Holiday rentals in Callicoon Center

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Top-rated holiday rentals in Callicoon Center

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Guest favourite

Guest suite in Jeffersonville

4.84 out of 5 average rating, 129 reviews

The Shire

This is a quaint country escape. Separate door from rest of house allows for total privacy. Access to basement (2 cats) and giant barn. Enormous field/forest to explore. Slightly isolated from town center but neighbors close enough if needed. Harmless wild animals are a daily sight. Down country road 1/4M is an amazing farm. Farm animals, fresh eggs & meat if desired. Mornings are glorious with light floating the property. Very pure water/ fresh air aplenty. Additional outdoor shower (May-Nov)!

Guest favourite

Cottage in Narrowsburg

4.99 out of 5 average rating, 148 reviews

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

Guest favourite

Guest house in Roscoe

4.93 out of 5 average rating, 212 reviews

Comfortable Carriage House Setting in Roscoe, NY

This enchanting carriage house is tucked away a mere five minute drive from the Beaverkill River and about 10 minutes from the hub of the town of Roscoe. Guests have access to the upper dwelling of the carriage house that shares acreage with the main house. Guests can walk the land and explore nature. There is a garden with seating nearby, a pond, a stream running through the property, and a fire pit that guests can enjoy. Perfect get-away spot for a couple that wants to explore the area.

Guest favourite

Guest house in Callicoon Center

4.98 out of 5 average rating, 44 reviews

Spring 35% off-Private Cabin 183 acres–EV charging

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

Guest favourite

Home in Livingston Manor

4.91 out of 5 average rating, 141 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 favourite

Guest house in Roscoe

4.99 out of 5 average rating, 81 reviews

Map Maker's Cabin

All season cozy cabin in a quiet, peaceful woodsy oasis, 15 min from the Delaware River, and close to many of the wedding venues including Callicoon Hills, Seminary Hill and North Branch Inn. Fast wifi for working remotely, writer's retreat, romantic getaway, meditation, yoga, and time in nature. **We have an (inflatable) hot tub which we are filling week to week depending on the weather - we will see how it does over the winter. So far so good, but please check ahead**

Guest favourite

Farm stay in Callicoon

4.96 out of 5 average rating, 190 reviews

Country road please take me home!!

Are you looking for rest & relaxation or fun in the Catskills. Come enjoy our warm, cozy home away from home. Our guest mobile home is located on a quiet country back road, but yet close to dining and outdoor activities that the Catskills has to offer, rafting down the Delaware & enjoying concerts at Bethelwoods. The possibilities are endless. We now have Spectrum internet. Please note that we do reside on an active farm. This could be a wonderful experience!

Guest favourite

Farm stay in Roscoe

4.99 out of 5 average rating, 132 reviews

Roscoe Wildlife Retreat

We are open for. the season! You'll be enjoying a 40-foot travel trailer located on 11 acres of land with private entrance and all necessities to be comfortable, including WIFI, heat/AC, hot water, bathroom.FRESH AIR, and so much more. Please note that the trailer is designed for 2 adults/2 children or up to 3 adults/1 child. If you have a special arrangement for your family, just message us, and we will see what we can do.

Guest favourite

Barn in Roscoe

4.98 out of 5 average rating, 126 reviews

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.

Guest favourite

Guest house in Long Eddy

4.97 out of 5 average rating, 136 reviews

The Grange

The Grange is a fully renovated 1886 building with 800 sq ft apartment on ground floor. It is located on a quiet country road 4 miles from the Delaware River with great swimming, fishing, kayaking, canoeing, tubing nearby. 15 minutes from Callicoon and 23 minutes from Hancock. Private entrance. Access to my vegetable garden and private lawn. It has fully equipped kitchen and bathroom with bathtub and shower.

Guest favourite

Cottage in Livingston Manor

4.95 out of 5 average rating, 382 reviews

Catskills Modern Amber Lake Cottage

Featured in the NY Times, Amber Lake Cottage is nestled right on the bank of Amber Lake in Livingston Manor, NY. Just 2 hours from the bustle of your 9-5 in NYC, the home lets you catch your breath. Sleep in. Rowboat. Fix a drink by the fire. Dance to a record. Experiment with local produce in the chef's kitchen. See the stars above you. Hear quiet for the first time in months.

Guest favourite

Cottage in Parksville

4.97 out of 5 average rating, 243 reviews

Rolling River Guest House ~ Cozy & Fun

This charming, private guest house used to be the Rolling River Café, converted into a cozy space with a pellet stove, a queen bed upstairs and futons upstairs and down. Perfect for 1 to 4 guests, such as 2 couples, 3 friends, or a family of 3 or 4. It is private - no sharing with any other guests. It has an open floor plan on both floors.