House holiday rentals in Cragsmoor

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.

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.

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!

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

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.

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.

Cozy cottage with firepit and walking trails

Welcome to Wildflower Cottage, a light-filled, peaceful retreat set on 43 acres of open meadows, weathered barns, a beautiful pond, and wide-open views of the Shawangunk Mountains. Designed to help you rest and recharge, this cottage invites you to sip coffee on the deck, wander through the fields, or end your evening under the stars by the fire. Just minutes from Ulster County’s best hiking, food, and farms but it feels like your own little world once you’re here.

Cozy farmhouse & stunning views on 135 acres

A gorgeous, spacious and secluded retreat with a fabulous swimming/skating pond and two wood-burning stoves surrounded by 135 acres of meadow and hiking trails, and a short jaunt to miles of untouched wilderness. This 160-year-old farmhouse is super cozy in winter and can easily accommodate large groups but offers plenty of privacy. The place has it all but don't take our word for it - read the reviews and check out the pictures!