House vacation rentals in Callicoon

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Top-rated house rentals in Callicoon

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Guest favorite
A spacious green lawn is bordered by trees displaying vibrant autumn colors. The house, featuring a large deck, is positioned to offer scenic views of the surrounding landscape. Gray skies cast a soft light over the area, enhancing the natural beauty.
Home in Callicoon
4.93 out of 5 average rating, 116 reviews

Cozy Catskills Escape with Wildlife and Views

Welcome to Deer Hollow, a bucolic retreat sitting on three lush acres in the Sullivan County Catskills. Deer Hollow is nestled on a hill, just a five minute drive to the hamlet of Callicoon on the Delaware River. Only a two hour drive from New York City's George Washington Bridge, Callicoon is a charming community, waiting to be explored. With four bedrooms and two full baths, Deer Hollow comfortably sleeps up to eight guests, making it the perfect gathering place for your family and friends.

Guest favorite
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
4.9 out of 5 average rating, 136 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.

Top guest favorite
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, 218 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 favorite
A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.
Home in Livingston Manor
4.94 out of 5 average rating, 161 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 favorite
An aerial view of a rustic wooden house is framed by lush greenery. The spacious wraparound deck is visible, along with outdoor lounging furniture. The home features a sloped roof and a chimney, surrounded by trees and a hint of a stream nearby.
Home in Cochecton
4.91 out of 5 average rating, 593 reviews

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.

Guest favorite
Home in Narrowsburg
4.94 out of 5 average rating, 221 reviews

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing

A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Top guest favorite
A spacious bedroom features a queen bed with a blue quilt and decorative pillows. Large windows allow natural light and provide views of the landscape. A seating area includes a cozy chair, and a dresser offers storage options. Air conditioning units are mounted on the walls.
Home in Equinunk
5 out of 5 average rating, 201 reviews

Art House Bird Sanctuary at EBC Sculpture Park

The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

Top guest favorite
The cozy living area features a sofa and a teal armchair, surrounded by decorative lamps. A colorful striped rug adds warmth to the space. Natural light enters through the window, while vintage decor and string lights enhance the inviting ambiance.
Home in Narrowsburg
4.92 out of 5 average rating, 472 reviews

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

Top guest favorite
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
4.95 out of 5 average rating, 328 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 favorite
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, 188 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.

Guest favorite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 388 reviews

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.

Top guest favorite
A cozy living room features a blue sofa and armchair arranged around a glass coffee table. A patterned area rug adds warmth to the space, while a wall-mounted artwork of a tree brings a touch of nature. A small desk with a chair is visible in the background.
Home in Honesdale
4.97 out of 5 average rating, 183 reviews

Teal Cottage in Honesdale

Newly renovated cute cottage in historical Honesdale. Originally built in the 1940's as a TV repair shop and lovingly converted into a home. You will find yourself in rural PA, yet close enough to walk to the shops and restaurants in town. Get away from the hustle and bustle of city life and enjoy a few peaceful days in our lovely town. Garage parking for one car or a 15 minute walk from the Shoreline bus drop-off.

Popular amenities for Callicoon house rentals

Quick stats about house rentals in Callicoon

  • Nightly prices starting at

    Callicoon vacation rentals start at G$41,725 GYD per night before taxes and fees

  • Verified guest reviews

    Over 320 verified reviews to help you choose

  • 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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