Guesthouse vacation rentals in Sullivan County

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Top-rated guesthouse rentals in Sullivan County

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Top guest favorite
Two wooden Adirondack chairs are positioned on a stone patio, facing a serene view of the lush green surroundings. A bubbling brook can be seen nearby, bordered by tall trees and soft grass, creating a tranquil outdoor space.
Guesthouse in Smallwood
5 out of 5 average rating, 25 reviews

Charming Brook Side Retreat by The Forest Reserve

Kick back and relax in this spacious, renovated XL studio in Smallwood, NY. Located by the tranquil bubbling Brook and surrounded by the Smallwood Forest Reserve, this guesthouse blends modern, vintage, and rustic decor, featuring a comfortable King-size bed. Just 93 miles from NYC, it’s minutes from Bethel Woods Center for the Arts, scenic lakeside dining, lake beaches, and hiking trails. As a Superhost, I’m thrilled to welcome you to my cozy retreat for a peaceful and memorable getaway!

Top guest favorite
A wooden gazebo sits nestled in a grassy area, surrounded by trees. The gazebo features a railing and open design, offering a relaxing outdoor space. Nearby, a small fire pit area with carved seating is visible, enhancing the natural setting.
Guesthouse in Parksville
4.95 out of 5 average rating, 38 reviews

Wonderful getaway place in the Catskills!

Enjoy this nice getaway cozy place with your friends and family with a private deck on a beautiful property hosted by a mother-daughter team! Just under 2 hours from New York City! This two-bedroom apartment includes a new kitchen, and living/dining room with a sofabed and accordion doors so it can be turned into a third bedroom for a night. There is also a comfy sitting area with a smart TV. This place is a part of a bigger house. Dogs are ok. We have cats in our part of the house.

Guest favorite
A cozy dining area features a round table and four chairs, with a colorful plant centerpiece. Natural light enters through a nearby window adorned with red curtains, illuminating the adjacent living space, where a red sofa is positioned.
Guesthouse in Bloomingburg
4.86 out of 5 average rating, 36 reviews

Mondrian Manor

Welcome to the Mondrian Manor in the lower Catskill mountains. This stylish, quiet getaway is a freestanding cottage that includes a private deck and a separate bedroom. Just one hour and forty-five minutes from New York City it has access to many hiking trails, Sam's Point/Ice Caves, Blue Cliff Monastery, unique eateries, and concert venues including Bethel Woods. With a comfortable workspace it will be great for someone needing to finish a project or anyone wanting a peaceful respite.

Top guest favorite
A raised wooden deck features two chairs and a table, surrounded by a spacious outdoor area. The guesthouse, painted in soft yellow, stands behind the deck with large windows visible, inviting natural light. Lush greenery and trees create a serene backdrop.
Guesthouse in Narrowsburg
4.99 out of 5 average rating, 141 reviews

Mission:Possible on the Delaware • Catskill Mtns.

Mission: Possible is the perfect Catskills getaway for two. Nestled along one of the most pristine sections of the Upper Delaware River in Narrowsburg, NY, this modernized guesthouse offers comfort in a luxuriously rustic setting. With three large glass walls facing the river, you can see bald eagles soaring, songbirds flying, blue herons stealthily stalking fish, an occasional white egret or two fishing, and deer quietly drinking at river's edge. Only 15 minutes from Bethel Woods.

Guest favorite
A charming converted barn loft is depicted, featuring a gray exterior and a bright red door. Stairs lead to the entryway, framed by greenery and soft landscaping, creating a welcoming entrance amidst a rustic setting.
Guesthouse in Shohola
5 out of 5 average rating, 6 reviews

The Den at Shohola

Escape to a charming converted barn loft in peaceful Shohola, PA. This cozy yet spacious retreat features a queen bed and two pull-out twin mattresses. Enjoy a designated workspace, WiFi, and TV. A nearby building offers a pullout queen couch, TV, ping pong, and games. The private bathroom, secured with a lock code, is in the main house and includes a washer, dryer, mini fridge, table, and cooktop stove (not a full kitchen). A perfect blend of rustic charm and modern comfort!

