Vacation rentals with outdoor seating in Kingston

5 out of 5 average rating, 102 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

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, 338 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

A spacious living room features large windows allowing natural light to fill the area. A grand piano is positioned near a comfortable seating arrangement, which includes a sofa and chairs. A decorative area rug adds warmth, while framed artworks adorn the walls.

4.97 out of 5 average rating, 114 reviews

Large 2-BR apartment in historic waterfront home

This sophisticated, cozy, pet-friendly historic home in Kingston's beautiful, walkable downtown waterfront (Rondout National historic district) is close to restaurants, sidewalk cafes, boutiques, parks, a beach, museums, galleries, and more. It features a beautiful front porch and back deck, fenced-in yard, living room, master bedroom (queen bed), 2nd bedroom with (full-sized bed), and den/study adjacent to the second bedroom. It is the perfect retreat for a couple, friends, or a small family.

4.91 out of 5 average rating, 570 reviews

A living area features a comfortable sectional sofa adorned with cushions and a low wooden coffee table. Natural light fills the space through two windows, while a floor lamp provides additional illumination. The interior is accented by warm, earthy tones and wooden flooring.

Apartment in Stone Ridge

Romantic Apartment in Historic Stone Ridge

Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

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.

4.97 out of 5 average rating, 144 reviews

The Zen Den in Historic Rondout District

Escape to charming Kingston, NY and stay in the garden apartment of our historic brick home built in 1880. The womb like studio has heated clay floors and a floating cabin bedroom that will envelop and soothe. The private backyard with stonescaping and fire pit is yours alone to enjoy. Walk down the waterfront promenade to the Strand district with shops, restaurants, and museums, or drive to the surrounding swimming holes and nature trails of Woodstock, Rosendale, High Falls, and Saugerties.

Superhost

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.

4.79 out of 5 average rating, 196 reviews

In the Heart of Kingston

Pet friendly. A comfortable apartment in the heart of midtown Kingston. Enjoy a cup of coffee in the garden, or curl up with a book in the window seat in the living room. This apartment is a great spot to relax from a day of exploring Kingston. You will be close to everything when you stay at this centrally-located place. Note: located near a train; so if you are a light sleeper, it might not be a good fit. Garden area is still in winter mode (until May 15th), so please excuse the mess.

4.99 out of 5 average rating, 159 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.

The historical frame house showcases a charming exterior with a blue wooden facade, surrounded by snow-covered trees. A winding road leads to the entrance, while decorative lampposts and a nearby yellow house frame the scene, creating a peaceful winter atmosphere.

4.98 out of 5 average rating, 174 reviews

Historical Walkable Stockade Retreat • c.1811

Capture a slice of Kingston's heritage in this historical frame home, built in 1811 by the sheriff for his daughter. Thoughtfully updated, the house retains beautiful period details like double-hung windows, Federal-style staircase, and decorative fireplaces—all paired with comfortable, contemporary furnishings. Family-friendly amenities make it a great spot for travelers of all ages. A charming house filled with character and history for you to enjoy—just be patient with her quirks!

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.

4.97 out of 5 average rating, 149 reviews

DeMew Place

Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

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.

4.97 out of 5 average rating, 144 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 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, 408 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!

A well-lit bedroom features a spacious bed covered with a soft white comforter. A large mirror leans against the wall, reflecting natural light. In the foreground, a vibrant green plant adds a touch of nature. The doorway leads to an inviting living area with warm lighting.

4.79 out of 5 average rating, 164 reviews

Comfy 2-BR Apt. Cozy & Convenient

Indulge in the charm of our delightful Kingston, NY apartment! Relax in two luxurious full beds amidst stunning trails, exquisite dining, and charming boutiques. Immerse yourself in vibrant Midtown, steps from the historic Stockade District. Rejuvenate, cook in our well-equipped kitchen, or dine on the private patio. Book now for an unforgettable stay! FUN FACT: Discover the fascinating historical gem of America's oldest corner, just a leisurely 10-15 minute stroll away.

Popular amenities for Kingston outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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, 180 reviews

Upstate Waterfront Saugerties Retreat-Near HITS

The living area showcases large windows with original trim, allowing ample natural light. A cozy orange couch is paired with a small black coffee table, complemented by two blue armchairs. Natural wood flooring and a geometric rug add warmth and texture to the space.

4.92 out of 5 average rating, 107 reviews

Peaceful Retreat in the Heart of Kingston

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, 317 reviews

Creekside Cottage

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, 165 reviews

BRAND NEW! This New House Three

4.91 out of 5 average rating, 747 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

4.98 out of 5 average rating, 101 reviews

A warm and inviting living space is seen, featuring a round wooden dining table surrounded by four rustic chairs. An adobe wood-burning fireplace is visible in the background, with seating arranged nearby for relaxation. Natural light flows in through a window, enhancing the cozy atmosphere.

Home in East Jewett

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

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, 300 reviews

Cottage on the Creek

4.98 out of 5 average rating, 181 reviews

Sexy Abode in the Coolest Town - Saugerties, NY

Apartment rentals with outdoor seating

A comfortable living room features a cozy couch, armchair, and a coffee table set on a patterned rug. A wall-mounted 50-inch smart TV is visible, along with two windows allowing natural light to brighten the space. Decorative lamps add to the ambiance.

4.98 out of 5 average rating, 125 reviews

Kingston Aerie: 2BR charmer, quiet and lovely

4.92 out of 5 average rating, 377 reviews

A well-lit patio space features a wooden table with a gas fire pit at its center, surrounded by four wicker chairs. Natural stone walls and a flower-adorned fence provide a backdrop, while soft lighting enhances the cozy atmosphere.

Apartment in Saugerties

Saugerties Village home with great backyard!

4.88 out of 5 average rating, 336 reviews

A cozy eat-in kitchen features a round table set for two, with a bouquet of flowers at the center. Light filters through a nearby window, illuminating the space. A refrigerator and kitchen cabinets are visible in the background, creating a functional atmosphere.

Apartment in New Paltz

Homey Haven:Inviting Airbnb Suite with kitchen

4.78 out of 5 average rating, 661 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.

Apartment in High Falls

Art Room at Old Stone Farmhouse

4.96 out of 5 average rating, 411 reviews

The living area features a welcoming sofa set with soft, rounded chairs and a wooden coffee table. A rustic accent wall made of horizontal wooden planks adds character. Natural light fills the space, highlighting the art pieces and decor. A workspace is visible in the background.

Apartment in New Paltz

Modena Mad House

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

4.89 out of 5 average rating, 238 reviews

Apartment in Newburgh

Special Nest w Private Entrance River View Porches

4.98 out of 5 average rating, 208 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

5 out of 5 average rating, 59 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

5 out of 5 average rating, 18 reviews

Condo in Hunter

Hunter creekside condo with mtn. view

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

4.97 out of 5 average rating, 684 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

5 out of 5 average rating, 62 reviews

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.

Condo in Windham

Lothbrok - 2nd floor on Main Street

4.83 out of 5 average rating, 80 reviews

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.

Condo in Hunter

Perfect Catskills hiking getaway with fireplace