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.

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Guest favourite

A black wooden house is positioned dramatically over a cascading waterfall, surrounded by leafless trees. The structure features a spacious deck with wooden railings, offering scenic views of the flowing water below and neighboring houses visible in the background.

Villa in Woodstock

4.9 out of 5 average rating, 216 reviews

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.

A large red country villa is showcased alongside a well-maintained lawn, framed by trees. Large windows allow natural light to flow into the house. A stone path leads from the driveway to the entrance, which features a welcoming covered porch.

Villa in Monticello

4.65 out of 5 average rating, 63 reviews

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!

Superhost

A collage featuring four aspects of the home. The top left displays a cozy living area with a fireplace and comfortable seating. The top right shows a hot tub surrounded by a wooden fence. The bottom left highlights a retro arcade setup with colorful lighting. The bottom right features a dining table set for a meal.

Villa in Kerhonkson

4.88 out of 5 average rating, 110 reviews

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!

Villa in Woodstock

4.84 out of 5 average rating, 82 reviews

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.

The exterior of a spacious historical manor is presented, surrounded by greenery and trees. A vibrant pink flowering tree is visible to the left, while the house features multiple balconies, large windows, and a welcoming entrance. The overall setting offers a serene natural backdrop.

Villa in Neversink

5 out of 5 average rating, 8 reviews

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!

Superhost

The country-side home features a charming exterior with a blue metal roof and inviting front porch. Lush greenery surrounds the property, enhancing the tranquil outdoor setting. A stone pathway leads to the entrance, framed by manicured hedges and flower beds.

Villa in New Paltz

4.88 out of 5 average rating, 32 reviews

Charming Country Home with Hot Tub, 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.

Top Guest favourite

Villa in Kerhonkson

4.97 out of 5 average rating, 303 reviews

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.

Guest favourite

A spacious bedroom features a king size bed against a wall with large windows offering pleasant views. Two green chairs are positioned around a small table, creating a cozy seating area. Light wood accents on the ceiling enhance the room's airy feel.

Villa in New Paltz

5 out of 5 average rating, 14 reviews

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.

A heated pool is surrounded by a spacious patio, featuring a smooth stone surface. The pool is bordered by a safety fence, and lush greenery is visible in the background, providing a serene outdoor setting for relaxation.

Villa in Woodridge

4.35 out of 5 average rating, 20 reviews

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…

Superhost

The house features a light blue exterior with a welcoming front porch that has several steps leading to the entrance. Large windows allow natural light to fill the home. Surrounding greenery adds to the tranquil setting of the property.

Villa in Rosendale

4.83 out of 5 average rating, 23 reviews

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!