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Vacation rentals in Ulster

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Top-rated vacation rentals in Ulster

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

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Top guest favorite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.99 out of 5 average rating, 159 reviews
Top guest favorite
Guesthouse in Hurley

Cozy Hillside Hideaway with Hot Tub

Enjoy the peace and quiet of the Catskills with easy access to all that mid Hudson valley has to offer. 5 minutes to Uptown Kingston and the O&W and Wallkill rail trails; 15-25 minutes to Rhinebeck, Ashokan Reservoir, Woodstock, Saugerties and New Paltz; 30-45 minutes to Lake Minnewaska, Mohonk Mtn House, Belleayre, Hunter and Wyndham. Also close to a number of wedding venues (Hasbrouck House, Senate Garage, Hutton Brickyards…). Guest apt is attached to our home but you have a private entrance.

4.99 out of 5 average rating, 129 reviews
Top guest favorite
The home's front facade is shown in evening light, with warm illumination emanating from the windows. The entrance features a traditional door framed by greenery, and side lights provide additional light. The pathway is lined with garden lighting, enhancing the welcoming appearance.
Home in Kingston

Uptown kid/dog friendly home w yard tennis & park

Sunny Colonial Uptown Across from Park | Dog-Friendly | Family-Ready Bright, airy, and perfect for exploring Kingston and the Hudson Valley. This home is designed for comfort, fun, and relaxation. Step outside and you’re across from park with trails, playground, petting zoo, tennis courts, and a dog park—something for everyone. Whether you’re planning a family or romantic getaway, weekend with friends, or a pet-friendly escape, this home has every comfort and a prime and walkable location.

4.99 out of 5 average rating, 149 reviews
Guest favorite
A spacious hot tub sits by the tranquil waterfront, with serene views of the creek and surrounding trees. Adirondack chairs are positioned nearby, inviting relaxation under clear blue skies.
Home in Lake Katrine

Waterfront Cottage - Hot Tub, Kayaks and Fire Pit

Welcome friends to our beloved waterfront cottage right on the Esopus Creek, in the beautiful Catskills! Whether you’re seeking a peaceful retreat, fun for the family, or a romantic escape, our 2-bedroom home is your perfect Catskills destination. With kayaks for adventures on the creek (Spring through Fall), a firepit with water views, outdoor dining with a grill, and located close to lots hiking and nearby towns, like Woodstock and Saugerties, you'll only wish you could stay here longer!

4.95 out of 5 average rating, 109 reviews
Top guest favorite
A spacious bedroom features a wrought iron bed dressed in neutral linens, accompanied by decorative pillows. Exposed brick and stone walls add character, while wooden beams and a warm area rug enhance the inviting atmosphere. Soft lighting from bedside lamps casts a gentle glow.
Apartment in Kingston

Garden apt with river views in downtown Kingston

Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

5.0 out of 5 average rating, 129 reviews
Guest favorite
A cozy living space features a stylish leather couch and a flat-screen TV. A wooden barn door leads to the adjoining bedroom, while natural light enters through two windows adorned with simple coverings. A plant adds a touch of greenery, enhancing the atmosphere.
Guesthouse in Kingston

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

4.94 out of 5 average rating, 253 reviews
Superhost
Apartment in Kingston

Tangerine Dream~king suite/ perfect for two

You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

4.9 out of 5 average rating, 162 reviews
Top guest favorite
Apartment in Kingston

Airy Two-Bedroom in a 1735 Stone Landmark

This two-story apartment is part of the Colonel Abraham Hasbrouck House, a registered landmark built in 1735 in Kingston's walkable Stockade District. Tall colonial Dutch windows light the hand-restored wide-board floors in the living room, and the renovated kitchen and dining nook look out on the backyard through a split Dutch door. Upstairs are two queen bedrooms and a modern bath with a heated towel rack. Dual-zone climate control and keyless entry.

