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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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.

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

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. Soak in the hot tub, or make s’mores around the fire pit, visit local breweries/farms. 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!

LocationFamilyPool

4.83 out of 5 average rating, 120 reviews

Superhost

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

Catskills Sunset Mntn Estate, Hotub, Pond, 21+ppl

Refresh 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!

FamilyValueLayout

4.69 out of 5 average rating, 71 reviews

Top Guest favourite

Villa in Town of Shandaken

Deerfoot Inn - Creekside Compound with Hot Tub & S

A perfect Catskills retreat on 4 acres. Deerfoot Inn features 4 bedrooms, exceptional design, and creature comforts. Relax in the hot tub and steam shower. Warm yourself by the outdoor fire pit or stone fireplace. Entertain with the chef’s kitchen, formal dining room, outdoor kitchen and living room. Primary suite with copper clawfoot tub, vanities in each bedroom. Luxury but make it fun. Nearby towns: Phoenicia (10mins), Margaretville (22mins), Woodstock (28mins), Hunter (28mins)

FamilyValueComfort

4.99 out of 5 average rating, 72 reviews

Guest favourite

Villa in Kerhonkson

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.

ValueLocationBackyard

4.96 out of 5 average rating, 356 reviews

An aerial view showcases a modern home with large floor-to-ceiling windows. A rounded fire pit surrounded by seating is visible in the yard, along with an in-ground heated pool. Lush greenery and trees frame the property, highlighting the spacious outdoor area.

Villa in Monticello

Contemporary Lake Front - 5 Acres!

Welcome to your lakeside paradise! This Airbnb gem sits on 5 acres along the region's largest motor boat lake. Enjoy stunning views through floor-to-ceiling windows. Dive into your in-ground heated pool or explore the waters with complimentary kayaks and paddleboards. End your day around the fire pit or cooking in the authentic taboon. Escape to this newly renovated haven for an unforgettable getaway!

FamilyIndoor spacesView

4.33 out of 5 average rating, 3 reviews

Top 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

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.

FamilyLocationQuiet

5.0 out of 5 average rating, 22 reviews