Vacation 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, 272 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

Guest favorite

An exterior view of a tiny cabin nestled among tall trees, featuring a wooden deck and a distinct rustic façade. The pitched metal roof reflects light, while the welcoming entrance is framed by the surrounding nature.

Cabin in Kingston

4.93 out of 5 average rating, 225 reviews

Cabin 192

No cleaning fee and no 2-night minimum! Cabin 192 is a tiny home glamping experience located in lovely Kingston, NY. Cabin 192 takes you back to 1992 with: a vhs collection of classics, a Super Nintendo, Sega, and other fun activities. Warm and toasty in fall and winter and cool in summer you’re always comfortable at Cabin 192. Enjoy smores by the fire surrounded by trees in nature while also being able to enjoy a vibrant uptown district a 9-minute drive away! Minnewaska and Woodstock nearby!

4.99 out of 5 average rating, 119 reviews

A two-story Colonial home is highlighted by a welcoming front porch and a chimney. The structure features a combination of light-colored siding and dark shutters. Lush greenery, including shrubs and small trees, surrounds the exterior, adding to the inviting atmosphere.

Home in Kingston

Uptown kid/pet friendly yard, zoo, park & tennis

* Sunny Colonial, completely refurbished * Bright & airy with hardwood throughout * Across from Forsyth Park - walking trails, playground, petting zoo & tennis courts * Bring Rover - We love dogs & have a fully fenced-in yard * Fully equipped kitchen for family dinners * Central location to all Kingston amenities & 12 minute walk to historical Stockade District * 5-minute drive to public golf course (Wiltwyck Golf Club) * Fireplace, fire pit and BBQ * Family room in attic with foosball & games

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.

4.9 out of 5 average rating, 232 reviews

Dog Friendly Hudson Valley Escape with Hot Tub

Welcome home! The unit in our fully renovated 19th-century colonial combines modern finishes with the historic charm centrally located in Kingston. This unit features a fully fenced-in backyard, you’ll find the following - Hot Tub - Fire Pit - Hammock - Grill - Outdoor Games If you’re looking to experience Kingston, you’ll be a short walk from some of the best the Hudson Valley has to offer! This is one of two private units that have been individually decorated and thoughtfully curated.

5 out of 5 average rating, 232 reviews

A spacious master bedroom is shown, featuring a large white bed with crisp bedding positioned against a light gray wall. Warm lighting is provided by bedside lamps. A decorative mirror reflects the room, and hardwood flooring is complemented by a soft area rug.

Guest suite in Kingston

Calm Oasis, walk to Historic Stockade

Relax, rejuvenate and refresh in your own private, spacious master suite and living area. This beautiful, welcoming space has been 100% renovated with guests in mind. Serene natural color scheme, warm lighting, and ample natural light. Decorated with tasteful furnishings. 15 min. walk to the center of the historical Stockade District. Additional rules No pets, we have two cats, they will be very stressed to hear or smell another animal in the house. City of Kingston STR Licence #008390

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.

4.78 out of 5 average rating, 136 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.

4.92 out of 5 average rating, 180 reviews

A charming cabin is nestled among trees, featuring a unique two-story design. The exterior showcases wooden siding and a spacious deck above the entrance. Lush greenery surrounds the home, enhancing its connection to nature. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Kingston

The Arts & Crafts House - Skylights/Deck/Bath Jets

Get away to a charming cabin in a lush glade just 10 min from quaint Woodstock and trendy Kingston. If you've never stayed in an Arts and Crafts house, here's your chance! Steps from soothing waterfalls, our enchanting house sleeps up to six and features two full luxury bathrooms and a modern kitchen. Fall asleep under skylights, unwind in the jacuzzi tub, and enjoy coffee (or yoga!) on the deck. Explore the nearby Catskill mountains, quirky shops, breweries, and farm-to-table restaurants.

5 out of 5 average rating, 135 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.

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.

4.97 out of 5 average rating, 377 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!

Guest favorite

A light-filled living area features a supple leather sectional sofa accompanied by a yellow armchair. A sleek side table rests in front of the fireplace, while a large flat-screen TV is mounted on the wall. Natural light filters through sheer curtains.

4.93 out of 5 average rating, 122 reviews

Fresh & Charming Private Uptown Apartment

Welcome to our inviting and light 2-bedroom apartment in uptown Kingston. The location is a walker's paradise with the best of the historic Stockade district just a stroll away, and is well-situated to explore the Hudson Valley and the Catskill Mountains. Comforts include a leather sectional sofa, Roku SmartTV, HD projector, dishwasher, deluxe bedding for a dreamy night's sleep, blackout curtains, a sound machine, and two armchairs on the front porch.

Guest favorite

A bright living area is featured, showcasing a comfortable green sofa facing a modern TV stand. A circular coffee table, holding books, is situated in the center. Large glass doors allow for abundant natural light, complemented by warm wooden beams and a staircase in the background.

Loft in Kingston

4.97 out of 5 average rating, 133 reviews

Villa Costello,

Welcome to our stunning loft apartment in East Kingston, a hidden gem nestled between the captivating Catskill Mountains and the glistening Hudson River. This location offers more than just a stylish place to stay. With historic attractions, a plethora of fun activities, and delectable dining options. your weekend getaway will be nothing short of memorable. Book your stay now and experience the beauty of East Kingston for yourself!