4.98 out of 5 average rating, 787 reviews
Guest favorite
A spacious living area features a modern gray sofa and a vibrant orange armchair, both positioned on plush rugs. Large windows allow natural light to fill the room, highlighting the rustic hardwood floors and the open layout, while a dining table is visible in the background.
Loft in Kingston

Gorgeous and Expansive Uptown Kingston Loft

Located in historic Uptown Kingston, this space is conveniently located and exceptionally spacious. This two floor loft space is spread across 1600 square feet with rustic hardwood floors, two queen beds on separate floors, a full bath, kitchen, dining table and living spaces on each floor. Walkable to grocery, coffee, take out, park, bicycle rental, liquor store, all the essentials! Kingston STR License No. 016240.

4.91 out of 5 average rating, 440 reviews
Guest favorite
A cozy living room features a gray sofa layered with a striped throw blanket and decorative pillows. A wooden coffee table occupies the center, complemented by a metal bowl. Soft natural light enters through a large window, contrasting with the exposed brick wall behind the seating area.
Apartment in Kingston

A historic Hudson Valley escape at Mini Manor

The Mini Manor is a newly renovated 2 bedroom/ 1 bath apartment, complete with an attic loft, that occupies the entire second and third floor of a 1910 Victorian Farmhouse. We have lovingly rehabbed this property to bring it back to its former glory and provide a relaxing Hudson Valley escape. *Please note: You are renting the upstairs unit, not the entire house. A long-term tenant lives in the downstairs unit.

4.89 out of 5 average rating, 132 reviews
Top guest favorite
The exterior of the house showcases a modern rustic design, featuring a stone and wood façade. Large picture windows reflect the surrounding nature, while an outdoor fire pit is surrounded by several Adirondack chairs on a grassy area. A dining table and chairs are positioned nearby.
Home in Rhinebeck

Eagle Rock House

FRESH AIR • SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Eagle Rock House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space.

5.0 out of 5 average rating, 266 reviews
Top guest favorite
The exterior of the Strand House is characterized by its restored brick facade and historic architecture. Large windows allow natural light to illuminate the space. A welcoming entrance is complemented by a small set of steps and vibrant yellow flower planters at the base.
Apartment in Kingston

Historic Strand House - Unit 4 Joyce Suite

Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.

4.95 out of 5 average rating, 300 reviews

Popular amenities for Ulster vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Ulster's top sights

Kingston Farmers Market

150 locals recommend

Hudson River Maritime Museum

116 locals recommend

Catskill Animal Sanctuary

88 locals recommend

Forsyth Nature Center

62 locals recommend

Senate House State Historic Site

47 locals recommend

Trolley Museum of New York

41 locals recommend

Other great vacation rentals in Ulster

Guest favorite
A tiny house is nestled in a snow-covered yard, surrounded by trees. A picnic table sits adjacent to the house, with a small fire pit nearby. In the background, a canoe is positioned on the ground, and other structures are visible, creating a tranquil outdoor setting.
Tiny home in Kingston

Tiny house on the Esopus creek

4.9 out of 5 average rating, 200 reviews
Top guest favorite
A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.
Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

4.95 out of 5 average rating, 374 reviews
Top guest favorite
Apartment in Kingston

Cozy Uptown Getaway

4.98 out of 5 average rating, 128 reviews
Top guest favorite
Home in Kingston

Antique Uptown Charmer w/ Five-Star Modern Kitchen

4.99 out of 5 average rating, 152 reviews
Guest favorite
The entrance features a striking red door adorned with a brass plaque labeled 'DeMew Townhouse.' Lush green vines and colorful flower pots with blooming flowers are positioned at the foot of the stairs, enhancing the welcoming atmosphere of the entryway.
Apartment in Kingston

DeMew Townhouse in Historic Kingston

4.95 out of 5 average rating, 320 reviews
Top guest favorite
Home in Kingston

Shatemuc, a magical getaway on the Hudson River

4.97 out of 5 average rating, 69 reviews
Top guest favorite
A modern living area features a large stone fireplace, surrounded by two coral-colored sofas and a circular wooden coffee table. Expansive windows allow natural light to fill the space, while shelves line the walls filled with books. A soft area rug enhances the cozy setting.
Home in Port Ewen

Hudson Waterfront Mid-Century Modern Home

4.97 out of 5 average rating, 87 reviews
Top guest favorite
The exterior of the modest house features a reddish-brown facade surrounded by well-maintained greenery. A paved path leads up to the entrance, which is sheltered by a small porch. Adjacent parking is available in a driveway next to the house, with a vehicle parked nearby.
Home in Kingston

Little Brown House

4.94 out of 5 average rating, 72 reviews

Frequently Asked Questions

  • What are the best places to stay in Ulster?

