Cottage holiday rentals in Ulster County

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Top-rated cottage rentals in Ulster County

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Guest favourite
An open living area is highlighted by a wood-burning stove, providing warmth to the space. A dining table with chairs is positioned adjacent to large windows, allowing natural light to fill the room. A globe and a cozy blanket add decorative touches.
Cottage in West Shokan
4.95 out of 5 average rating, 189 reviews

Catskills Getaway w/AC on 3 Acres near Woodstock

You have the whole house and three acres to enjoy. The two bedrooms are upstairs, with skylights and a bright, airy feel to them. The wood burning stove is an awesome way to make things cozy. There's also a firepit and grill you're welcome to use. Guests have complete access to the home and three-acre property. The garage on the property is inaccessible by guests. We're available to contact anytime. Hike, ski, swim, bike, do yoga, or whatever comes to mind— all is possible in the Catskills. The Ashokan reservoir bike/walk path is a few miles down the road. Not far the other way is Marty's Mercantile for coffee, lunch, and basic supplies. There's plenty of parking in the driveway. Don't expect to Uber while up here. Walk, bike, or ride a horse instead. :) There's plenty of parking in the driveway.

Top Guest favourite
A modern cottage exterior is shown, featuring a spacious deck that leads to a grassy area. Adirondack chairs are arranged on the deck, accompanied by a BBQ grill nearby. The cottage has a striking dark facade with a red roof and a welcoming wooden door.
Cottage in Accord
4.99 out of 5 average rating, 115 reviews

Peaceful Cottage-in Private 5-acre field

Modern cottage with large outdoor living area in a beautifully secluded 5-acre field. A quiet and romantic getaway centrally located to Arrowood Farms, Westward Orchard, Inness Resort & Golf, Butterfields, Ollie's, as well as local hiking including Minnewaska State Park and the Mohonk Mountain House. Escape to a calm and relaxing environment with updated amenities yet pet-friendly. Enjoy lounging and dining on the deck while watching the wildlife or simply roasting s'mores in the fire pit.

Guest favourite
The main living area showcases a cozy seating arrangement featuring a sofa and a lounge chair, positioned on a multi-colored area rug. A floor-to-ceiling stone fireplace serves as a focal point, and the open layout includes a kitchen area with modern appliances and a spiral staircase leading to the loft.
Cottage in Kerhonkson
4.88 out of 5 average rating, 260 reviews

Beautiful stream side cottage in the woods

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Guest favourite
The exterior of the Little Yellow Cottage features a charming yellow facade with white trim. A round window and a cupola add character to the roof. Surrounding greenery provides a natural setting, while a small white statue of a goat sits in front of the entrance steps.
Cottage in Highland
4.89 out of 5 average rating, 672 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

Top Guest favourite
The garden area showcases a charming cottage entrance framed by greenery. A dining set beneath strung lights invites outdoor dining. A propane grill stands nearby on a stone path, complemented by flowers in pots, adding a touch of color to the serene background.
Cottage in High Falls
4.91 out of 5 average rating, 103 reviews

Historic cottage near Mohonk & Minnewaska, 2BR/2BA

Welcome to the Locktender Cottage! Unique, family-friendly and easily located. 7min to Mohonk Preserve, 16min to Minnewaska, 16min to New Paltz, 16min to Kingston. <2 hr from NYC, 20min from I-87. <1hr to Hunter & Belleayre Enjoy the ultimate Hudson Valley experience staying at our 1860 cottage located in the historic hamlet of High Falls, NY. Access backyard trails to the Rondout Creek and waterfall. Walk to restaurants and shopping. Explore history across the street on the 5 Locks Walk.

Top Guest favourite
An open-plan kitchen and dining area features a large wooden table surrounded by several chairs. A modern kitchen with dark cabinetry and stainless steel appliances is seen in the background. A wood stove is positioned near the window, which offers views of the snowy outdoor scenery.
Cottage in Saugerties
4.95 out of 5 average rating, 342 reviews

New:Cozy Barn-Style Retreat Minutes From Woodstock

Recently featured in Vogue as one of “The Best Airbnbs in Upstate New York for a Weekend Away From the City” - A cozy getaway upstate on 2 acres of beautiful Catskill land. It's only 8 minutes to Woodstock, 5 minutes to the village of Saugerties, and there’s hiking, skiing and swimming within minutes. The entire second floor has been newly renovated including the bathroom and both bedrooms. The first floor is an open layout with kitchen, living and dining areas leading to the backyard deck.

Guest favourite
A charming tiny cottage features a front porch with white railings and hanging flower baskets. Windows are framed with black shutters, allowing natural light to shine in. The surrounding lawn is adorned with blooming flowers and greenery, creating a welcoming entrance.
Cottage in Gardiner
4.93 out of 5 average rating, 341 reviews

Tiny cottage on DiR mini farm

A custom made tiny cottage, located on a private tree lined road with just a few houses on it. The design style is farmhouse rustic with original details. It is private, fully equipped, and centrally located. The front of the cottage has a sun drenched porch equipped with lounge chairs and bbq. The back of the cottage is has a screened in porch, an outdoor huge tub and lounge. It is facing a beautiful pond, a fire pit and deep woods and vibrant nature.

Top Guest favourite
The living room features two comfortable white sofas adorned with red accent pillows, positioned around a wooden coffee table. Natural light floods in through multiple windows, illuminating the space. A decorative flower arrangement sits on the table, enhancing the cozy ambiance.
Cottage in New Paltz
4.99 out of 5 average rating, 577 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Top Guest favourite
A spacious living area features a light-colored couch adorned with blue, green, and yellow pillows. A round coffee table sits in front of it, complemented by a rocking chair in green. A bright yellow wall and large windows enhance the room's openness.
Cottage in High Falls
4.93 out of 5 average rating, 268 reviews

Leggett Cottage

Located in historic High Falls on Leggett Road, one of the loveliest roads in the area, is your private cottage. Just renovated, it has all new amenities. The location is steps away from the rail trail where you can bike or walk. Stone Ridge and High Falls are a half-mile away for all your shopping. Situated between the majestic Shawangunks and the Catskills; outdoor activities, farm to table restaurants, breweries and farmers markets abound.

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, 169 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.

Top Guest favourite
The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.
Cottage in Chichester
4.93 out of 5 average rating, 131 reviews

Stream Come True | Hot Tub, Ski, Hike, Relax

Welcome to Flowing Water, a peaceful streamside cottage in the heart of the Catskills where the sound of rushing water and rustling trees melts stress away. Just minutes from Phoenicia and a short drive to Woodstock, Hunter, and Belleayre, it’s the perfect retreat for skiing, hiking, stargazing, or simply relaxing. Enjoy a hot tub or the firepit under the stars, a wood stove, streamside deck, and peaceful vibes year-round.

Guest favourite
A cozy bedroom features a spacious bed adorned with an orange blanket and decorative pillows. Wall shelves display framed artwork, while light enters through a nearby window. An open doorway leads to a dining area, enhancing the inviting layout.
Cottage in Kerhonkson
4.9 out of 5 average rating, 201 reviews

*superhost* Pet-friendly private cabin

Welcome to the Cherrytown Cottage. This cozy mid-century modern bungalow in the woods is the perfect home for a solo traveler, a couple friends, a couple, or a small family looking for a comfortable stay that’s conveniently located to some of the region's best hikes AND some of the most popular restaurants, orchards, and breweries in the area! (Or simply stay cozied up at home and play board games by the fireplace!)

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