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Family-friendly vacation rentals in Shawangunk

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shawangunk

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Wallkill

4.88 out of 5 average rating, 165 reviews

Wallkill Inn

Big & Comfy Family Home Located just 6 miles from Watchtower Farms, Large living/dining room. Kitchen is stocked with the essentials needed to be right at home. Laundry room and 2 half baths located on first floor Second story has 2 bedrooms with 2 queen size beds in each. One room with a queen size bed. There is a full bathroom also on second floor. Final room with 2 queen beds and a full/twin bunkbed with private bathroom. Nice picnic table & BBQ out back on nice grassy area under the trees.

Guest suite in Montgomery

4.95 out of 5 average rating, 459 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Home in Bloomingburg

4.8 out of 5 average rating, 513 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

Chalet in Cragsmoor

5 out of 5 average rating, 237 reviews

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.

Rental unit in New Paltz

4.96 out of 5 average rating, 368 reviews

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Cottage in Kerhonkson

4.8 out of 5 average rating, 845 reviews

Dream Cottage in the Gunks

This rustic cottage in the nature has everything you need in order to spend a memorable weekend or vacation away from hectic city life. It is perfect for a small family with two kids or a group of close friends. We provide clean bed sheets, towels, shampoo, conditioner, tea and coffee in a fully stocked kitchen. House is equipped with fast (200+mbs) wifi, huge hand made rustic wood table which is great for gatherings and gas fireplace carved out of beautiful local stone by the owner.

Rental unit in New Paltz

4.96 out of 5 average rating, 511 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Spacious studio apartment including full separate kitchen, with views of wetland, woods, and Mohonk Mountain. Situated within our home, this studio offers you and yours a private entrance, stone patio, and a luxurious spa experience with infrared sauna and hot tub under the stars. One-mile stroll to New Paltz Village on country road or on Wallkill Valley Rail Trail. Kitchen stocked with essentials. Air conditioned. Sleeps three in super comfy beds— one queen and one twin.

Tiny home in New Paltz

4.99 out of 5 average rating, 788 reviews

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!

Cottage in New Paltz

4.99 out of 5 average rating, 534 reviews

Stone House 1807. Comfort, Peace and Nature.

Historic 200 yr old stone cottage, on three floors, renovated to a high standard, creating a very comfortable and peaceful retreat, whilst retaining soul and character. Extreme cleanliness is a priority. Quality bedding assures a good nights sleep. The bathroom offers a rain shower and soaking tub. The kitchen is fully equipped and fresh produce is available from the neighboring organic farm in season. Good hiking trails are accessible from the house.

Home in New Paltz

4.97 out of 5 average rating, 728 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Guesthouse in Ulster Park

4.85 out of 5 average rating, 476 reviews

Hudson Valley Hideaway

Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/

Home in Gardiner

4.88 out of 5 average rating, 393 reviews

Sweet and spacious mountain view home w/fireplace!

This serene location looking up at Shawangunk Mountains in Gardiner, NY. Soothing sounds of nearby Wallkill River from the deck will lull you away from your busy life into a forest world. Cozy up near the wood burning stove for those cold winter days and enjoy the large windows through out which offer great views of the mountains, birds and wildlife. You'll be happy you stayed here!

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Popular amenities for Shawangunk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Olivebridge

4.92 out of 5 average rating, 444 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

Condo in Vernon Township

4.95 out of 5 average rating, 171 reviews

Comfy Studio at Mountain Creek Resort

Cottage in Highland Lakes

4.97 out of 5 average rating, 303 reviews

The Mountaintop Lakehouse that Time Forgot.

Condo in Vernon Township

4.95 out of 5 average rating, 797 reviews

Appalachian Lodge Top Floor w/views

Guesthouse in Forestburgh

4.97 out of 5 average rating, 399 reviews

Private hot tub. Modern Guesthouse On 1879 Farm

Cabin in Jewett

4.92 out of 5 average rating, 258 reviews

The Barnhouse - Ski House near Hunter and Windham

Chalet in Cold Spring

4.9 out of 5 average rating, 409 reviews

Mountain View Retreat

Home in High Falls

4.98 out of 5 average rating, 113 reviews

Beautiful country house w/ cedar hot tub

Family- and pet-friendly home rentals

Home in Accord

4.97 out of 5 average rating, 131 reviews

The Woods House, 40 secluded acres & speedy wifi!

Cottage in Ellenville

4.87 out of 5 average rating, 350 reviews

Lake house

Cabin in Boiceville

4.98 out of 5 average rating, 475 reviews

Winston's Place - Woodland Cozy Catskills Cabin

Cabin in Huguenot

4.94 out of 5 average rating, 264 reviews

Tranquil Lakefront Cabin!

Cabin in Red Hook

4.96 out of 5 average rating, 337 reviews

Modern Upstate Cabin, near Rhinebeck NY

Cabin in Smallwood

4.85 out of 5 average rating, 223 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Guesthouse in Woodstock

5 out of 5 average rating, 344 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

Cabin in Woodstock

4.93 out of 5 average rating, 688 reviews

Byrdcliffe Artist Studio (27.1-1-70)

Family-friendly home rentals with a pool

Barn in Bethel

4.98 out of 5 average rating, 222 reviews

Escape to a Restored New England Antique Milk Barn

Cabin in Swan Lake

4.83 out of 5 average rating, 195 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

Guesthouse in Olivebridge

4.92 out of 5 average rating, 266 reviews

Sweet Fern Cottage With Saltwater Pool

Home in Lagrangeville

4.84 out of 5 average rating, 133 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

Condo in Vernon Township

4.98 out of 5 average rating, 248 reviews

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony

Home in woodstock

4.86 out of 5 average rating, 504 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

Home in Bushkill

4.95 out of 5 average rating, 327 reviews

Entire House One Bedroom Hot Tub Barrel Sauna

Home in Cold Spring

4.94 out of 5 average rating, 162 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

Quick stats about vacation rentals that are family-friendly in Shawangunk

Total rentals
120 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
5.4K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore