Family-friendly holiday rentals in Ulster

The living room features a spacious gray sofa adorned with a striped throw, complemented by a wooden table and an elegant chandelier overhead. Natural light enters through large windows, highlighting the decorative fireplace and vintage ceiling details. A desk and plant can be seen in the adjacent area.

4.97 out of 5 average rating, 628 reviews

Explore Historic Uptown Kingston from the Bau Guesthaus, C

Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

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, 317 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

4.93 out of 5 average rating, 262 reviews

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

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!

4.95 out of 5 average rating, 231 reviews

A cozy living space features a stylish leather couch and a flat-screen TV. A wooden barn door leads to the adjoining bedroom, while natural light enters through two windows adorned with simple coverings. A plant adds a touch of greenery, enhancing the atmosphere.

Guesthouse in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

4.94 out of 5 average rating, 142 reviews

The exterior of the brick house is shown, featuring a green roof and a red door. A deck extends from the entrance, and a grassy lawn surrounds the property. Trees frame the background, indicating a tranquil, natural setting.

Home in Kingston

River Retreat, Walk to Hutton Bk Yds, Dog Friendly

Launch your Hudson Valley adventures from our 1875 Brick house. Bring your pooch. We are steps from The Empire State trail, the Hutton Brick Yards, Kingston beach, the dog park and scenic riverside trail. Bike or drive a mile to the roundout, Kingston's revitalized waterfront area. A few miles more and you'll find the historic stockade district. On your return enjoy our fully stocked remodeled kitchen, Roku-TV and luxury queen beds. Dedicated workspace in the master. With 300+MBPS Wifi.

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, 136 reviews

Rondout Rendezvous

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 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, 402 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.

4.78 out of 5 average rating, 158 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.

4.93 out of 5 average rating, 149 reviews

A welcoming entrance is framed by lush green vines, highlighting a pair of white double doors. A red mailbox is mounted to the side, and a decorative mat with a floral design rests on the ground, inviting guests into the space.

Apartment in Rosendale

Shack in the Heart of Rosendale

This unique, centrally located 500 sq ft ground-floor, 1.5 story apartment is in an ideal location to explore Rosendale and the surrounding areas. Located in a 1890s Brownstone, the Shack is a comfortable refurbished studio with hand hewn beams, brick walls and a wood burning stove. Sleep in a queen Murphy bed (pulls down) and prepare food in the kitchenette. Keep in mind nobody above you and the town shuts down at 10 PM so you have a decent amount of peace and quiet.

4.98 out of 5 average rating, 174 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.

4.91 out of 5 average rating, 387 reviews

A spacious living area features a modern gray sofa and a vibrant orange armchair, both positioned on plush rugs. Large windows allow natural light to fill the room, highlighting the rustic hardwood floors and the open layout, while a dining table is visible in the background.

Loft in Kingston

Gorgeous and Expansive Uptown Kingston Loft

Located in historic Uptown Kingston, this space is conveniently located and exceptionally spacious. This two floor loft space is spread across 1600 square feet with rustic hardwood floors, two queen beds on separate floors, a full bath, kitchen, dining table and living spaces on each floor. Walkable to grocery, coffee, take out, park, bicycle rental, liquor store, all the essentials! Kingston STR License No. 016240.

4.96 out of 5 average rating, 197 reviews

A private campsite is surrounded by lush greenery, featuring a safari-style tent alongside a spacious wooden deck. A fire pit is situated near two Adirondack chairs, providing a cozy outdoor setting. Gravel pathways weave through the site, inviting exploration within the natural landscape.

Campsite in Lake Katrine

Private Waterfront Camping Experience

Owner operated PRIVATE single campsite! This quaint little tent and private deck are nestled among the trees on the banks of the Esopus Creek in a great little neighborhood! A way to get back to nature without truly leaving it all behind. A one of a kind private waterfront escape with a fire pit & electric! Running water in season. Kayaks also available in season to enjoy a 2.5 mile stretch of thee Esopus Creek.

Popular amenities for Ulster family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A waterfront home is shown from an elevated view, featuring an expansive deck with outdoor seating and a gazebo. Colorful kayaks are positioned along the water's edge, with lush trees showcasing autumn foliage in the background, contributing to the serene atmosphere.

4.95 out of 5 average rating, 191 reviews

Waterfront Three bedroom in Saugerties w/ Hot Tub

4.94 out of 5 average rating, 254 reviews

A cozy living room is displayed, featuring a comfortable sofa, a wooden coffee table, and a wall-mounted television. Natural light enters through a window, accompanied by decorative plants. A dining area with high chairs is positioned nearby, contributing to the inviting atmosphere.

Home in Bloomington

Couples Getaway, Hot Tub, 3 acres, 5mi to Kingston

The spacious bedroom features a large bed with a geometric patterned duvet and plush pillows. Flanking the bed are two nightstands with lamps. A cozy area rug complements the hardwood floor. Robes are hung on the wall, and a doorway leads to the en suite bathroom.

4.94 out of 5 average rating, 139 reviews

Bluestone Escape - Where everyone is at home.

4.92 out of 5 average rating, 335 reviews

A large, serene pool reflects the surrounding greenery and the stone facade of a historic guesthouse. Sun loungers are positioned beside the water, and well-maintained gardens and patios are visible in the backyard, inviting relaxation and outdoor enjoyment.

