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Holiday rentals in Ulster

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Top-rated holiday rentals in Ulster

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

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Top guest favourite
The living room features a spacious gray sofa adorned with a striped throw, complemented by a wooden table and an elegant chandelier overhead. Natural light enters through large windows, highlighting the decorative fireplace and vintage ceiling details. A desk and plant can be seen in the adjacent area.
Flat in Kingston
4.97 out of 5 average rating, 691 reviews

Explore Historic Uptown Kingston from the Bau Guesthaus, C

Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

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Top guest favourite
Guest house in Hurley
4.99 out of 5 average rating, 124 reviews

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.

FamilyLocationHot tub

Superhost
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.
Guest house in Kingston
4.94 out of 5 average rating, 250 reviews

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 grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

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Superhost
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
4.99 out of 5 average rating, 147 reviews

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.

LocationValueLong stay

Top guest favourite
Home in Kingston
4.99 out of 5 average rating, 149 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This restored home will be your base camp for adventures, but once you come you won’t want to leave! Quiet workspaces, printer, choose your vibe to get work done.

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Guest favourite
Cabin in Kingston
4.91 out of 5 average rating, 115 reviews

Modern Getaway in Kingston - 1.5hr from NYC

Split-level 5 bd 3 ba home with a private pool, BBQ grill and fire pit. We have a fully stocked kitchen, children's items & are just 5 minutes from town. We‘re looking to share our home as a peaceful retreat with families and quiet groups only as we have neighbors close by. This is our personal home and we have a no-shoe policy. We kindly ask that you pass on this house if you are not comfortable with this. 1 pet under 35 lbs allowed with a pet fee.

LocationFamilyLayout

Top guest favourite
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
4.95 out of 5 average rating, 369 reviews

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

LocationValueAir conditioning

Guest favourite
Flat in Kingston
4.92 out of 5 average rating, 153 reviews

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.

LocationValueKitchen

Top guest favourite
Flat in Kingston
4.98 out of 5 average rating, 780 reviews

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.

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Top guest favourite
The exterior of the house showcases a charming two-story structure with light siding and a vibrant red front door. Lush greenery surrounds the property, complemented by a well-maintained lawn and a pathway leading to the entrance.
Cottage in Port Ewen
4.99 out of 5 average rating, 191 reviews

Swan Cottage with Expansive Hudson River Views

The Swan Cottage was built in 1923 and was fully renovated in 2020. The idyllic location, on a bluff overlooking the Hudson River, is the perfect perch to relax and get away from it all. The front porch is a nice spot to have a cup of coffee and watch the sailboats on the river, while the huge wraparound porch affords terrific views of the river as well as the forest that gives this home a feeling of being high in the tree tops.

LocationFamilyNearby

Top guest favourite
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
4.91 out of 5 average rating, 436 reviews

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.

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Guest favourite
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.
Flat in Kingston
4.89 out of 5 average rating, 130 reviews

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.

LocationValueHiking

Popular amenities for Ulster holiday rentals

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.