
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.

Cozy Farmhouse Cottage
Take a break to unwind and explore the beauty of NE Pennsylvania and the Upper Delaware River . Our Cozy Cottage is the perfect place to base all of your local adventures! Situated on a quiet, country road with very little traffic you will enjoy the beautiful countryside setting and sounds of nature. Centrally located in Wayne County we are just a short drive to many things to do! Honesdale, Hawley, Narrowsburg, Callicoon, Bethel Woods, Delaware River, Prompton State Park for starters.

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 – 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.

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.

Ridge Haven: Catskills home w/ open deck & firepit
Welcome to Ridge Haven! Our home features an open floor plan w/ a fireplace, a big deck w/ grill, a seasonal outdoor shower & a fire pit on the upper lawn. Propane & firewood included. Only 2 hours from NYC in the hamlet of Narrowsburg. Nestled against the Delaware River, it is home to a variety of shops, acclaimed restaurants, art galleries, & antique stores. <15 mins from hikes, swimming/tubing on the Delaware, Bethel Woods, and Callicoon. <30-60 mins to skiing (Elk, Big Bear & Shawnee).

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.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

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!

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

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.
Popular amenities for outdoor seating rentals in Callicoon
House rentals with outdoor seating

Woodsy Retreat, Sunny Home with Paths and Stream

Catskill Retreat w/ Hot Tub / Near Casino

The Swiss Hill Farmhouse - 5 Bedrooms w/ Hot Tub

Cozy Catskills Escape with Wildlife and Views

Creekside cottage on 65 acres of land

Private, Elegant Chalet w/ A Breathtaking View

River view:

Butternut Farm Cottage
Apartment rentals with outdoor seating

Rustic One Bedroom near Delaware River

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

New studio apt 15 min to bethel woods lake access

Heart of Milford- Historic Area

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

The Waterfall Casita: A-frame with 30ft Waterfall

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

Private cottage at Fox Hill Farm

1930's Vintage Cabin · Hot Tub · Kohler Cabin

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

Romantic Cabin with Sauna & Wood Fired Hot Tub

Mission:Possible on the Delaware • Catskill Mtns.

Cozy Catskills Cabin
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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- Upper Delaware Scenic and Recreational River
- 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
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- Plattekill Mountain
- Pocono Mountains
- Claws 'N' Paws
- Lackawanna State Park
- Tobyhanna State Park
- Mohonk Preserve
- Newton Lake
- Three Hammers Winery
- Warwick Valley Winery & Distillery
- Bushkill Falls
- Woodloch Resort
- Lake Minnewaska




