
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.

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.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee 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 an exciting, romantic, unique experience but can accommodate a 3rd person.

Quiet Homey Rustic Retreat
"Escape to the perfect blend of tranquility and excitement! This charming 3-bedroom log cabin, just 120 minutes from the hustle and bustle of New York City, offers the ideal retreat. Nestled 15 minutes from Resort Casino, 10 minutes from the vibrant Middletown shopping area, and a short drive to Woodbury Commons, Warwick, and Robberio Winery. Plus, family fun awaits just 20 minutes away at Lego Land. Your rustic haven awaits, where city convenience meets the serenity of a log cabin retreat!"

Top 5% - Private & Modern Farmhouse, BBQ, 2hrs NYC
Super private, pet-friendly 13 acre solar powered*, modern farmhouse 2 hours from NYC in Catskills. ✔ Large backyard w/ firepit ✔ Dogs allowed** ✔ 229Mbps wifi ✔ Screen-in porch w/ outdoor dining ✔ 65” Smart TV with Apple TV in living room ✔ 50” Smart TV with Apple TV in guest bed ✔ Bluetooth sound system ✔ Memory foam mattresses ✔ Back deck w/ BBQ grill ✔ Indoor fireplace ✔ Onsite parking 10 mins → Vernooy Falls 20 mins → Minnewaska State Park, Mohonk Preserve & Ashokan Rail Trail

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. Visit @curiousguesthouses

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.

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.

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.

Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

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.

ENTER HOME - Minimalistic style warm & inviting
ENTER our HOME, an inviting, comfortable space filled with natural light and clean lines inspired by Nordic design. Enjoy a fully equipped new kitchen with Bosch appliances, including a washer and dryer. Our home is designed to embrace the beautiful nature around you and bring a sense of peace and comfort to your stay. ENTER HOME is ideal for individuals, couples, or families with children. AC is provided in both bedrooms only.
Popular amenities for Cragsmoor house rentals
House rentals with a pool

midcentury mod hot tub*walk out trail R2R/Mohonk

Scenic River View Escape | New Paltz
A Very Cozy House With a Very Big Yard

4Br Mountain Brook House on 130 acres w/ trails

Spacious Catskills Farmhouse on over 5 acres!

Luxury Villa w Lake View & Private Heated Pool

Peace & Privacy - High Falls (hot tub & salt pool)

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods
Weekly house rentals

Cook House, Modern Cottage with Hot Tub

The Upstate Creek House

Modern House with Mountain View @Getawind

Charming Revitalized 1920s Country Style Home

4 BR Stunning Mountain Retreat w Hot Tub!

Modern Secluded Retreat

Relaxing Chalet Getaway, 5 min to Main St

Beaver Lake Escape
Private house rentals

Peaceful top of mountain views Upstate

Bright Contemporary Near The Best Hiking Trails

Catskills Escape | Serenity on 105 Acres

Enclosed Hot Tub, King Bed, 3 bdrm, close to town

Phillipsport Church House

Relaxed Country Home Hikes&Gunks&BlueCliff

Cabin96-Shawangunk Mountain View

Modern Farmhouse by the Falls: Creek, Scenic Views
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- 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
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Windham Mountain
- Storm King Art Center
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Mountain Creek Water Park
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Harriman State Park
- Mount Peter Ski Area
- Wawayanda State Park
- Storm King Art Center
- Millbrook Vineyards & Winery
- Benmarl Winery





