Vacation rentals in Cherrytown

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Top-rated vacation rentals in Cherrytown

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Guest favorite

Guesthouse in Accord

4.93 out of 5 average rating, 114 reviews

Studio in Private Forest; Peace and Solitude

Set in a hemlock forest on a quiet country road, this newly redone and separate guest studio is a perfect getaway. Set on 30 private wooded acres, the property is bisected by a Class A trout stream. Guests have access to the shared pool Mon-Fri, but not Sat-Sun. The second floor studio has a queen size bed and a queen size sofa bed along with a private bathroom. There is Wifi, a television (ROKU). There is no kitchen, however, we do provide a microwave, dorm fridge and Keurig coffee machine.

Apr 24 – May 1

R1,733 ZAR per night

Guest favorite

Guest suite in Kerhonkson

4.95 out of 5 average rating, 127 reviews

Private Apt. in Vintage House steps to Kerhonkson.

Private sunlit upstairs apt. features magical views of The Catskills. Pets are welcome ($25 fee). One room is a master bedroom with a workspace, TV and huge closets. Second room has a full kitchen (gas stove, fridge/ freezer, sink) large table, sofa that folds out to a full size bed. Use of fire pit, back yard, cafe size tables, outside chairs for your convenience. Unlimited free access to Minnewaska State Park, (save $10 fee). The house is walking distance to town and the Rail Trail. Welcome!

Oct 7 – 14

R1,321 ZAR per night

Guest favorite

Cabin in Kerhonkson

4.99 out of 5 average rating, 122 reviews

HIP House (House In the Pines)

Our HIP House (House in the Pines), is on 16 acre's of forested seclusion with two Ponds. It is furnished in the Adirondack Camp style. There is a large stone patio with picnic table, Weber grill, fire pit and granit and stone serving table. There is also a screened in porch if the bugs come out. The house is air conditioned and has radiant heat. Deer, turkeys and other wildlife are often seen thru the living room window. Lake Minnewaska, Mohonk Preserve and Vernooy Kill Falls are minutes away.

May 13 – 20

R3,757 ZAR per night

Guest favorite

Cottage in Accord

4.87 out of 5 average rating, 215 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.

Apr 30 – May 7

R1,566 ZAR per night

Superhost

Cottage in Kerhonkson

4.87 out of 5 average rating, 157 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!

May 28 – Jun 4

R3,648 ZAR per night

Guest favorite

Cabin in Kerhonkson

4.95 out of 5 average rating, 463 reviews

Toast marshmallows at the Tiny Catskill Cabin

Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep in upstairs under deep-set skylights, observe wildlife out our large picture windows, or curl up by the fire on the rustic screened porch. Daydream on our hammock or dine alfresco taking advantage of our barbeque. On a clear night, it is easy to stargaze up through the tall trees, perhaps while toasting marshmallows fireside.

Sep 14 – 21

R3,438 ZAR per night

Guest favorite

Cottage in Kerhonkson

4.94 out of 5 average rating, 255 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.

Jun 17 – 24

R1,992 ZAR per night

Guest favorite

Cabin in Kerhonkson

5.0 out of 5 average rating, 303 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Aug 10 – 17

R2,632 ZAR per night

Guest favorite

Guesthouse in Olivebridge

4.97 out of 5 average rating, 223 reviews

Black Olive Cabin in the Woods - Secluded, Tiny

The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.

Jul 15 – 22

R2,914 ZAR per night

Guest favorite

Cottage in Kerhonkson

4.91 out of 5 average rating, 375 reviews

Home Alone Woods

Small and charming cottage in quiet and secluded place surrounded by woods and nature with the hiking trails half a mile away. There is easy access to Hunter Mountain, Minnewaska State Park, Shawangunks, and many hiking trails. This is a perfect getaway for nature and outdoor enthusiasts, bikers, hikers, climbers, and skiers or people who look for peace and tranquility in the woods.The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Jul 24 – 31

R3,065 ZAR per night

Superhost

Cabin in Kerhonkson

4.93 out of 5 average rating, 268 reviews

A Black A- Frame: Sustainable Catskills Cabin

The Black A-frame is a two bed two bath 1961 cabin set on a private road in the heart of the Catskills in Kerhonkson, NY. It was named the "Coolest A-frame in NY" by the New York Post in 2020. Relax in the open dinning room with original wood ceilings and beams and enjoy a home cooked meal made in the renovated chef's kitchen, or walk outdoors to soak in the magic of the Catskills through the endless wooded views from the back yard! @ablackaframe

Mar 5 – 12

R6,502 ZAR per night

Guest favorite

Home in Kerhonkson

4.97 out of 5 average rating, 107 reviews

Farmhouse Fantasy!

Welcome to your Farmhouse Fantasy! Come enjoy a weekend in the country, just two hours from NYC. Built in 1900, the home was recently gut renovated and features two spacious bedrooms, full bathroom, open plan dining room and living space, a three-season sun room, back deck, and a modern and well appointed kitchen. Located just minutes from Minnewaska State Park and all the beauty and fun the Shawangunks have to offer!

Aug 20 – 27

R2,235 ZAR per night