
Holiday houses in Cherrytown
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Top-rated holiday rentals in Cherrytown
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Accord River House
Welcome to our house in the woods! 12 acres surrounded by trees and above a series of waterfalls along the Stony Kill, which runs all the way from Minnewaska State Park through our property and into downtown Accord. You can sit in a hammock outside, soak in our hot tub while listening to the river, or chill out inside with some tunes or the TV projector. Budding entomologists will enjoy the endless procession of bugs, ants, spiders, ticks, and other creepy-crawlies that is part of River House.

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!

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.

Cozy Cabin | Fire pit + Hiking + Pets Welcome
Imagine yourself on a screened porch, gas fireplace glowing, string lights warm overhead, peering into the woods — our guests' favorite space. Take a leisurely walk under the towering trees in the quiet wooded acre surrounding our cozy, alpine-inspired cabin with contemporary bohemian touches. Sleep upstairs under deep-set skylights, observe wildlife out our large picture windows, or daydream on the hammock. On a clear night, stargaze through the tall trees while toasting marshmallows fireside.

The Black Dymond A Private Streamside Cabin
A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

Scenic View Chalet, Firepit, BBQ, & 2hrs to NYC
Welcome to Cherrytown Chalet! - Modern 3-bedroom chalet with 3/3 beds - Spacious deck for dining and stargazing - Super Fast WiFi indoor/outdoor - Close to Vernooy Falls, Mohonk Preserve - 70" Smart TV with Sonos speakers - Fully stocked kitchen with quartz countertops - Pack n' Play & high chair for families - Minutes from local restaurants & wineries - Surrounded by Shawangunk Mountains - A serene escape in Kerhonkson, NY - Dog-friendly upon request - Exclusive use of property & grounds

Catskills Glamp Oasis w. Breakfast by the Pond
Namahai Retreat is about communing with nature, trees, the elements, pond, fire, birds, flowers, and frogs, and most importantly, yourself. Situated on a 5-acre homestead in the heart of the Catskills Mountains, privately tucked in a Pine Grove, we hope you enjoy the serenity, nature, and magic found here. Botanically, it is a feast for the eyes. Bird watcher's paradise. Night sky full of stars. Your stay includes one complimentary breakfast, bonfire, and firewood for the tent stove.

Luxe modern A Frame, Hot tub and new heated pool
Experience the luxury of this black double A-frame, finished to the highest standards and nestled in the woods for ultimate privacy. The main bedroom features a soaring ceiling and spa-like en-suite with walk-in shower, tub, bidet, double sink, and heated floors. The sunny second bedroom also has an en-suite. Enjoy a chef’s kitchen, double-sided fireplace, hot tub, and a new pool available June. Pets must be disclosed and approved prior to booking.

Catskills Cabin, Hot Tub, Wood Stove, King Bed
Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is very new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions, like hiking trails, skiing and water sports. 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

*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!)

Mai Cabin
Mai Cabin located in Kerhonkson, Upstate, Catskills area. About 2 hrs drive from New York city. It's just a 10-minute drive to Minnewaska State Park and Mohonk Preserve, 15 mins to High Falls and Stone Ridge. 30 mins to Ashokan Reservoir. There are many farm stands, breweries, galleries, restaurants only mins away. Rock climbing, hiking/ biking trails ( bring your bike) and a Old Rail Trail just a few minutes away.

Little Minka - Japanese House in the Woods
Little Minka. A serene Japanese folk house nestled on 10 acres of private woodland and streams. Embracing the Wabi-Sabi, Little Minka is unique, handcrafted using Japanese traditional carpentry joinery methods. Soaring ceilings, shoji, and tatami complete the interior. Outside there's a fire pit, open cooking area. We have Japanese bathroom products in partnership with sowakanyc that guests can experience.
Popular amenities for Cherrytown holiday rentals
Other great holiday rentals in Cherrytown

The Upstate Creek House

Mindful Escape: Theater, Trails, Wood Stove

Hidden cabin on 2 wooded acres

Modern Woodland Getaway with Hot Tub and Fire Pit

The Laurel Cabin

ENTER HOME - Minimalistic style warm & inviting

Kerhamptons Hideaway in Heart of Hudson Valley

Upstate Farm House on 11 acres
Destinations to explore
- New York City Holiday rentals
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Plattekill Mountain
- Taconic State Park
- Mohonk Preserve
- Storm King Art Center
- Kent Falls State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Peekamoose Blue Hole
- Mount Peter Ski Area
- Harriman State Park
- Storm King Art Center
- Mountain Creek Water Park
- Wawayanda State Park





