
Family-friendly holiday rentals in Callicoon
Find and book unique family-friendly homes on Airbnb
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 $290 NZD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Callicoon holiday 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 guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Callicoon
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Catskills Cottage w/ Hot Tub & View
Recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views. Soak up the contemporary, Scandinavian-style interiors, then toast marshmallows around the fire pit under the stars. This cozy 1100 SF home is a perfect getaway to unwind, located just two hours from Manhattan. *Note for Airbnb Guests* You may have noticed increased prices which is due to Airbnb shifting the service fees entirely onto Hosts, instead of split between Hosts and Guests.

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.

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods
A modern 3BR/2BA Catskills retreat with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's shops and restaurants as well as Delaware River access for swimming and hiking. 15 mins to Bethel Concerts. Perched on a hill, offering scenic views and serenity- a true getaway destination. Enjoy modern decor, premium bedding, AC, fast Wi-Fi, and purest water that you’ll find. Swim, grill, play ping-pong, darts, star gaze. Pool season ends 9/14th. Hot tub is always open.

Swimming Hole, OMG Game Barn! Hot Tub
Swimming hole in Callicoon Creek! 3,500 sq ft OMG Barn with 3 floors of fun: games, lounge, playground, billiards...! Stunning water views year-round. Excellent trout fishing. Two creeks merge together on the property. Cross the side creek into a forest oasis with 7 acres of nature trails. Callicoon has shops, restaurants and Delaware River access. FAST WiFi, Hot Tub, Firepit, Gas grill, Deck. 5 min to Seminary Hill. Villa Roma 9 minutes (skiing, tubing). We're renovated, clean and stocked.

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!

Dog friendly, heated pool & Hot Tub w/ fenced yard
Escape to a modern mini barn 7 mins from Narrowsburg with a heated pool, hot tub, fire pit, high-speed Wi-Fi, Ev charger, backup generator and a fully fenced yard for your pups! Set in the gorgeous Hamlet town of Narrowsburg, my home is a 5 min drive into Narrowsburg Main Street! Bethel, Callicoon, Barryville, Livingston manor, are all 25 mins away. If you're looking to ski Big BEAR Mountain is close by! High speed internet 500mps. 7 day bookings and monthly bookings receive discounts!

Close to Cute Towns~Labor Day~Firepit
Stylishly designed mid-century cottage surrounded by nature • Livingston Manor 12 min, Bethel Woods Center for the Arts 17 min. • Great for couples or small families • Walnut Mt. hiking 8 min. • Gas grill & fire pit • Rocking chair front porch • 2 queen bedrooms, open living area, 1 bathroom. • Fully-stocked kitchen/beautiful cabinets and open shelves. • Relax inside or explore the backyard's natural beauty. • Indulge in the luxury of a clawfoot tub. You'll love it! Book with us now!

Hilltop Farm Campsite 20 mins to Bethel Woods
98 year 3rd generation family farm. Located 4 miles from scenic Delaware River. Only 20 mins from Bethel Woods! Very scenic peaceful and quiet. Multiple basic camp sights available, two different hilltop peaks with extraordinary views. Creeks, springs, hiking opportunities on two 100 acre parcels. Cows pigs and poultry live at the lower farm year round while hay is made at the upper farm come warm summer days. Wildlife abounds at the farm. Come have a peaceful stay on the hill!

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.

The Cabin at Pleasant Valley Farm
The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Sept.
Popular amenities for Callicoon family-friendly rentals
Family-friendly home rentals with a hot tub

Gorgeous Waterfront w/ Hot Tub and Game Level

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

1930's Vintage Cabin · Hot Tub · Kohler Cabin

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly

the tree house, Wood Fired Hot Tub/Barrel Sauna

Modern Rustic Cabin with Waterfalls and 30 acres

Old Country Farmhouse 150 Acre View With Hot Tub
Family- and pet-friendly home rentals

Woodsy Retreat, Sunny Home with Paths and Stream

Delaware River retreat

Cozy Cottage in Popular Narrowsburg

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

Private Riverfront, Magestic View, Wildlife, Sauna

The Waterfall Casita: A-frame with 30ft Waterfall

Half Moon: Fairytale Catskills Retreat

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV
Family-friendly home rentals with a pool

Secret Getaway Nestled in a Woodland Setting

Livingston Manor Pool and Lake Retreat

Experience The Zen House

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

Heated pool sauna and jacuzzi Lake Wallenpaupack

Pocono heated pool, hot tub, sauna, games, playgr.

Bella Cottage w/Pool, BBQ - Catskill Getaway

Au Bon Orchard - Hot Tub - 56 Private Acres
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- Mountain Creek Resort
- Bushkill Falls
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Promised Land State Park
- Mohonk Preserve
- Plattekill Mountain
- Pocono Mountains
- Peekamoose Blue Hole
- Mountain Creek Water Park
- Lake Minnewaska
- Warwick Valley Winery & Distillery
- Three Hammers Winery
- Ranch Skydive
- Tobyhanna State Park
- Claws 'N' Paws
- Upper Delaware Scenic and Recreational River
- Newton Lake





