Vacation rentals in Callicoon Center

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Callicoon Center

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Superhost
An indoor heated pool area features large windows allowing natural light to fill the space. Surrounding the pool are loungers, a colorful floating swan, and a bright orange inflatable, creating a cheerful atmosphere. Wood paneling and a beamed ceiling complete the inviting setting.
Home in North Branch

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

4.89 out of 5 average rating, 183 reviews
Top guest favorite
A charming cabin with a dark exterior and bright yellow door is surrounded by lush greenery. A dog is seen standing on the grassy area in front, with a deck and fire pit visible nearby. Stacked wood is neatly arranged to the side of the cabin.
Cabin in Roscoe

Cabin@Crow Hill: unplug and reconnect with nature

Escape it all, listen to the birds and near by Buck Brook. Explore the Catskills with plenty of hiking, lakes, and fly fishing. The stars are incredible, so as you sit on the balcony or at the fire pit look up. Crow Hill is located on a quiet road away from the bustle of town. The wifi is moderate due to the location, so it allows you to unplug. Crow Hill is dog friendly ( no cats) and perfect for a family getaway. The cabin is deep cleaned and sanitized between guests. Come take a break!

4.98 out of 5 average rating, 124 reviews
Guest favorite
Cottage in North Branch

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.

4.95 out of 5 average rating, 147 reviews
Guest favorite
The rustic cabin, crafted from dark wood, is set against a colorful sunset sky. A gentle slope reveals steps leading up to the main entrance, while a green patio umbrella shelters a seating area nearby. Surrounding greenery adds to the natural ambiance.
Guesthouse in Callicoon Center

Beautiful Mtn Cozy Cabin-183 acres-Amazing Views

Bethel Woods & Callicoon Hills so near. Truly beautiful mountain cabin. Artistic, eclectic, luxurious—hi-speed internet—private patio & picnic table—comfy beds, bathrooms with 2 person Jacuzzi tubs—house-wide stereo—induction cooking–air-fryer/oven—dishwasher— linens–snacks-drinks included. Geothermal heat/hot water, solar electric — EV charging. Private chef and masseuse available. Farm-to-table restaurants, skiing, hiking, bike rentals, tons of trails, fishing and 183 acres to explore!

4.97 out of 5 average rating, 65 reviews
Top guest favorite
The exterior of a charming black home is illuminated by soft yellow lights from the windows at dusk. A stone path leads through a landscaped garden area, which is bordered by planters. Multiple light sources create a serene atmosphere amidst the surrounding greenery.
Chalet in Callicoon Center

Architecturally Unique Catskill Chalet

Unwind in a secluded upstate escape on 6+ wooded acres off a dead-end road while relaxing to the sound of Callicoon Creek. This newly renovated and designed home has multiple lounging areas, a wood-burning fireplace, hot tub, and fire pit. We are less than 15 minutes from the most charming Catskill Main Streets of Livingston Manor, Roscoe, Jeffersonville, and Callicoon and a five-minute walk to Callicoon Hills for dinner, coffee, or the pool. Bring your family + dog out to the country!

4.99 out of 5 average rating, 93 reviews
Top guest favorite
A rustic barn showcases an American flag hanging from an open upper window, set against a backdrop of lush greenery. Two Adirondack chairs are positioned on a grassy area, creating a peaceful space for relaxation. Stone walls border the property, enhancing its natural charm.
Home in Livingston Manor

Secluded oasis nestled in nature

Relax at our secluded oasis in the Catskills and explore over 12 acres of woods & lawn to play in. Hang out in our recently restored barn, featuring basketball hoops, a ping pong table, darts, and a place for your yoga or work-out routine. Relax in the hammock watching your kids on the trampoline or take the whole family on a day trip to near-by swimming holes, fishing, day-hikes, farmer markets, or other adventures. Finish the day around the campfire, eating S'mores under the stars.

4.93 out of 5 average rating, 29 reviews
Top guest favorite
A cozy living area is highlighted by large windows allowing natural light to fill the space. A wood-burning stove serves as a focal point, with a plush sofa draped in a soft throw. A mix of plants and decorative items enhances the inviting atmosphere.
Chalet in Roscoe

Sunday Mountain House - Cozy Catskills Chalet

Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Catskill Mountains. Our home is located about 2-2.5 hours from NYC, and minutes from the charming towns of Roscoe and Livingston Manor. Tucked away on a mountain road, this is the perfect a place to relax and unwind. You can sleep. You can sip. You can cook. You can workout. You can hang. Outside of our doors you can fish. You can hike. You can stargaze. You can play. A place to do everything or nothing at all.

4.96 out of 5 average rating, 162 reviews
Top guest favorite
Chalet in Obernburg

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.

4.97 out of 5 average rating, 252 reviews
Top guest favorite
An inviting living area features a stone fireplace, flanked by large windows that provide scenic views. A combination of leather and fabric seating enhances comfort, while a rustic wooden coffee table sits at the center. Natural light fills the space, creating a warm atmosphere.
Chalet in North Branch

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.

4.99 out of 5 average rating, 151 reviews
Top guest favorite
The exterior of the modern structure features large windows and a sloped roof. A wooden deck is highlighted with two red chairs and decorative planters filled with greenery and flowers. Soft sunlight illuminates the space surrounded by trees.
Guesthouse in Callicoon

R52Creekside one bedroom cottage

NEW Construction! Centrally located to all Sullivan county has to offer! Bethel woods, Livingston Manor, Callicoon and much more close by! Walk to a great little local deli and drive to many close restaurants. Set up for two adults or two adults with one small child. Efficiency kitchen (no oven). Ten acres with a creek and lots of area to walk and have a dog. King bed sleeping loft! Great area to explore in summer and winter! Dogs welcome!

5.0 out of 5 average rating, 109 reviews
Guest favorite
Two alpacas are seen in the foreground, highlighting the rural setting. In the background, the barn's upper structure features dual cupolas and a spacious deck. Soft morning light enhances the natural landscape, while a satellite dish is visible on the barn's side.
Barn in Roscoe

Sleep Above the Alpacas Scenic Farm Getaway

Slumber comfortably atop our 100+ alpacas, Angora rabbits, chickens and potbelly pig named Daisy. BuckBrook Alpacas offers a 3-bedroom loft apartment rental above our barn. You will sleep surrounded by the mountains and the animals on one of the highest peaks of the county. Wake up for a complimentary farm tour and enjoy a 10% off shopping pass in our farm store on our entire selection of alpaca gifts for the whole family.

4.98 out of 5 average rating, 151 reviews
Top guest favorite
Home in Jeffersonville

Hust Haus | Sweeping Catskills Views on 20 Acres

Hust Haus is a modern two bedroom retreat set on 20 private acres with incredible sweeping views of the Catskills. Wander the property along a seasonal stream, gather around the Solo Stove, or relax on the patio and take in the scenery. Inside, enjoy radiant heated floors, a fully stocked kitchen, and thoughtful modern comforts, all surrounded by the peaceful countryside of Jeffersonville.

4.98 out of 5 average rating, 66 reviews

Popular amenities for Callicoon Center vacation rentals