
House holiday rentals in Callicoon
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Top-rated house rentals in Callicoon
Guests agree: These houses are highly rated for location, cleanliness and more.

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!

Secluded Catskills Retreat with Deck and Fire Pit
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).

Catskill Retreat w/ Hot Tub / Near Casino
Indulge in a luxurious family retreat at The Catskill Getaway, a meticulously remodeled house nestled on ten acres of pristine natural beauty. This sanctuary boasts high ceilings, modern comforts, and a serene ambiance, offering the perfect escape. Unwind in the outdoor hot tub and revel in the tranquility. Explore nearby attractions, including the New Munson Diner, Sullivan County Golf, Resorts World Casino & Kartrite Indoor Water Park, Holiday Mountain Ski, and Bethel Woods, all in reach.

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.

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.

River House at Trout Town Farms
Fully furnished River House with private access to the famous Beaverkill River Lower Mountain Pool. You can walk through a real working farm as well as taste the seasonal harvest when available. Here you can take a farm tour and visit with our resident animals, including alpacas, Nigerian dwarf goats, rabbits, and chickens. Whether it's fishing, relaxing by the fire, or sitting on the patio listening to the river, this farmhouse offers a peaceful retreat for the whole family to stay.

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!

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 .

Lucky Lane Cottage
Escape to this cozy cottage on a dirt road, perfect for nature lovers. Just a 2-minute drive to Tusten Mountain Trail and Ten Mile River public access on the Delaware River, and 5 minutes from Narrowsburg's charming Main Street. Close to local favorites, yet secluded for peace and relaxation. Enjoy fall activities like hiking, leaf-peeping, and local harvest festivals. This tiny retreat offers quick access to dining and events. Four-wheel drive recommended in winter months.

Modern Secluded Retreat
Discover a secluded paradise on 11+ acres with a stream, pond, and woods. This private Airbnb features a one-bedroom with a king bed, a large bathroom, open-plan living area, and a deck with stunning views. The property includes a game room/studio with heated floors for yoga or fitness, plus a 1/2 bath. Perfect for nature lovers seeking tranquility and comfort. IMPT: We don’t charge a cleaning fee - in exchange we ask you leave everything clean and tidy when you check out.

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.

In the clouds your cozy- lake house
Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery
Popular amenities for Callicoon house rentals
House rentals with a pool

Private Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

The Green Light Lodge- minutes to beach & skiing!

Lakeside Oasis

Poconos Lodge Retreat in Private Lake Community

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Trout fishing on the Delaware

Spacious Catskills Farmhouse on over 5 acres!

Lakeview Chalet - Pool & Lake/Beach - Kayaking
Weekly house rentals

Andes Cottage

Zenwood Manor: Modern Cottage w/ Woodstove+Firepit

Secluded Catskills Farmhouse w/ 50 acres of hiking

Lake Ridge Bungalow w/ outdoor SAUNA

Camp Indiana - Lakefront Chalet in Upstate, NY.

Hillside River Cabin,

Modern Cabin in the Woods

Chic Country Contemporary w/ Fireplace
Private house rentals

Highland House

Modern Farmhouse Nestled in the Catskills

Lakefront A-Frame w/ Hot Tub & Game Room!

Pocono Dog-Friendly Home - Delaware River/Hot Tub!

White Pine Chalet

Groovy Getaway at Bethel Woods

Peaceful Escape Overlooking Lake Jeff

River Cottage: Peaceful + stylish country getaway
Quick stats about house rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at $282 AUD per night before taxes and fees

Verified guest reviews
Over 330 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Callicoon rentals

4.9 Average rating
Callicoon stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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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
- Pocono Mountains
- Claws 'N' Paws
- Lackawanna State Park
- Salt Springs State Park
- Warwick Valley Winery & Distillery
- Mountain Creek Water Park
- Tobyhanna State Park
- Woodloch Resort
- Mohonk Preserve
- Peekamoose Blue Hole
- Lake Minnewaska
- Upper Delaware Scenic and Recreational River




