
Villa holiday rentals in Ulster County
Find and book unique villas on Airbnb
Top-rated villa rentals in Ulster County
Guests agree: these villas are highly rated for location, cleanliness and more.

The Falls
A secret treasure in the heart of Woodstock. This waterfall escape is tucked up in the center of town with incredible privacy, a private deck overlooking the waterfalls and located on the entire first floor just up a flight of stairs of the main house. Enter through your own private deck overlooking the waterfalls. Walk to all the great restaurants, galleries and shops around Woodstock. A truly magical experience. amidst the trees on top of the waterfalls. The most sought after Airbnb in town.

Catskills Sunset Estate, Hotub, Pond, 21+ppl
Getaway at Sunset Mountain Estate -enjoy the luscious yards, amenities and natural privacy! Several bedrooms, and family game room. Spend time at the pond in your own island gazebo or grab a beer in BBQ marquee as the grill works its magic. Don’t miss the large Hottub, swingset for kids, volleyball, firepit+ 2 acres of serenity! ✔ Plenty of Bedrooms of all types ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool
Enjoy a luxury nature escape at Boho Chic Villa, under 2 hours’ drive from New York City. This cozy home offers three bright bedrooms, an elegant full kitchen, and unmatched outdoor space. Take a splash in the pool, soak in the hot tub, or make s’mores around the fire pit. Your stay is sure to be an extraordinary experience for the whole family. 6 Min Drive to Minnewaska State Park 8 Min Drive to Kelder’s Farm 10 Min Drive to Stony Kill Falls Experience Kerhonkson With Us & Learn More Below!

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool
Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 2 minutes from the Village of Woodstock. Ski Belleayre, Hunter or Windham. 5-bedroom house w/3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house features heated(off for 2025) pool( still open) Hot-Tub, 3500sf outdoor deck with BBQ grill, fire pit, & large tranquil garden with privacy, Wood pellets burning fireplace.

Spiti Helios: luxury retreat w/hot tub & pool
Καλώς Ορίσατε (welcome) to the beautiful Hudson Valley surrounded by distilleries, wineries (Magnanini Winery 6 minutes away 😉), spas, nature, and whatever your heart desires. Come zen out in this luxurious gem nestled on nearly 2 acres of privacy~did we mention the hot tub? *2-3 night stays get a discounted rate *Please enter all daytime visitors and overnight guests at time of inquiry. For early / late check out options check “other details”. Now let’s kick back and enjoy the Gunks!

Lux Catskills Villa-3 hiking trails with 4br 4bath
The Catskill Park Manor is a luxurious historical abode designed by renowned architect Peter Pennoyer and featured in Architectural Digest, on Upstate House magazine, Forbes Magagine, on two tv shows and was the location for Urban Outfitters 2020 Summer photo shoot. Hike on 131 acres of private trails, go to the famous swimming hole 3 just a three minute drive, drive four minutes away to the Russian Mule brewery where there is live music most weekends! ask us about local events!

Country home with rock climbing gym, pond & creek.
This country-side home is the perfect retreat whether to work from home or enjoy time off with family and friends surrounded by nature. The home has beautiful creek, pond with Koi fish, local hiking trails only minutes away from the property, and a covered outdoor eating area. Enjoy the homes private rock-climbing gym, outdoor swing, fully equipped kitchen, pool table, towel warmers, and good espresso machine. Every room has a dedicated work space with high speed internet.

Spacious 8BR Catskills Cabin w/ Game Room & Deck
Escape to this spacious Catskills log cabin! With 8 bedrooms, 5.5 baths, all year round hot tub, game room, two decks, and large living areas, it’s perfect for groups and family getaways. Enjoy a full kitchen, central A/C, high-speed WiFi, washer/dryer, firepit, and peaceful forest views near parks, trails, lakes, ski resorts, and shops. Gather around the fireplace, explore nature, or relax on the deck. The perfect retreat to relax, connect, and unwind in every season.

Villa Retreat: Yoga Studio, Theater, EV Charger
Multi-level forest villa retreat in the Gunks, perfect for wellness escapes, creative retreats, or group getaways. Enjoy a private yoga studio, 110" home theater, EV charger, handmade furnishings, Casper and Nectar premium mattresses, and inspiring original art. Surrounded by forest with decks, private nooks, and cozy lounges, this beautifully designed home blends boutique comfort with spacious indoor-outdoor flow.

Country House, Mountain Views, Dine, Bike, & Hike
Welcome to Enthusiastic Spirits Main House. World class climbing, biking, swimming, and endless exploring. The Hudson Valley is dotted with great restaurants, craft wineries and distilleries, art galleries, local crafts and historic attractions. New Paltz, Mohonk and Minnewaska are just 10 min away. Simply, a great place to stay and play. We no longer have a hot tub available on this property.

Best pool in town Davos
Take it easy at this unique and tranquil getaway. 4+ acres wrap around deck mini split air conditioning newly renovated clean feeling new furniture close to the castle amusement park Lego land resort world casino skiing supermarket and shops…

Modern Wellness on Trestle Trail New Paltz & Rsndl
Enjoy a stylish experience at this centrally-located home located along the Rail Trail! This is a must for hikers, walkers, furry family members and bikers! So much to see and experience stepping out of the home!
Popular amenities for villa rentals in Ulster County
Private villa rentals

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

Spiti Helios: luxury retreat w/hot tub & pool

Country home with rock climbing gym, pond & creek.

The Falls

Country House, Mountain Views, Dine, Bike, & Hike

Villa Retreat: Yoga Studio, Theater, EV Charger

Best pool in town Davos

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool
Luxury villa rentals

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Lux Catskills Villa-3 hiking trails with 4br 4bath

Spiti Helios: luxury retreat w/hot tub & pool

Country home with rock climbing gym, pond & creek.

Best pool in town Davos

Spacious 8BR Catskills Cabin w/ Game Room & Deck

Catskills Sunset Estate, Hotub, Pond, 21+ppl
Villa rentals with a pool

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Spiti Helios: luxury retreat w/hot tub & pool

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

Best pool in town Davos
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Wawayanda State Park
- Taconic State Park
- Sterling Forest State Park
- Plattekill Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Opus 40
- Benmarl Winery
- Warwick Valley Winery & Distillery
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