
Family-friendly holiday rentals in Cragsmoor
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Top-rated family-friendly rentals in Cragsmoor
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tent camping $25/person/night -stunning mt views.
Hi- this is private tent camping on a horse farm in kerhonkson, NY It is not a campground! $25/ person per night! Many sites so even if it shows booked , reach out to me!! There is no water or electricity but you can have a small fire if conditions allow. Yes, portajohn. You can drive your car to the site which is in a field. Check in /out noon Quiet, respectful and law abiding folks only! We know people need some fresh air, leg stretching, stars,connecting to nature & change of scenery.

Spacious A-Frame Getaway near Hiking and Wineries
Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

School Bus Glamp w/HotTub~15min to Gunks/New Paltz
Experience a unique stay in a magic school bus on 10 acres! 15min to Gunks, New Paltz, Angry Orchard HQ, Minnewaska &more! Relax in the hot tub in the morning or sit under the stars at night. Two beds; twin & full w/bedding. Heater/AC, mini-fridge, Keurig w/coffee & mugs. Swing set & trampoline for kids. Private outdoor set up w/(year-round) hot tub, dining area, fresh water sink & fire pit await you. Wonderful bakery & outdoor store just down the road. Enjoy Gunks glamping with a relaxing spa!

Shingle Gully Cottage
The Shingle Gully Cottage is located on over 40 acres of privately-owned land bordering Sam’s Point Preserve. The cottage is located on the outskirts of Ellenville NY. The town is situated at the base of the rolling Catskills within the Shawangunk valley. Within the cottage, there is a pellet stove that will be lit on chilly nights upon request. During the summer months, there is air conditioning available making a cool and cozy retreat from the heat of the summer. Ask about Minnewaska/Sams Pt

Scandinavian-Style Chalet with Scenic Views
Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Modern BoHo 3BR Cottage Near by Hiking, Winery
Our newly modern bohemian cottage (aka Green House!) is perfect for your next weekend getaway or a new WFH locale. Decompress from city stress in this calm, serenely appointed private home. Close to attractions but far enough away to escape, you'll never want to leave. NYC: 79 mi. Hunter Mountain Ski Resort: 60 mi. Pine Bush - groceries/supplies: 7 mi. Middletown - shopping (Walmart, Target, Best Buy, Home Depot): 16 mi. Hiking trails: 7 mi. Horseback riding: 7 mi. Sky diving: 15 mi.

Canyon Edge off - grid Bungalow
The ideal perch to reflect, connect, and participate in nature's beauty. This unique structure blends pure nature with simple comfort. Sitting canyon side, you sleep beneath the canopy and wake to the mountains of the Hudson Valley. Welcome the spring buds of our forest oaks; Make summertime memories into the night by the fireside; Enjoy natures fall masterpiece of changing of the leave; Reflect on the year as the snowflakes fall Read listing fully, we’re available for any Q’s!

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 Zen Chalet at the Foot of Gunks w Mt. View
Kick back at the foot of the Shawangunk Mountains in this calm, stylish home. Surrounded by forest, the house features large picture windows in every room to help you reconnect with nature. Enjoy the natural stone porch with a fire pit and newly built barrel sauna. Located near Minnewaska State Park, with quick access to trails, and views of Millbrook Ridge and the Gunks’ iconic climbing routes right from the windows.

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!

Catskills Cottage (w/ Hot Tub) on Top of the World
Escape the city for a romantic winter getaway or a weekend with family/friends at this historic 3 bdrm mountaintop cottage in the famed artists colony of Cragsmoor. The house sits atop a dramatic cliff and has decks on both floors--including a new cedar hot tub!--with stunning views of 50+ miles of the Catskills Mountains, Minnewaska State Park and the Shawangunk Ridge. Less than 1.5 hours from NYC.

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 brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 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
Popular amenities for Cragsmoor family-friendly rentals
Family-friendly home rentals with a hot tub

Summer Spa on a Cascading Brook - The Water House

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Modern A-Frame Cabin- Hot Tub, Firepit, Games Room

Cozy Studio at Yoga Center + Hot Tub + Mtn Views

Mountain Top! Family Paradise w Hot Tub & Game Rm

Pocono Castle w/ Dungeon Escape Room &Private Pond

Beaver Lake Escape

Guesthouse On old 1879 Farm. Hot tub, hiking.
Family- and pet-friendly home rentals

Black Marsh Mellow lake front & kayak Tiny house

Modern Woodland Retreat, Hudson Valley & Catskills

Eclectic one-bedroom house

*fall is here!* Pet-friendly private cabin

Catskills Country Cottage

Get Away to "Hygge" Tiny House on 75 Private Acres

Tiny Horse Barn

Ole Piney! Charming Digs on Main St. Mountaindale
Family-friendly home rentals with a pool

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

Cottage with Private Deck on 8 acres of Woods

midcentury mod * HOT TUB * walk out trail 2 mohonk

Kapitan’s Cottage Private Upstate Catskill Retreat

Private Country Getaway

Majestic Studio with Shawangunk Mountain Views

Le Petit Abris at Gunks EcoLodge

Airy & Private Escape on Mountain Rest Road *Pool*
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Washington Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Promised Land State Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Windham Mountain
- Rockland Lake State Park
- Villa Roma Ski Resort
- Wawayanda State Park
- Sterling Forest State Park
- Mount Peter Ski Area
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort
- Campgaw Mountain Ski Area