
Family-friendly holiday rentals in Callicoon
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Callicoon
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park developed by the artists Tom and Carol Holmes.The Parks 38 acres of rolling hills, grass land with valley views are bordered by two streams and woodlands.The views are magnificent.The house is set on the second tier of three rolling hills.Tom creates magical and life changing experiences in the landscape; at EBC Bird Sanctuary Sculpture Park. The Art House offers exceptional privacy, incredible quiet and extensive wildlife. A pristine experience awaits.

Cozy Cottage in Popular Narrowsburg
A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

The Schoolhouse at Kenoza Lake
The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres
Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space thatās made for creating memories that will last a lifetime!

Ridge Haven: Catskills home w/ open deck & firepit
Welcome to Ridge Haven! Our home features an open floor plan w/ a fireplace, a big deck w/ grill, a seasonal outdoor shower & a fire pit on the upper lawn. Propane & firewood included. Only 2 hours from NYC in the hamlet of Narrowsburg. Nestled against the Delaware River, it is home to a variety of shops, acclaimed restaurants, art galleries, & antique stores. <15 mins from hikes, swimming/tubing on the Delaware, Bethel Woods, and Callicoon. <30-60 mins to skiing (Elk, Big Bear & Shawnee).

Cozy Catskills Cabin
Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Chic Cabin on Callicoon Creek
***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Chez Cochecton, a modern cabin in the Catskills
Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

Cozy Barn Cabin near Ski Mountain & Bethel Woods
1200 sq. ft Post & Beam 2 story Barn Cabin set on 18+ acres of property w/1250 ft. of rd frontage leading to this gem. Amish wood furniture and a wood burning stove. Open loft concept on 2nd floor offers 1 king bed, a trundle bed with 2 twins (sleeps 4), 1/2 bath & closet space. Downstairs offers kitchen, dining room, living room and full bath. Private park on property w/hammock, volleyball & basketball court, swing set, slide & playhouse, yard games (in house & shed) barbecue & firepit.

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing
A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfortāideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires ⢠Clawfoot tub ⢠Front & back porches ⢠Hummingbird & bunny watching ⢠Den & WiFi ⢠Peace & quiet ⢠All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Catskills Mountain Chalet l 5 Star experience !
Stylish Chalet in the world famous Catskill mountains privately tucked away on 12 acres surrounded by wildlife and nature. Year-round outdoor activities, fine dining, breweries, and boutique shopping all nearby. Enjoy it all here at Clover Fields! Why "Clover Fields" you ask? Deer visit our property almost daily to graze on our sweet clover fields. It's not uncommon to see them throughout the day. Other notable guests: fox, various birds, woodchucks, chipmunks.
Popular amenities for Callicoon family-friendly rentals
Family-friendly home rentals with a hot tub

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

Luxury Woodland Escape-Fireplace/Hot tub/Fast WIFI

Tiny glamping cabin with mineral spring hot tub

1930's Vintage Cabin Ā· Hot Tub Ā· Kohler Cabin

Gorgeous Waterfront w/ Hot Tub and Game Level

Guesthouse On old Farm. Hot tub, hiking, local ski

Renovated Country Cottage w/ Hot Tub & View

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge
Family- and pet-friendly home rentals

The Ensconce: Modern cabin in the woods

Roscoe Cabin Pet Friendly

The Waterfall Casita: A-frame with 30ft Waterfall

FireplaceāChic & RenovatedāNear Skiing & Tubing

Private Riverfront, Magestic View, Wildlife, Sauna

Half Moon: Fairytale Catskills Retreat

Delaware River Cottage

Cozy Farmhouse Cottage
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Full Moon Resort-MSC HikingTrails-Belleayre

Mid-century A-frame nestled amongst the trees

The Green Light Lodge- minutes to beach & skiing!

Comfy Studio at Mountain Creek Resort

bungalow summer cottages on the lake Catskills

Appalachian Lodge Top Floor w/views

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
Quick stats about holiday rentals that are family-friendly in Callicoon

Total holiday rentals
Explore 10 holiday rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at £141 per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Callicoon holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Callicoon rentals

4.9 Average rating
Callicoon stays are highly rated by guests ā averaging 4.9 out of 5!
Destinations to explore
- PlainviewĀ Holiday rentals
- New York CityĀ Holiday rentals
- TuckahoeĀ Holiday rentals
- Long IslandĀ Holiday rentals
- Greater Toronto and Hamilton AreaĀ Holiday rentals
- Greater Toronto AreaĀ Holiday rentals
- BostonĀ Holiday rentals
- East RiverĀ Holiday rentals
- WashingtonĀ Holiday rentals
- MississaugaĀ Holiday rentals
- Hudson ValleyĀ Holiday rentals
- Jersey ShoreĀ Holiday rentals
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Elk Mountain Ski Resort
- Montage Mountain Resorts
- Bethel Woods Center for the Arts
- Bushkill Falls
- Delaware Water Gap National Recreation Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Sunset Hill Shooting Range
- Plattekill Mountain
- Promised Land State Park
- Pocono Mountains
- Claws 'N' Paws
- Salt Springs State Park
- Lackawanna State Park
- Warwick Valley Winery & Distillery
- Tobyhanna State Park
- Mohonk Preserve
- Woodloch Resort
- Upper Delaware Scenic and Recreational River
- Mountain Creek Water Park
- Lake Minnewaska
- The Andes Hotel