Guesthouse in Kingston

The Antique Stone House

4.99 out of 5 average rating, 185 reviews

A comfortable seating area features a light grey sectional sofa adorned with a soft throw and decorative pillows. A round coffee table with a metallic finish sits atop a circular area rug. Natural light filters through a window, illuminating the space.

Guest suite in Woodstock

Woodstock retreat with hot tub and deck with view

An outdoor space features a hot tub surrounded by a gravel area. Two lounge chairs and a glass table are placed near a striped rug. Potted plants are hung along the wooden fence, enhancing the cozy atmosphere.

4.89 out of 5 average rating, 209 reviews

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

4.86 out of 5 average rating, 182 reviews

A hot tub is positioned on a wooden deck, providing a relaxing space surrounded by trees. Two guests are enjoying the warm water, with the cabin's exterior visible in the background. Sunlight filters through the leaves, creating a serene atmosphere.

Tiny home in Kingston

Cabin Noir, Modern meets Rustic, Hot Tub and Views

4.95 out of 5 average rating, 118 reviews

A tranquil riverside setting showcases a wooden deck with several chairs facing the water. Soft lights hang from trees, adding a gentle ambiance. A hot tub is positioned nearby, with lush green trees lining the water's edge, completing the serene outdoor atmosphere.

Home in Lake Katrine

Peaceful Riverfront Cottage with Private Hot tub

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 1,000 reviews

An exterior view of an old milk barn, featuring a wooden door and overgrown greenery surrounding the structure. The rustic charm is highlighted by exposed brick and an angled roof. A few outdoor furniture pieces are positioned nearby, complementing the natural setting.

Farm stay in High Falls

Dave's Milk Barn

4.98 out of 5 average rating, 126 reviews

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.

Home in Kingston

Hillside Views in Hudson Valley

Religious building in Woodstock

The expansive great room features cathedral ceilings with intricate tin details and large, elegant windows that showcase the natural surroundings. A bright green sectional sofa anchors the space, accompanied by a wooden dining table and a cozy seating area near the graceful archway.

4.98 out of 5 average rating, 184 reviews

Magical and serene: The little church on the hill

4.91 out of 5 average rating, 159 reviews

A well-lit bedroom features a spacious bed with white linens and an accent pillow. Bright light streams in through two windows adorned with sheer curtains. A side table with a small lamp adds a touch of warmth to the inviting space.

Condo in Kingston

Cozy & walking distance to town *fall dates!*

4.88 out of 5 average rating, 405 reviews

A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.

Cabin in Rhinebeck

Sunset Bungalow-Mt views on 130acre forest & falls

4.97 out of 5 average rating, 110 reviews

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.

Home in Kingston

Large 2-BR apartment in historic waterfront home

4.89 out of 5 average rating, 157 reviews

A spacious room is showcased with a cozy bed, a small wooden table, and two chairs. A wooden bench is positioned near the entrance. The bathroom doorway is visible, along with a bright mirror and light fixtures. Natural light enters the room through a window.

Guest suite in New Paltz

Newly built apartment steps from Mohonk preserve.

4.87 out of 5 average rating, 146 reviews

A cozy living area features a comfortable brown sofa adorned with throw pillows and a soft blanket. A decorative coffee table sits in front, while a warm fire glows from the indoor fireplace. Large windows provide views of the outdoors, enhancing the inviting space.

Cottage in Stone Ridge

Whimsical Woodland Cottage in Stone Ridge NY

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 220 reviews

Condo in Windham

Hideaway Windham/Hunter Fireplace, Snow & Skiing

4.93 out of 5 average rating, 394 reviews

A cozy living space is highlighted by a light wooden floor and a white shiplap ceiling. A comfortable brown leather couch and an orange accent chair provide seating. A wooden coffee table sits in front of the sofa. Wall art and a floor lamp add warmth to the room.

Cottage in Kingston

Kapitan’s Cottage Private Upstate Catskill Retreat

4.93 out of 5 average rating, 367 reviews

A spacious main area is highlighted by a large bed covered with a floral quilt. A comfortable sofa is positioned nearby, while a wooden café counter with four chairs overlooks natural light coming through the three windows. A coffee bar and kitchen appliances are integrated into the space.

Apartment in New Paltz

Peaceful and Private Boutique Apartment *Pool*

A spacious living area features a hand-built stone fireplace adorned with decorative elements. Large windows allow natural light to fill the room, which includes a dining space with a long table set for guests. Comfortable seating is positioned around the fireplace on a well-defined area rug.

4.95 out of 5 average rating, 109 reviews

MODERN FARMHOUSE in the WOODS

Guesthouse in Stanfordville

A bright living room features a sofa facing large glass doors that open to a view of the forest. A cozy armchair is situated nearby, along with a simple coffee table. A bookshelf contains various items, and a wood stove is positioned in the corner.

4.93 out of 5 average rating, 188 reviews

Eco Cottage in the Woods

4.98 out of 5 average rating, 242 reviews

Guest suite in Hyde Park

The Harvest Guest House~ Hidden Gem with Pool

Guest suite in Saugerties

A spacious living area features large windows allowing natural light to flow in, complemented by a sectional sofa and an ottoman. A television is positioned on a media console, and a rug with a geometric pattern enhances the wooden floor.

4.92 out of 5 average rating, 159 reviews

Tyrolean Style Country House in Saugerties, NY