House holiday rentals in Kingston

4.99 out of 5 average rating, 101 reviews

A contemporary house is displayed, featuring a sleek exterior of wood and metal. Expansive windows offer a view of the surrounding trees. A spacious deck extends from the structure, providing a seamless transition to the outdoor environment.

Home in Accord

Accord River House

Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

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.

4.94 out of 5 average rating, 128 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.

The bedroom features two twin beds with light bedding and decorative pillows. A wooden bedside table stands between the beds, alongside a vase of flowers. A round mirror and shelf adorn the wall, with natural light filtering through a nearby window.

4.9 out of 5 average rating, 152 reviews

Serene Kingston home on 1 acre! Kid & Pet Friendly

STR License #012550 Beautiful, relaxing home w/ fire pit, big yard & furnished deck! This clean, shoeless & eco-conscious home sleeps 6 w/ 1 king bed, 2 twin & 1 queen sofa bed. Behaved pets are welcome for an advance fee. We have a high chair, pack n play, toy room, toddler bed & other items for kids. If you're looking for a well-equipped, relaxed spot w/ privacy in Kingston this is it! Located off a private road but address directs to RT 32, a few minutes from fabulous bars & restaurants.

A spacious living area features exposed brick walls complemented by light wood beams. A large, comfortable sofa is positioned across from a television, with two upholstered chairs inviting relaxation. Natural light flows through large windows, highlighting a patterned area rug at the center.

4.87 out of 5 average rating, 143 reviews

Historic 1800s Kingston Waterfront Townhouse

Welcome to our newly renovated two story home in beautiful scenic Kingston, NY. This 3 bedroom, 2 bath loft style home is perfect for many occasions! It boasts a full kitchen stocked with modern stainless steel appliances and style for days. Marvel at the open Brooklyn loft style designing that will impress with its exposed brick and white wood ceiling rafters and light gray floors. Very chic! It is fully furnished with posh sofas and tables that lend beautifully to the sophisticated ambience.

An open living area features a plush gray couch with decorative pillows, complemented by a cozy armchair. The wooden ceiling and walls create a warm atmosphere, while the tiled kitchen area is visible in the background. A front door offers natural light and exterior access.

4.96 out of 5 average rating, 408 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

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, 144 reviews

Uptown kid/dog friendly home w yard tennis & park

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.

4.99 out of 5 average rating, 147 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.

The historic frame house features a distinct blue exterior, accented by white trim and multiple double-hung windows. Flanked by trees showing autumn foliage, the home has a welcoming entryway and is complemented by a stone structure on the right.

4.97 out of 5 average rating, 194 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!

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, 390 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...

4.9 out of 5 average rating, 192 reviews

The spacious great room features vaulted wooden ceilings and large windows allowing natural light to fill the space. Comfortable seating arrangements include a red chair and a variety of couches, while a stone fireplace stands as a central element. Warm wood finishes enhance the cozy environment.

Home in Hurley

Fox Lodge: Hudson Valley / Catskills Getaway

This spacious mid-century lodge w/ modern amenities is the perfect setting to host your family & friends for a memorable getaway. Within just 40 mins to (favorite) Belleayre Ski Resort or 45 mins to Hunter Mountain! Fox Lodge is a split level home with 4 bedrooms and 3 full bathrooms. Step outside of the bright & vaulted great room to BBQ at the grill or relax by the fire pit surrounded by nature. Minutes from the historic Kingston Stockade District & Rondout Waterfront.

4.99 out of 5 average rating, 148 reviews

An aerial view showcases a three-story chalet-style home surrounded by lush greenery. The extensive decks feature ample seating, while the structured landscaping blends seamlessly into the natural surroundings. The driveway leads to the main entrance, providing a welcoming approach.

Home in Port Ewen

Hudson River View w/ Hot Tub & Sauna near Kingston

Water views of the Hudson River from this 3 story wellness chalet style home with plenty of outdoor space. The home offers an outdoorsy feel for relaxing just outside downtown Kingston (car is needed, 5 minutes). Perfect for summer or winter and working from "Home". The home includes a sauna, hot tub, fenced backyard for your pet, 3 decks (the second-story deck is covered so if there's a thunderstorm you can still relax and enjoy the outdoors), grill, and a gas fire pit.