Ulster County vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Ulster County

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A large hot tub, illuminated with soft green lights, features bubbling water and multiple jets designed for a hydrotherapy massage experience. The surrounding area is dark, enhancing the tranquil ambiance of the space.

Home in Mount Tremper

4.94 out of 5 average rating, 77 reviews

Comfy Catskills Cottage 3bdr 3ba (near Phoenicia)

Vacation in a delightful, spacious 3-bedroom, 3-bath home nestled in the Catskills, at the foot of a forested mountain. 2 hours from NYC, with a sprawling yard and screened-in back porch. 5 mins from Phoenicia & 15 min from Woodstock, with ample hiking trails, ski resorts, art galleries & spas close by. Updated with modern amenities, this cozy cottage is an ideal place to get together, cook and spend time with friends & family or rest & dine and soak after a day of exploring, hiking or skiing.

Top guest favorite

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Guest favorite

A wooden structure is framed by tall trees, with a circle of six wooden chairs arranged around a fire pit in a snowy landscape. The scene captures a serene winter atmosphere, emphasizing the rustic charm of the cabin.

Chalet in Shandaken

5 out of 5 average rating, 6 reviews

Serenity Estate: Farmhouse+Cottage w Pool & HotTub

Book your dream getaway at our luxurious Catskills Airbnb, Serenity Manor Retreat! Perfect for large groups & families, this charming vacation rental is just 8 minutes from Phoenicia & close to Breweries. Enjoy a swim in the heated pool or relax in the hot tub, gather around the fire pit, and take in the breathtaking Mountain Views. With its storybook charm and modern amenities, this is the perfect escape from the city. Book now & create unforgettable memories in the heart of the Catskills!"

Guest favorite

A spacious wooden deck features a seating area with cozy chairs, a dining table, and an umbrella for shade. Potted plants adorn the space, and a grill is positioned nearby, creating an inviting area for outdoor gatherings.

Home in Woodstock

4.92 out of 5 average rating, 468 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Completely Private w/ Exceptional, Expansive Mountain View, All-Seasons Hot Tub and Sauna. Billiards room, Fireplace, Woodstove, Screen Porch, 300 Vinyl records, Full Kitchen, bathtub and Bidet Surrounded by nature, but 2 miles from center of town. Hiking and creek swimming walking distance This property is for Love. La Dolce Vita. The Love of Friends and Family. The Love of Time. Fall in Love here, with the Land and with One-Another. *No checkins are avail Tgiving,Xmas Day, Easter Sunday

Guest favorite

A sunlit interior features large windows framing expansive mountain views. The space contains wooden beams and a mix of seating, including stylish chairs and a dining table. Elegant dishware is displayed on a sideboard, enhancing the cozy cabin ambiance.

Cabin in Boiceville

4.96 out of 5 average rating, 156 reviews

Catskills Cabin Surrounded by Mountain Views+Spa!

Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

Top guest favorite

A spacious living area features a striking stone fireplace and wood accents. A comfortable leather sofa is paired with a rustic wood coffee table. A television is mounted on the wall, and a staircase leads to the upper level, enhancing the home's inviting atmosphere.

Home in Woodstock

5 out of 5 average rating, 37 reviews

The Ultimate Escape

Escape to the mountains while enjoying all the luxurious comforts of home. From designer bedding in each room to an Italian leather sofa imported from Italy, no detail was spared in this high end retreat. A wise person once said “under promise and over deliver” and that’s exactly what this Woodstock home offers. You will be amazed when you walk through the front door of this 4 bed 3 bath home. Have a furry family member? No problem, we are also dog friendly! 7 min drive to Woodstock

Guest favorite

A spacious living area features wooden beams and warm lighting. A large brown sectional sofa is paired with a patterned armchair, creating a comfortable seating arrangement. A colorful area rug complements the hardwood floor, while an open staircase leads to the upper level.

Chalet in Monticello

4.98 out of 5 average rating, 118 reviews

Riverfront Ski Chalet

Escape to the country air at Sean & Brad's riverfront chalet on the Neversink River. Formerly a popular ski shop and yoga studio, this fully renovated property offers you every possible amenity. Walk across the street to launch your kayak or toss a line into some of the best trout fishing around, roast s'mores around the fire or visit the Resorts World Casino, just 5 minutes away. Golf, hiking, mountain biking, local breweries and distilleries...all just a short distance as well.

Guest favorite

An outdoor deck features a large table surrounded by several chairs, shaded by a spacious umbrella. A grill is positioned nearby, with lush greenery and trees in the background, including a geodome structure visible in the distance under a bright blue sky.

Dome in Monticello

4.96 out of 5 average rating, 26 reviews

007 Geodome

Looking for a vacation that will really stand out from the rest? Look no further! With a unique 007-themed interior, this geodome vacation rental with 1 bathroom is sure to make lasting memories. You can even bring your dogs along! Shred the slopes of Holiday Ski and Fun Park, just 9 miles away, or visit Bethel Woods. Kick back in the cozy interior, have an al fresco meal on the grill, or simply enjoy time with your loved ones. Book now! *Please note this is a non-smoking unit.

Superhost

An outdoor dining area features a rectangular table surrounded by six chairs, positioned on a wooden deck. A serene lake is visible in the background, bordered by lush greenery and grassy fields under a clear blue sky.

Home in Monticello

5 out of 5 average rating, 4 reviews

Catskill Lakefrnt Retreat Air conditioning Private

Take a load off by taking in the views of the lake from all areas of the house and back deck. Fishing boating all fun. Large front and back yard located at end of private mile long driveway. Walk to private fishing pond and picnicking area. Explore, by hiking or picking berries ALL on the property. In between Monticello and Hurleyville. Outdoor dining on the lake. No cars for safety and privacy for young ones and animals. Whimsical drive to your own private Catskills retreat.

Guest favorite

A serene saltwater pool is framed by lush greenery, providing a tranquil escape. Comfortable lounge chairs are positioned around the patio, inviting relaxation. The setting is peaceful, surrounded by trees that enhance the private atmosphere.

Home in Kerhonkson

4.95 out of 5 average rating, 354 reviews

Beautiful Salt Water Pool & Fully Fenced 10 Acres

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Top guest favorite

Home in New Paltz

5 out of 5 average rating, 38 reviews

Luxury Home with Mountain Views

This sprawling home with a spectacular Mohonk view is minutes from the shops and restaurants in the Village of New Paltz. It is within walking distance of the River to Ridge Trail and Mohonk Preserve, offering hundreds of acres of outdoor recreation. This house is designed for entertaining and lounging, with plenty of room for everyone. Perfect for those seeking a vacation with family or friends, it allows for gathering and privacy. The house is impressive inside and out.

Top guest favorite

A screened-in porch is showcased with a well-maintained hot tub and two wooden Adirondack chairs. Surrounding greenery is visible through the screens, creating a serene and private atmosphere.

Home in New Paltz

4.98 out of 5 average rating, 63 reviews

Spacious, Quiet 4 Bedroom + All Season Hot Tub

Modern, clean, family-friendly home on a quiet dead-end street. There is a well-maintained hot tub is on a screened-in porch for year-round use, with a large fenced-in backyard, patio, and Weber grill. There are 4 queen beds with brand new luxury mattresses + a pullout sofa in the den. The two living rooms each have 55" Smart TVs + puzzles, games, and a record player. The kitchen is fully stocked with everything you could ever need. Central heat + A/C + Wifi.