
Holiday rentals with outdoor seating in Callicoon
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Callicoon
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV
Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

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.

Stone Creek House: A Tranquil Family Getaway
Welcome to Stone Creek House, a creekside dog-friendly family retreat. Minutes to Livingston Manor, our light-filled house is designed for gatherings and relaxation. The house has a private creek with a small swimming hole and game room on three acres of landscaped property. A two-sided fireplace keeps you cozy in the living and dining rooms, while the outdoors has a private deck with a chimenea, swing, a field for activities, a fire pit, and a large grill for cooking. photos @stonecreekhouse

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 that’s 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!

Butternut Farm Cottage
Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

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.

Private riverside cabin with soaring ceilings
Newly built riverside cabin overlooking 600ft of private riverfront right on the edge of Livingston Manor. The cabin soaring ceilings and large windows create a light filled space and big views onto the Willowemoc river - stroll down the bank to fly fish one of the areas most famous rivers, or just enjoy looking out over it from your own private deck. After sunset enjoy the outdoor firepit, or indoor stone clad fireplace, or cook a feast from the chef's kitchen.

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 creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.
Popular amenities for outdoor seating rentals in Callicoon
House rentals with outdoor seating

Woodsy Retreat, Sunny Home with Paths and Stream

modern and secluded upstate getaway

Private, Elegant Chalet w/ A Breathtaking View

Creekside cottage on 65 acres of land

Luxe & Modern farmhouse | House of Jane West

The Nest At Swiss - Lakefront In The Catskills

Art House Bird Sanctuary at EBC Sculpture Park

Lucky Lane Cottage
Apartment rentals with outdoor seating

Walkable Village Apt - WFH & Hike Minnewaska

Lake view with new 6 person jacuzzi & lake area

Peaceful operating farm.

Gedney House Apt. 1: Brand New; near Bethel Woods!

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

Lakeside Studio on White Lake

Heart of Milford- Historic Area

Quiet Cozy Catskills Studio near Bethel Woods
Other holiday rentals with outdoor seating

❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches

King Of The Hill

Charming Creekside Village Cottage!

Private Riverfront, Magestic View, Wildlife, Sauna

Lake Ridge Bungalow w/ outdoor SAUNA

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

Swimming Hole, OMG Game Barn! Hot Tub

Upper Delaware River cottage
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 £142 per night before taxes and fees

Verified guest reviews
Over 370 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

5 Average rating
Callicoon stays are highly rated by guests – averaging 5 out of 5!
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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
- Minnewaska State Park Preserve
- Resorts World Catskills
- Delaware Water Gap National Recreation Area
- Sunset Hill Shooting Range
- Plattekill Mountain
- Promised Land State Park
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- Claws 'N' Paws
- Lackawanna State Park
- Salt Springs State Park
- Warwick Valley Winery & Distillery
- Tobyhanna State Park
- Mountain Creek Water Park
- Mohonk Preserve
- Woodloch Resort
- Upper Delaware Scenic and Recreational River
- Lake Minnewaska
- Peekamoose Blue Hole




