Villa vacation 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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Superhost

Villa in Wallkill

4.96 out of 5 average rating, 25 reviews

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 the correct number of guests at time of inquiry to accurate pricing. For early / late check out options check “other details”. Now let’s kick back and enjoy the Gunks!

Oct 29 – Nov 5

R12,367 ZAR per night

Guest favorite

Villa in Kerhonkson

4.94 out of 5 average rating, 49 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!

Sep 7 – 14

R6,812 ZAR per night

Guest favorite

Villa in New Paltz

4.94 out of 5 average rating, 17 reviews

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, hiking trails, and a covered outdoor eating area great for all weather. Enjoy the homes private rock-climbing gym, outdoor swing, hot tub, fully equipped kitchen, pool table, towel warmers, and good expresso machine. Every room has a dedicated work space with high speed internet throughout the house.

Jan 21 – 28

R13,111 ZAR per night

Guest favorite

Villa in Kerhonkson

4.98 out of 5 average rating, 189 reviews

Villa Retreat in nature with private yoga studio

This gem is hidden in a beautiful pine forest with private little creek and stunning mountain views. It is a very unique space with its own private yoga/meditation studio, home theater, jacuzzi, full kitchen and much more. The place breaths with tranquility and peace and was stylishly decorated with a lot of care and consideration to guests' experience. Just come as you are and enjoy as we have all you need here including top notch complimentary tea, coffee, yoga mats and much more!

Mar 9 – 16

R15,206 ZAR per night

Villa in Monticello

4.73 out of 5 average rating, 30 reviews

Spacious Privat Sunset Estate, Hotub, Pond, 20+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 ✔ Fully Equipped Kitchen ✔ Pond with small Island ✔ Large Hot Tub ✔ Pool Table ♛ Guest Favorite ♛ One of the most loved Airbnbs!

May 12 – 19

R7,524 ZAR per night

Villa in Kerhonkson

Mountain house on 24 acres with views

The High Peaks House is a modern-rustic mountain getaway. A true home away from home. Perched on a hill with views of the Catskill mountains, you’ll reconnect with nature on 24 private acres. Unplug in front of the stone fireplace, unleash your inner chef in the country kitchen, or relax in the oversized tub. The home offers real tranquility without being remote. Just minutes away from stylish restaurants, local distilleries, hiking trails, and so much more.

Dec 8 – 15

R6,293 ZAR per night

Guest favorite

Villa in Woodstock

4.92 out of 5 average rating, 129 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.

Mar 2 – 9

R3,401 ZAR per night

Villa in Liberty

Catskills Pond Getaway

Lavish 4 bedroom contemporary in the heart of the Catskill Mountains with open spaces soaked in natural light on a 6 acre estate with a spring fed pond & forested surroundings. The pond allows for swimming, boating, kayaking, a paddle boat & more. All this just steps away from the large patio which boasts 6 person jacuzzi, fire pit, seating area, outdoor dining area, ping pong, corn hole games and toy chest with various outdoor games. 3A/C units

Sep 5 – 12

R12,679 ZAR per night

Superhost

Villa in Monticello

4.85 out of 5 average rating, 40 reviews

Catskills Estate+ Pool, Indoor Hotub! GameRm, 20+

Spacious property with tons of living space! Starring a gorgeous sunroom with our INDOOR Hot Tub, a heated Pool, Game Room with a pool table, foosball table and games for everyone to hang out and enjoy. Don't miss the BBQ grill, firepit, kitchen, bright dining room or comfy TV couches! A perfect Getaway to our beautiful private mini-estate in the heart of the Catskills, just 90 minutes from NYC. [16+ guests ask for price)

Sep 21 – 28

R13,205 ZAR per night

Villa in Elka Park

Relaxing retreat with sauna and fireplace.

Take it easy at this unique and tranquil getaway in the catskill mountains. Plenty of space, and comfort! Relax with the help of the infrared sauna, shower/steam room and amazing views this 3 story house has to offer! A 5 minute drive to Hunter Mountain for daily skiing & tubing and 25 minutes to windham mountain for night skiing. Enjoy cross country skiing and snowshoeing on the massive property as well!

Nov 15 – 22

R21,431 ZAR per night

Superhost

Villa in Clintondale

4.99 out of 5 average rating, 82 reviews

BEAUTIFUL MODERN VILLA WITH POOL SUANA HOT TUB...

SPEND YOUR STAY IN A SPACIOUS AND SUN-FILLED MODERN HOME ACOMMODATING 10 IN COMFORT AND STYLE. Located on a friendly residential road where suburban life fuses with its rural surroundings, this inviting and airy home with its surrounding property offer an experience that will make you wish you lived here full-time.

Oct 1 – 8

R14,574 ZAR per night

Guest favorite

Villa in Mount Tremper

4.96 out of 5 average rating, 97 reviews

Sunset Mountain Retreat - mins from Woodstock

Luxurious retreat on 15 acres with mountain views, Chef's kitchen, fireplaces, and serene porch. Designed by architect Barry Price. Minutes from Woodstock, Phoenicia, skiing, hiking, and dining. Your perfect upscale getaway! -> See the you tube video: Nicola - 15 acres

May 30 – Jun 6

R9,831 ZAR per night