
House holiday rentals in Cragsmoor
Find and book unique houses on Airbnb
Top-rated house rentals in Cragsmoor
Guests agree: These houses are highly rated for location, cleanliness and more.

This New House
Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Shawangunk House
The house was built in 2018. It is very modern and open. It is located 8 minutes from Minnewaska State Park, 10 minutes from the Mohonk Preserve, and 30 minutes from the Catskills. There is a Smart TV which has cable. There is also a record player with a large record selection. There is strong WIFI and great cell phone coverage from all carriers. We have an EV level 2 charger. There is an additional charge to use the charger. Please contact us if you want to add charging to your stay.

Cook House | Modern Cottage w/ Hot Tub & Fireplace
Featured in Vogue, Curbed, and Remodelista, Cook House is a fully renovated modern cottage in the Catskills with cozy minimalist vibes and kitchen gear designed to inspire your inner chef. Enjoy cooking while records spin across the Sonos. Eat al fresco on the porch, then head to the hot tub. Or binge your favorite show on the projection screen at the foot of the bed. Great for couples or individuals looking to relax and enjoy nature. Hosted by The Reset Club, a member of 1% for the Planet.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Stunning Passive Solar Cabin on 135 acres & pond
Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

New Paltz Guest Cabin Nestled In The Woods
Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Spacious and quiet - a dream Catskills getaway
Welcome! Just two hours from Manhattan, our home is the perfect Catskills getaway. Tucked into the woods at the base of Minnewaska state park, our home is quiet, clean and full of light. The house is surrounded by green and nature, but close to cute towns for shopping and dining and of course all the area has to offer with hikes and outdoor activities. Or stay in and lounge on the deck, listen to some records, watch a movie, and relax. It's everything you need for a dream vacation.

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 a wood fired hot tub available on request from March - November. We have Japanese bathroom products in partnership with sowakanyc that guests can experience.

Mountain Top Escape with Hot Tub - Blue Heaven
Connect with friends and family while sipping coffee on the porch and watching for deer, wild turkeys or humming birds. Share some of the fruits of our garden and cook in the fully equipped kitchen or grill on the porch after hiking, touring or just hanging out in hammock. Play air hockey in the attic or games or do a puzzle. Later, warm up by the wood stove, with a glass of wine or a book, get the chill out in the hot tub and see the stars or roast s'mores in the fire pit.

Modern Woodland Retreat, Hudson Valley & Catskills
A dreamy forest retreat wrapped in trees and good light—perfect for couples or families. Lounge on the deck, sip wine by the fire pit, or sleep in under plush bedding. Inside, you’ll find a fully stocked kitchen, organic toiletries, toys, books, and baby gear—all thoughtfully chosen for comfort and ease. Minutes from Beacon, New Paltz, and Harriman State Park for hikes, river towns, swimming holes, farmers markets, and slow mornings that stretch into golden afternoons.
Popular amenities for Cragsmoor house rentals
House rentals with a pool

4Br Mountain Brook House on 130 acres w/ trails

Upstate Modern Scandinavian Barn in the Catskills

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome

Cozy & Spacious Country Home - All Seasons

Curl Up & Relax, Stylish Stay nr Woodstock

Spacious Catskills Farmhouse on over 5 acres!

Peace & Privacy - High Falls (hot tub & salt pool)
Fully Fenced 10 Acres | Cozy Cottage w/ Kid Gear
Weekly house rentals

Lovely Private Home w/Mountain Views and Pond

Fall Special: Relax, BBQ, Save, Farmhouse 2hrs NYC

Modern Farmhouse by the Falls: Creek, Scenic Views

Bright Contemporary w/ FP - The Best Hiking Trails

The Big View

Family + Dog Friendly Catskills Retreat, 107 acres

Architectural wonder in the woods

Private Mt view escape- 3BR w/firepit near skiing!
Private house rentals

Streamside Catskills Cabin

River Ridge House

Catskills Architect-designed Modern Cabin retreat

Catskills Escape | Serenity on 105 Acres

Spacious Modern Apt in Gardiner, NY. Hudson Valley

Accord River House

Stony Kill Cabin: A Kerhonkson Getaway

Relaxed Country Home Hikes&Gunks&BlueCliff
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Windham Mountain
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Promised Land State Park
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Rockland Lake State Park
- Campgaw Mountain Ski Area
- Wawayanda State Park
- Mount Peter Ski Area
- Sterling Forest State Park
- Plattekill Mountain
- Hunter Mountain Resort
- Opus 40
- Benmarl Winery
- Bull's Bridge Golf Club