    Visitors frequently choose stays in historic hamlets, scenic countryside, or neighborhoods near the Hudson River for a locally rooted experience. Farmhouse-style accommodations and homes near parks are also popular.

  • What are the best things to do in Ulster with kids?

    Children frequently enjoy exploring nature preserves, seasonal u-pick farms, and interactive exhibits at local museums. Outdoor fairs and craft workshops are also popular when available.

  • What are some of the best things to do in Ulster?

    Explore historic sites, local art galleries, and Hudson Valley hiking trails. Ulster also has farm markets, craft breweries, and occasional music or food festivals, drawing a mix of interests.

  • How is the weather in Ulster?

    Ulster has cold winters, ranging from 16–40°F (-9–4°C) and snow is common. Summers are warm, often between 58–82°F (14–28°C), with occasional rain; spring and fall bring moderate temperatures and changing foliage.

  • When is the best time to visit Ulster?

    Late spring through autumn is often recommended for mild weather, outdoor activities, and seasonal festivals. Fall foliage in the Hudson Valley draws many visitors, while winter brings a quieter atmosphere.

  • What are the best places to visit in Ulster?

    Explore Hudson River waterfronts, historic downtown areas, and the Ulster County Fairgrounds, which hosts events year-round. Art galleries, antique shops, and nature preserves are also frequently suggested.

  • What are some hiking trails in Ulster?

    Ulster has access to forested trails in the Catskill foothills, riverside walks, and nature preserves. Trails often pass through woodlands or open fields, and some connect to larger regional routes.

  • What are some family activities we can do in Ulster?

    Families often explore local parks, nature trails, and seasonal pick-your-own farms around Ulster. Museums and craft fairs also bring fun activities for all ages throughout the year.

  • What are some of the best day trip ideas from Ulster?

    You can explore nearby artists' towns, regional state parks, or visit historic riverfront villages around the Hudson Valley. Exploring farm markets, local museums, or wineries is frequently suggested for a day out.

  • Are there any pet friendly accommodations available in Ulster?

    Many accommodations in Ulster welcome pets, especially in countryside areas or near local parks. Check stay descriptions and communicate with hosts about specific pet policies before booking.

  • What are some local tips for visiting Ulster?

    Farmers markets and local fairs can be a source for fresh produce and crafts. Many small shops and restaurants are locally owned, and hiking trails are best enjoyed with sturdy footwear and weather-appropriate gear.

  • What is Ulster known for?

    Ulster is known for its historic communities, scenic Hudson Valley landscapes, and a mix of local farms and outdoor spaces. The area also has antique shops, locally rooted food traditions, and access to hiking in the Catskill foothills.

  • What are the best hidden gems to explore in Ulster?

    Smaller art studios, farm stands, and locally owned vintage shops offer unique finds around Ulster. Peaceful walking trails and lesser-known historic sites provide quieter alternatives to bigger attractions.

  • What are the best foods to try in Ulster?

    Ulster has local apple cider, maple products, and cheeses sourced from area farms. Seasonal produce appears in pies, baked goods, and at traditional diners, and you may find locally inspired craft beer.

  • What should I bring for a trip to Ulster?

    Pack layers—winters are cold, and summers can be warm with a chance of rain. Comfortable walking shoes, a reusable water bottle, and a jacket for outdoor activities are useful year-round.

  • What is the nightlife in Ulster like?

    Nightlife in Ulster includes casual pubs, live music venues, and locally owned restaurants with comfort food and regional drinks. Many establishments have a relaxed, welcoming atmosphere popular with both visitors and residents.

  • What are the most popular events or festivals in Ulster?

    The Ulster County Fair, fall harvest festivals, and craft shows draw visitors in late summer and autumn. Farmers markets and holiday parades are also often recommended for a taste of local traditions.

  • Are there family friendly vacation rentals in Ulster?

    Many vacation rentals in Ulster are family friendly, including options with spacious yards, extra bedrooms, or convenient access to local parks. Families often enjoy neighborhoods around the Hudson River or near community centers.

Destinations to explore