
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.

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

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.
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!

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.

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.

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.

Spacious, Bright & Airy! Tangerine Dream Suite
You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

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!

Swan Cottage with Expansive Hudson River Views
The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hudson River, is the perfect perch to relax and get away from it all. The front porch is a nice spot to have a cup of coffee and watch the sailboats on the river, while the huge wraparound porch affords terrific views of the river as well as the forest that gives this home a feeling of being high in the tree tops.

A historic Hudson Valley escape at Mini Manor
The Mini Manor is a newly renovated 2 bedroom/ 1 bath apartment, complete with an attic loft, that occupies the entire second and third floor of a 1910 Victorian Farmhouse. We have lovingly rehabbed this property to bring it back to its former glory and provide a relaxing Hudson Valley escape. *Please note: You are renting the upstairs unit, not the entire house. A long-term tenant lives in the downstairs unit.

Peaceful large Hudson Valley private guest suite
Mid-century home with private entrance guest suite on 5 acres. Queen bed, full kitchen, modern amenities, luxury dishware, flatware and quality linens. I keep the suite super clean and uncluttered just for Airbnb guests! Decorated with vintage and modern furnishings contribute to a peaceful retreat. 5 min drive to Kingston, 15 min to Woodstock and Saugerties.

Historic Strand House - Unit 2 Woolsey Suite
Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.
Popular amenities for Ulster family-friendly rentals
Family-friendly home rentals with a hot tub

Relaxing secluded stay with loving social animals.

Bluestone Escape - Where everyone is at home.

The Antique Stone House

Woodstock retreat with hot tub and deck with view

Hudson Valley Evergreen Treehouse

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Hot tub with stunning views, 5 min to Woodstock

Antique Uptown Charmer w/ Five-Star Modern Kitchen
Family- and pet-friendly home rentals

1913 Church - Serene and Magical

Dutch Touch Woodstock Cottage

Large 2-BR apartment in historic waterfront home

Newly built apartment steps from Mohonk preserve.

Charming Historic Home Near Waterfront Restaurants

'The Blue Jay Cottage' - Privacy With A View!

Cozy Winter Upstate Cabin

Waterfront, Dog & Family Friendly, Cozy Cottage
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Cottage with Private Deck on 8 acres of Woods

Kapitan’s Cottage Private Upstate Winter Retreat

4Br Mountain Brook House on 130 acres w/ trails

Le Petit Abris at Gunks EcoLodge

Airy & Private Escape on Mountain Rest Road *Pool*

The Harvest Guest House~ Hidden Gem with Pool

Warm & Comfortable Family 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 | $275 SGD | $277 SGD | $265 SGD | $281 SGD | $322 SGD | $338 SGD | $378 SGD | $372 SGD | $345 SGD | $363 SGD | $322 SGD | $314 SGD |
| 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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 15,630 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
160 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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- Rentals with outdoor seating Ulster
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- Flat rentals Ulster
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- Rentals with pools Ulster
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- Rentals with a hot tub Ulster
- Pet-friendly rentals Ulster
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- Rentals with a firepit Ulster
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- Rentals with an EV charger Ulster
- Rentals with a fireplace Ulster
- House rentals Ulster
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- Family-friendly rentals Ulster County
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- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Zoom Flume
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- New York State Museum
- The Egg
- Bear Mountain State Park
- Taconic State Park
- Norman Rockwell Museum
- Opus 40




