
Family-friendly vacation 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.

Sweet Cottage on a Farm Road
Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

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.

Hudson Valley Tiny House
If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

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.

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.
Popular amenities for Cragsmoor family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

Summer Spa on a Cascading Brook - The Water House

Modern A-Frame Cabin Hot-Tub | Games Room | Firept

4 BR Stunning Mountain Retreat w Hot Tub!

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Tiny glamping cabin with mineral spring hot tub

Beaver Lake Escape

Cook House | Modern Cottage w/ Hot Tub & Fireplace
Family- and pet-friendly home rentals

Remote Waterfall Cabin at Swiftwater Acres

New Paltz Guest Cabin Nestled In The Woods

Black Marsh Mellow lake front & kayak Tiny house

Hillside Views in Hudson Valley

The Waterfall Casita: A-frame with 30ft Waterfall

Modern Woodland Retreat, Hudson Valley & Catskills

Eclectic one-bedroom house

Sunset Bungalow-Mt views on 130acre forest & falls
Family-friendly home rentals with a pool

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

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Private Country Getaway

Kapitan’s Cottage Private Upstate Catskill Retreat

Le Petit Abris at Gunks EcoLodge

Airy & Private Escape on Mountain Rest Road *Pool*

The Harvest Guest House~ Hidden Gem with Pool

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




