
Holiday rentals with outdoor seating in Callicoon
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Callicoon

Total holiday rentals
Explore 10 holiday rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at €149 per night before taxes and fees

Verified guest reviews
Over 310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

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 – averaging 4.9 out of 5!
Top-rated rentals with outdoor seating in Callicoon
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

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.

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski
With its sparkling water views and secluded, middle-of-the-woods feel, this 2-bedroom, 1-bathroom vacation rental cabin is ideal for a city dweller's escape. Once you've settled in, make yourself at home in the bright and beautiful mid-century modern interior, or head out for a relaxing paddle on the lake. Prefer land-based activity? Stroll into downtown Narrowsburg, or go for a hike along the Upper Delaware Scenic & Recreational River. The tranquil beauty of the Catskill Mountains awaits!

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.

Catskill Retreat
A waterfall runs right beneath the footbridge deck outside the kitchen, and you'll hear it through most of the cottage — it's part of what makes this place feel like a real escape. You'll enjoy a stone fireplace for cool nights, a screened porch that's hard to leave once the frogs start up at night, and a canoe for days on the water. Somehow, even with a supermarket, restaurants, a bakery, and a weekly farmers market just a mile away, it still feels like you've gotten away from it all.

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

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.

Delaware River retreat
Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

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.

Modern Secluded Retreat
Escape to the center of 11+ acres of woods, water, and dark starry skies—under 2 hours from NYC. Walls of windows pull the outside in, with a stream, pond, and constant wildlife just beyond. Warm up by the fireplace, unwind in the open living space, and sleep deep in a king bed. A large jetted bathtub, bonus half bath, and a flexible bonus room with pool table and ping pong table on heated floors round it out. Peaceful, private, and made for slowing down.
Popular amenities for outdoor seating rentals in Callicoon
House rentals with outdoor seating

3BR/2BA • Private Pool & Hot Tub Near Bethel Woods

Swimming Hole, OMG Game Barn! Hot Tub

Luxe & Modern farmhouse | House of Jane West

Gorgeous Waterfront w/ Hot Tub and Game Level

Butternut Farm Cottage

Luxury Estate with Wood Stove and Hot Tub

Secluded Catskills Retreat with Deck and Fire Pit

Peaceful Escape • Hot Tub • Fire Pit • Views
Apartment rentals with outdoor seating

Like Home, 2 BR Apt - Historic Home- Honesdale, PA

Newly Renovated by Lake Wallanpaupack (Sleeps 2-4)

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

Lakeside Studio on White Lake

Elegant Beds & English Accents Catskills

Catskills Hideaway - West

Cute and Comfy Getaway

Peaceful operating farm.
Other holiday rentals with outdoor seating

Luxury Historic School House Cottage

The Cabin on Fern Ridge

Private Riverfront Catskills Retreat w/ Hot Tub

Half Moon: Fairytale Catskills Retreat

Enchanting River A-Frame|Fire Pit| Magical Forest

Cozy Catskills Cabin

Stardust Cottage—Rustic retreat in Catskills Hamlet

Charming Cottage~Bethel Woods Concerts~Firepit
Destinations to explore
- New York City Holiday rentals
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- Washington Holiday rentals
- Boston Holiday rentals
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- Ocean City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Mississauga Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- 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
- Pocono Mountains
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Warwick Valley Winery & Distillery
- Mountain Creek Water Park
- Claws 'N' Paws
- Tobyhanna State Park
- Three Hammers Winery
- Ranch Skydive
- Lake Minnewaska
- Upper Delaware Scenic and Recreational River
- Newton Lake





