
Family-friendly vacation rentals in Callicoon
Find and book unique family-friendly homes on Airbnb
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 ﺩ.ﺇ 624 per night before taxes and fees

Verified guest reviews
Over 340 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 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.
FamilyIndoor spacesValue

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.
KitchenFamilyGrill

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA – 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 nature’s embrace.
Indoor spacesFamilyAccess

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.
FamilyIndoor spacesDecor

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.
FamilyKitchenRiver

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.
Indoor spacesFamilyQuiet

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.
FamilyKitchenPets

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!
FamilyIndoor spacesPets

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!
KitchenFamilySkiing

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.
KitchenFamilyGrill

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.
KitchenIndoor spacesLong stay

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.
Indoor spacesFamilyTV
Popular amenities for Callicoon family-friendly rentals
Family-friendly home rentals with a hot tub

Dog friendly, heated pool & Hot Tub w/ fenced yard
Indoor spacesKitchenAmenities

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

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

Gorgeous Waterfront w/ Hot Tub and Game Level
FamilyIndoor spacesGrill

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

the tree house, Wood Fired Hot Tub/Barrel Sauna
KitchenIndoor spacesWifi

Modern Rustic Cabin with Waterfalls and 30 acres
KitchenFamilyAccess

Peaceful Escape • Hot Tub • Fire Pit • Views
Indoor spacesFamilyBackyard
Family- and pet-friendly home rentals

Hilltop Farm Campsite 20 mins to Bethel Woods
FamilyPetsBiking

Woodsy Retreat, Sunny Home with Paths and Stream
KitchenFamilyTV

Delaware River retreat
Indoor spacesFamilyAccess

Cozy Cottage in Popular Narrowsburg
FamilyKitchenSleep quality

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
FamilyIndoor spacesQuiet

Private Riverfront, Magestic View, Wildlife, Sauna
Indoor spacesKitchenComfort

Cozy Catskills Cabin
FamilyKitchenTV

The Waterfall Casita: A-frame with 30ft Waterfall
KitchenIndoor spacesCheck-in
Family-friendly home rentals with a pool

Secret Getaway Nestled in a Woodland Setting
Indoor spacesKitchenOutdoor spaces

Au Bon Orchard - Hot Tub - 56 Private Acres
Indoor spacesKitchenEV charging

Luxury Tiny House near Honesdale
KitchenIndoor spacesHiking

Heated pool sauna and jacuzzi Lake Wallenpaupack
KitchenIndoor spacesDecor

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

Experience The Zen House
FamilyKitchenBackyard

Livingston Manor Pool and Lake Retreat
Indoor spacesFamilyAmenities

Cutbow Cabin Secluded Home near Livingston Manor
KitchenFamilyHospitality
Destinations to explore
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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





