenery, showcasing a large deck with two Adirondack chairs positioned for relaxation. The cabin features large glass doors that open to the natural surroundings, enhancing the peaceful atmosphere.

Guesthouse in Kingston

Chic, Private Cabin with Stunning River Views

Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

4.98 out of 5 average rating, 123 reviews

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.

Home in Saugerties

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.

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.

4.98 out of 5 average rating, 135 reviews

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!

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.

4.97 out of 5 average rating, 349 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

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.

4.96 out of 5 average rating, 405 reviews

Dog Friendly Uptown Apt Near Stockade + Backyard

2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston only a short walk from the Historic Stockade District. Renovated in 2020, this 1-bedroom apartment is accented with vintage decor, indoor plants and has a huge backyard for your pup. Use the full kitchen or walk to the many restaurants in the Stockade. The expansive backyard includes a stone patio, outdoor table for dining, Adirondack chairs & hammock. Free driveway parking, WIFI, and Netflix!

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

Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

4.99 out of 5 average rating, 167 reviews

The exterior of the house showcases a charming two-story structure with light siding and a vibrant red front door. Lush greenery surrounds the property, complemented by a well-maintained lawn and a pathway leading to the entrance.

Cottage in Port Ewen

Swan Cottage with Expansive Hudson River Views

The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hudson River, is the perfect perch to relax and get away from it all. The front porch is a nice spot to have a cup of coffee and watch the sailboats on the river, while the huge wraparound porch affords terrific views of the river as well as the forest that gives this home a feeling of being high in the tree tops.

Popular amenities for Ulster outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 254 reviews

The exterior of the retro-chic house is illuminated at night, highlighting its warm wooden facade and angular architectural lines. The outdoor patio features a stone pathway, dining area, and two blue chairs, creating a welcoming space surrounded by trees.

Home in Saugerties

Retro-Chic Cabin in Woodstock - Sauna

4.99 out of 5 average rating, 136 reviews

Home in Woodstock

Cozy forest luxury cabin

4.92 out of 5 average rating, 280 reviews

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.

Home in Saugerties

Beautiful farmhouse with Mountain View- HITS- AC

An inviting living area features a light gray sofa accented with blue pillows, positioned on hardwood flooring. Visible to the left, a wooden dining table and chairs complement the modern kitchen with dark cabinetry. The loft above includes a workspace with a view of the lower level.

4.96 out of 5 average rating, 164 reviews

BRAND NEW! This New House Three

4.91 out of 5 average rating, 742 reviews

The exterior of the cottage is shown, featuring rich wood paneling and large glass doors. A stone pathway leads to a charming seating area, which includes a decorative bench. Lush greenery surrounds the property, enhancing the natural environment.

Home in Woodstock

Dutch Touch Woodstock Cottage

4.96 out of 5 average rating, 349 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, 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

4.95 out of 5 average rating, 458 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

Apartment rentals with outdoor seating

A brick fireplace serves as a focal point, with several white candles arranged on the hearth. Natural light filters through a nearby window adorned with sheer curtains, illuminating the seating area with cozy cushions beside a built-in bookshelf.

4.81 out of 5 average rating, 191 reviews

In the Heart of Kingston

A modern living area features a gray sofa adorned with a bright yellow throw. Abstract wall art complements the space, which is illuminated by ambient lighting. A glass coffee table rests on a textured area rug, surrounded by potted plants and decorative objects.

4.98 out of 5 average rating, 192 reviews

The Maiden

4.88 out of 5 average rating, 233 reviews

Apartment in Newburgh

Special Nest w Private Entrance River View Porches

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

Superhost

A fenced-in backyard features a hot tub surrounded by greenery and outdoor string lights, creating a cozy atmosphere. Seating areas with small tables and decorative plants are arranged nearby, inviting relaxation. Soft towels hang on a rack, enhancing the comfort of the outdoor space.

4.89 out of 5 average rating, 245 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

4.93 out of 5 average rating, 149 reviews

A spacious studio apartment is highlighted by a large bed adorned with neutral bedding and vibrant throw pillows. A kitchenette with red accents is visible in the background, featuring modern appliances. A work bar with high chairs offers additional seating, while warm wood flooring complements the overall decor.

Apartment in Rhinebeck

Private Studio Close to Downtown Rhinebeck

4.96 out of 5 average rating, 221 reviews

A tall, rusted trestle bridge spans the landscape, surrounded by lush green trees that showcase varying shades of yellow and green. The structure rises above the foreground, with a glimpse of a house nestled among the trees below.

Apartment in Rosendale

Rosendale Trestle View

A serene living space features wooden walls and ceiling, creating a warm ambiance. A low circular table is centered on a light area rug. Two large windows allow natural light to illuminate potted plants, enhancing the peaceful environment.

4.96 out of 5 average rating, 140 reviews

The Zen Den in Historic Rondout District

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.