
Family-friendly vacation 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

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA â the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in natureâs embrace.

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 thatâs made for creating memories that will last a lifetime!

Luxury Historic School House Cottage
Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

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!

Woodsy Retreat, Sunny Home with Paths and Stream
This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

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 comfortâideal 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 âą Clawfoot tub âą Front & back porches âą Hummingbird & bunny watching âą Den & WiFi âą Peace & quiet âą All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

King Of The Hill
Romantic Mountain Top Retreat with Million Dollar Views Escape to this incredibly private, mountaintop vacation home, nestled on 80 acres of pristine land. Offering breathtaking, panoramic views. This peaceful retreat is the perfect getaway for relaxation and romance. Just 2 hours from the GW Bridge, enjoy the tranquility of nature without sacrificing modern comforts, including high-speed internet service. The ideal escape for those seeking both privacy and convenience.
Popular amenities for Callicoon family-friendly rentals
Family-friendly home rentals with a hot tub

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

The Swiss Hill Farmhouse - 5 Bedrooms w/ Hot Tub

The Nest At Swiss - Lakefront In The Catskills

Tiny glamping cabin with mineral spring hot tub

Cozy Catskills Chalet *Hot Tub*

Gorgeous Waterfront w/ Hot Tub and Game Level

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge

Private lake cabin w/hot tub, views and fruit
Family- and pet-friendly home rentals

Delaware River retreat

Roscoe Cabin Pet Friendly

Sunday Mountain House - Cozy Catskills Chalet

The Waterfall Casita: A-frame with 30ft Waterfall

FireplaceâChic & RenovatedâNear Skiing & Tubing

Private Riverfront, Magestic View, Wildlife, Sauna

Upper Delaware River cottage

Wooded Livingston Manor Oasis With Stream & Deck
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Mid-century A-frame nestled amongst the trees

Appalachian Lodge Top Floor w/views

Experience The Zen House

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Mtn View Lux Dome w/ Heated Plunge Pool
Quick stats about vacation rentals that are family-friendly in Callicoon

Total vacation rentals
Explore 10 vacation rentals in Callicoon

Nightly prices starting at
Callicoon vacation rentals start at ïș©.ïș698 per night before taxes and fees

Verified guest reviews
Over 410 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Callicoon vacation rentals include wi-fi access

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

4.9 Average rating
Callicoon stays are highly rated by guestsâaveraging 4.9 out of 5!
Destinations to explore
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- 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
- Lackawanna State Park
- Salt Springs State Park
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Mohonk Preserve
- Upper Delaware Scenic and Recreational River
- Mountain Creek Water Park
- Three Hammers Winery
- Lake Minnewaska
- Newton Lake




