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Cottage vacation rentals in Ulster County

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Top-rated cottage rentals in Ulster County

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Cottage in Kerhonkson

4.88 out of 5 average rating, 496 reviews

Mod Scandinavian! Tiny Flower Farm

Minimalistic Cottage with spacious deck under the stars! Midst of Hudson Valley! Clean, Comfortable. Mountain Views! Perfect location. Sustainable. Stars!! Activities activities. Hiking, skiing!! Yes, it's beautiful here! Memorable. Catskills views. Minnewaska Preserve, Mohonk/Gunks within minutes. Tall windows. Former Air Traffic Cont. room. Kitchen w/Italian granite,tiled shower. Enjoy, take care of it. Leave as found, pls! We love it! you will too! Pls read detailed listing and other. 🩷😊

Cottage in Highland

4.9 out of 5 average rating, 582 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!

Cottage in Accord

4.89 out of 5 average rating, 241 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Cottage in West Park

4.84 out of 5 average rating, 208 reviews

Rustic, Sunny, Little Red Cottage in the Woods

Just outside of New Paltz, the cottage is 400 square feet, plus loft area, in addition to a 120-square-foot (winterized) screened-in porch with bistro table and additional relaxation spots. The main room hosts a double-size, comfortable futon couch, a dining table for four or more, a fully equipped kitchen providing all the basic amenities. The loft (up a ladder) hosts a super-comfy queen-sized bed. There is a small stone patio with an outdoor dining table with umbrella and a barbeque grill.

Cottage in Kerhonkson

4.86 out of 5 average rating, 198 reviews

Kerhonkson cottage in the woods with stream

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 bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Cottage in Saugerties

4.94 out of 5 average rating, 260 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.

Cottage in Chichester

4.99 out of 5 average rating, 564 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek

Cottage in Kerhonkson

4.94 out of 5 average rating, 276 reviews

Blue Haven in the Catskills

We built a studio-house on the foundation of an old summer cottage. We did not expand the footprint, but furnished it with select pieces and appliances and gave it contemporary finishes. We also added a screened porch, open deck and stone patio. The woodland and mountain views are lovely, while the location is convenient to Lake Minnewaska State Park and the Mohonk Preserve. Ulster County levies a 2% tax on overnight stays. Payment is made anytime between confirmation and arrival.

Cottage in Rosendale

4.99 out of 5 average rating, 129 reviews

Sweet Green Rosendale Cottage

Welcome to our cozy, modern 1 bedroom cottage. The house is clean and airy with vaulted ceilings in the main room and large windows looking out over the rock ledge and yard in back. Great for visitors to the area who want some peace and privacy but also the ability to walk to town, Trailways bus stop, and the rail trail. **We are committed to following meticulous cleaning and sanitizing protocols before and after each stay to maintain happy, healthy, sparkling living spaces.

Cottage in Saugerties

4.93 out of 5 average rating, 260 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

Cottage in High Falls

4.93 out of 5 average rating, 221 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.

Cottage in Kerhonkson

4.99 out of 5 average rating, 136 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Ulster County cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Woodstock

4.9 out of 5 average rating, 394 reviews

Famous Architect - Streamside Cottage w/ hot tub

Cottage in Kingston

4.94 out of 5 average rating, 53 reviews

Charming Cottage in Kingston - License #002740

Cottage in Saugerties

4.96 out of 5 average rating, 54 reviews

Cozy Cottage in the Woods

Cottage in High Falls

4.95 out of 5 average rating, 63 reviews

Waterfront 3 Bdrm. w/ Hot Tub & Outdoor Fire Pit!

Cottage in Boiceville

4.99 out of 5 average rating, 105 reviews

Hot Tub & Chic Catskills Woodstock Design Retreat

Cottage in Chichester

4.92 out of 5 average rating, 91 reviews

Stream come true! Ski, spa, hike, flow, relax...

Cottage in West Hurley

4.94 out of 5 average rating, 262 reviews

Woodstock Carriage House HotTub FirePit Pool

Cottage in Kerhonkson

4.82 out of 5 average rating, 165 reviews

Gunks Cottage|Fire Pit|Pool|Near Minnewaska Park

Pet-friendly cottage rentals

Cottage in Ellenville

4.87 out of 5 average rating, 349 reviews

Lake house

Cottage in Gardiner

4.94 out of 5 average rating, 301 reviews

Lux tiny cottage at DiR mini Farm in Gardiner NY

Cottage in Woodstock

4.84 out of 5 average rating, 237 reviews

Woodstock Cottage In Town with large yard for pets

Cottage in Kingston

4.92 out of 5 average rating, 344 reviews

Private Upstate Rustic Getaway Kapitan’s Cottage

Cottage in Ellenville

4.95 out of 5 average rating, 141 reviews

Shingle Gully Cottage

Cottage in Kerhonkson

4.91 out of 5 average rating, 171 reviews

Pet-friendly private cabin—holiday dates now open!

Cottage in Saugerties

4.97 out of 5 average rating, 101 reviews

Cottage on the creek with wonderful waterfall view

Cottage in High Falls

4.99 out of 5 average rating, 447 reviews

Sun Cottage- "A view with a room(s)."

Private cottage rentals

Cottage in Claryville

4.83 out of 5 average rating, 126 reviews

Cozy off grid cottage Big Pine trees in Catskill

Cottage in Elka Park

4.98 out of 5 average rating, 114 reviews

North Nook - Mountain Views, 5 min to Hunter Mtn

Cottage in Phoenicia

4.91 out of 5 average rating, 610 reviews

Romantic Getaway: Lovingly Restored Esopus Cottage

Cottage in Palenville

4.94 out of 5 average rating, 145 reviews

Creekside Cottage

Cottage in Rhinebeck

4.99 out of 5 average rating, 138 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

Cottage in New Paltz

4.99 out of 5 average rating, 124 reviews

Charming Cottage Getaway

Cottage in Kerhonkson

4.96 out of 5 average rating, 134 reviews

Catskills Country Cottage

Cottage in Big Indian

4.93 out of 5 average rating, 117 reviews

Mountain Sky Cottage 6 - Belleayre Ski 15 min away

Destinations to explore