Vacation rentals in Callicoon Center

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Top-rated vacation rentals in Callicoon Center

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An indoor heated pool is featured within a cozy enclosure, surrounded by large windows showcasing tranquil winter scenery. A distinctive swan-shaped float rests on the water's surface, and comfortable seating is positioned nearby for relaxation.
Home in North Branch
4.89 out of 5 average rating, 151 reviews

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.

Guest favourite
The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.
Home in Bethel
4.99 out of 5 average rating, 242 reviews

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!

Top guest favourite
A quaint cabin sits nestled among tall trees, showcasing a sloped roof and red front door. Adjacent to the cabin is a wooden deck featuring a Finnish sauna and a long table, surrounded by a lush green landscape.
Cabin in Callicoon
4.97 out of 5 average rating, 419 reviews

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.

Guest favourite
Home in Livingston Manor
4.92 out of 5 average rating, 170 reviews

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.

Top guest favourite
Cabin in Roscoe
4.97 out of 5 average rating, 172 reviews

Roscoe Cabin Pet Friendly

Roscoecabinpetfriendly: A Tranquil Escape in Roscoe, NY Nestled in the woods known as Trout Town USA, our rustic farmhouse cabin with 2 fireplaces offers the perfect retreat for city dwellers seeking relaxation & adventure. Enjoy the scenic 14-mile scenic drive to Bethel Woods Concerts with no traffic. Book your mountain escape with us today and enjoy fresh, clean air, beautiful scenery, and a cozy, well-equipped cabin . We look forward to hosting you & your furry friends soon 🐶

Guest favourite
A charming front porch features two rocking chairs positioned beside a small table. Potted yellow flowers add a touch of color, while a path leading to the entrance is framed by greenery and fallen leaves, evoking a welcoming outdoor space.
Cottage in Livingston Manor
4.97 out of 5 average rating, 219 reviews

Catskills Cozy Retreat:Comfy Beds, Firepit, & More

Experience vintage charm at Jameson Cottage, a mid-century farmhouse-style home surrounded by nature. • Modern amenities and rustic wood finishes. • Gas grill and fire pit. • Two queen bedrooms, open living area, and full bathroom await. • Compact kitchen features beautiful cabinets and open shelves. • Relax in the living room or explore the backyard with its bountiful flora. • Embrace the amenities, unleash culinary creativity, and indulge in the luxury of a clawfoot tub.

Top guest favourite
A rustic cabin is set among colorful autumn foliage, with trees in varying shades of yellow and orange. A gravel road borders the property, and a car is parked nearby. The cabin features a metal roof, wooden siding, and a welcoming porch area.
Home in Livingston Manor
4.96 out of 5 average rating, 337 reviews

River view:

Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

Guest favourite
A warm interior of a log cabin features wooden walls and a cozy seating area. A spacious brown couch is complemented by a decorative ottoman. Natural light filters in through large windows, illuminating the natural wood tones and enhancing the serene atmosphere.
Cabin in Roscoe
4.99 out of 5 average rating, 170 reviews

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

Hi, I'm Wonder! Welcome to my magical Catskills cabin escape - quiet & with a private spa. Ideal for romantic getaways, vacations w family & friends, wellness retreats. Nestled in nature, our clean log cabin offers a natural, chemical-free hot tub, sauna & cold plunge. Enjoy views from the porch, cozy by the wood stove, indulge in the spa & explore hikes & cute towns. Child, infant, pet friendly. Book to reconnect with nature, one another & yourself. 4WD car a must!

Guest favourite
A snow-covered deck showcases a scenic view of rolling hills and a forest in the distance. Snow blankets the ground, with trees dusted in white. Bright sunlight illuminates the landscape, creating a serene winter atmosphere.
Home in Jeffersonville
4.96 out of 5 average rating, 135 reviews

Private, Elegant Chalet w/ A Breathtaking View

Welcome to your all-season escape, to this funky yet luxury, spacious yet cozy, modern yet classic chalet. Where you can experience the perfect vacation, whether it is outdoors with family and friends or appreciating the art pieces throughout the interior. Greet the evenings with a cozy wood-stove and a movie or a glass of wine and a book, sunset with drinks on the deck and the mornings with a fresh espresso. Make some memories at this unique and family-friendly place.

Guest favourite
A spacious great room features exposed wooden beams and warm wood flooring. In the center, a wood burning stove provides warmth, surrounded by several seating options including rocking chairs and a dining table. Large windows allow natural light to fill the space.
Home in Livingston Manor
4.9 out of 5 average rating, 192 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 136 reviews

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.

Top guest favourite
Guesthouse in Roscoe
4.99 out of 5 average rating, 132 reviews

Map Maker's Cabin

All season private, cozy cabin in a peaceful woodsy oasis, 15 min from Delaware River; off a main road and close to many peaceful walks. Fast wifi for working remotely, writer's retreat, romantic getaway, meditation, yoga, or time in nature. **We have an (inflatable) hot tub which we fill for guests (unless temps are way too low). NOTE: all-wheel/four wheel drive is highly recommended during winter months. We are looking forward to hosting you!

Popular amenities for Callicoon Center vacation rentals