
Family-friendly holiday rentals in Ulster
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Ulster
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Colonel Hasbrouck’s 1735 Stone House, Street Level
Step through the red door into a designated landmark dating from 1735. Light from tall colonial Dutch windows reflects off the hand-restored wide-board floors and the decorative fireplace. There’s a backyard view through the split Dutch door. The apartment is cleaned according to Airbnb's enhanced cleaning protocol. It has a small Roku TV, and an infant pack and play, high chair, and bouncer seat. Internet is powered by the fastest tier available. Downstairs you'll find a bright and airy living room in the front, the light from the tall colonial dutch windows reflected off of the hand-restored original wide-board floors. Past the large decorative fireplace is a newly renovated full kitchen and dining nook, with a backyard view through the split dutch door. Upstairs is a modest but modern bathroom with a heated towel rack, and two bedrooms, each with a 12" queen-sized memory foam mattress on a solid steel frame. For your comfort, the apartment has its own heating and cooling controls, with separate programmable thermostats for upstairs and downstairs. Check-in is done automatically via keypad (your personal code is sent via email when you book), but we’re right next door to answer your questions or point you to a good restaurant. The Colonel Abraham Hasbrouck House is in the historical Stockade district. At the center of Kingston, the first capital of New York State, the neighborhood is charming and walkable with some great restaurants, bars, cafes, and shops. Here's how most folks get here. By bus: 5 minutes on foot from the Trailways bus terminal, about 2 hours from the Port Authority By car: 3 minutes from exit 19 of I-87, about a 90-minute drive from the GW bridge. By train: 20 minutes by car from the Rhinecliff Amtrak station, about 2 hours by train from Penn Station If you're coming by car, parking is free on our street, and finding a spot is usually pretty easy on weekends and weekdays after 5pm. Otherwise, there are 3 paid municipal lots you can use, all within two blocks. We've taken a lot of care to preserve the original wide-board floors, but since they came from trees that started growing before Henry Hudson came up the river, they're crooked and creaky. Take care when walking on them and the stairs to the bedrooms upstairs, and feel free to use the slippers we've provided.

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.

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!

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!

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.

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.

DeMew Townhouse in Historic Kingston
DeMew Townhouse is beautiful duplex apartment located in a renovated 1850s building overlooking Hideaway Marina in the Rondout district of Kingston. The building boats a rich history: the main floor of the building served as a speakeasy during Prohibition. It has hand rubbed oak floors, a renovated kitchen and bath and 14 windows providing views of the Rondout. With a spacious open plan, the DeMew Townhouse is the perfect location from which to explore Kingston and the Hudson Valley.

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.

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.

Private Studio Close to Downtown Rhinebeck
This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

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!

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.
Popular amenities for Ulster family-friendly rentals
Family-friendly home rentals with a hot tub

The Antique Stone House

Woodstock retreat with hot tub and deck with view

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Cabin Noir, Modern meets Rustic, Hot Tub and Views

Peaceful Riverfront Cottage with Private Hot tub

Hudson River views with pool and hot tub

River View outside Kingston w/ Hot Tub & Sauna
Family- and pet-friendly home rentals

Lovely 1 bedroom apt. with free parking in Rondout

Hillside Views in Hudson Valley

Magical and serene: The little church on the hill

Rustic Charm Meets Comfort: The Washburn Cabin

Sunset Bungalow-Mt views on 130acre forest & falls

Large 2-BR apartment in historic waterfront home

Fresh & Charming Private Uptown Apartment

Newly built apartment steps from Mohonk preserve.
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Kapitan’s Cottage Private Upstate Catskill Retreat

Le Petit Abris at Gunks EcoLodge

Airy & Private Escape on Mountain Rest Road *Pool*

Eco Cottage in the Woods

Modern Upstate Cabin, near Rhinebeck NY

The Harvest Guest House~ Hidden Gem with Pool

Curl Up & Relax, Stylish Stay nr Woodstock
When is the best time to visit Ulster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 184 | € 185 | € 178 | € 188 | € 216 | € 226 | € 248 | € 235 | € 215 | € 244 | € 216 | € 210 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Ulster

Total holiday rentals
Explore 240 holiday rentals in Ulster

Nightly prices starting at
Ulster holiday rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 15,950 verified reviews to help you choose

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
240 of Ulster holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ulster rentals

4.9 Average rating
Ulster stays are highly rated by guests – averaging 4.9 out of 5!
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Windham Mountain
- Resorts World Catskills
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Opus 40
- Beartown State Forest
- Hunter Mountain Resort
- Albany Center Gallery