Guest favorite
A wooden deck overlooks a serene river, complemented by a large umbrella providing shade. Four Adirondack chairs are arranged invitingly on the deck, set against a backdrop of lush greenery and a peaceful water view.
Guesthouse in Roscoe
4.96 out of 5 average rating, 48 reviews

Private River Access, Beaverkill

Escape to our riverside retreat in the Catskills! This private, detached home offers 2 bdrms, 3 twin beds, 1 queen and a full futon. Enjoy exclusive access to Beaver Kill River and a stocked pond with kid-friendly fishing. WiFi, TV, full kitchen, and board games provide comfort and entertainment. Relax on the new deck overlooking the river or gather around the firepit with beautiful chairs. Just 15min from downtown Roscoe's dining, bars, and breweries. Unplug and unwind.

Top guest favorite
A charming guesthouse exterior features a bright red door, framed by green plants and a welcoming bench. Pathway stones lead to the entrance, while a wooden barn stands in the background, surrounded by lush greenery.
Guesthouse in Callicoon Center
5 out of 5 average rating, 26 reviews

Indigo Bunting Farms Milk House/Hot Tub & Sauna

We invite you to enjoy our renovated guesthouse, once the milk house on a productive dairy farm in the mid-twentieth century. Our secluded property is on a peaceful country road, yet central (~15 minute drive) to the main streets of Callicoon, Livingston Manor, Roscoe, and Jeffersonville, all worthy of exploration. The kitchen is fully stocked and capable and, once on the property, you are welcome to roam its 12 acres, enjoy the fire pit, wood-fired sauna or hot tub.

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
4.97 out of 5 average rating, 61 reviews

Beautiful Mtn Cozy Cabin-183 acres-Amazing Views

Truly beautiful mountain cabin. 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, skiing, hiking, bike rentals, tons of trails, fishing and 183 acres to explore!

Top guest favorite
A spacious loft area features a queen-size bed with decorative pillows and a comfortable futon sofa positioned against a wooden wall. Natural light enters through large windows, illuminating a colorful area rug that spans the floor. A fan is mounted on the ceiling.
Guesthouse in Wurtsboro
4.9 out of 5 average rating, 98 reviews

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

Just 90 minutes from NYC, Wurtsboro is a charming and tranquil Catskills retreat. Hiker’s Haven is a cozy, detached Loft on the same property as our log cabin home, set above the Bashakill Wildlife Refuge. While trees block direct water views, you’ll hear birdsong and may spot bald eagles or red-tailed hawks. In fall, glimpses of the Bashakill emerge through colorful foliage. Enjoy hiking, fishing, glider rides, and local shops and galleries.

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
5 out of 5 average rating, 88 reviews

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!

Superhost
An outdoor deck features a large seating area with a sectional sofa and two armchairs, arranged around a central coffee table. A patterned area rug adds color to the space, which overlooks green trees and open fields under a clear blue sky.
Guesthouse in Ellenville
4.86 out of 5 average rating, 29 reviews

The Loft at Pangri-La

Get back to nature in comfort in a newly built loft with panoramic views of the Shawangunk Mountain range. Featuring a king size bed with luxurious Brooklinen bedding, fully equipped kitchen with modern appliances and gas grill on the deck. Watch the sunrise over the mountains with a hot cup of coffee while relaxing on the large deck. Owners are next door and available if anything needs attention.

Superhost
A rustic cabin is surrounded by trees, featuring a wooden porch with a railing and steps leading up to the entrance. Natural elements and earthy tones are visible in the wood structure, contributing to a secluded ambiance.
Guesthouse in Greenfield Park
4.75 out of 5 average rating, 4 reviews

Rustic Catskill's Log Cabin #1

Delightful, cozy and private Rustic Catskill's Cabin #1 has 2 rooms (1 room with queen bed, 1 room with a single bed and bunk bed ), a desk area, utility kitchen and a lovely front porch with picnic table. The cabin has double burners, microwave, mini-frige, utensils, plates and pan/pots for cooking. 2 shared hot-water bathhouses are but steps away.

Popular amenities for Sullivan County guesthouse rentals

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