Guesthouse holiday rentals in Sullivan County

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Top-rated Guesthouses in Sullivan County

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Superhost

Guesthouse in Hawley

New place to stay

A perfect couples fall getaway

For an unforgettable escape, stay at the Hammer House at Three Hammers Winery, a beautifully restored 1820 historic farmhouse blending classic charm with modern comforts. This inviting retreat features a fully equipped kitchen, spacious living areas, and cozy bedrooms, all complemented by a covered porch overlooking a scenic pond and vineyard, plus a patio with a fire table for relaxing evenings. Its prime location offers easy access to the Pocono Mountains. Relax, Fine Wines, Beautiful scenery!

Top Guest favourite

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 favourite

Guesthouse in Bloomingburg

4.85 out of 5 average rating, 34 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 favourite

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.

Superhost

Guesthouse in Hurleyville

4.77 out of 5 average rating, 57 reviews

The Zen Farmhouse - Glamping in the Emerald Forest

The "PEA POD in the Emerald Forest" is located in the woods at The Zen Farmhouse, a historic 1878 farm in the CATSKILLS MOUNTAINS. The area has many charming historic villages within a 30 - 45 minute radius. Hurleyville is the closest, and has been revitalized with many wonderful amenities - the Tango Restaurants - La Salumina - Gallery 222 - Fiber Arts - The Yoga Space - the Hurleyville Performing Arts Center and 8+ mile trail on a wide paved trail along a beautiful marsh.

Guest favourite

Guesthouse in Roscoe

4.98 out of 5 average rating, 45 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.

Guest favourite

Guesthouse in Jeffersonville

4.88 out of 5 average rating, 68 reviews

Woodland Loft + Outdoor Kitchen in the Catskills

🍎 Welcome to Wild Apple Woods 🦌 An enchanting wooden loft with one queen and one double bed in a cozy, open layout. Tucked away on 20 private acres, the space features a covered outdoor kitchen, hot shower, compost toilet, hammock, picnic table, and fire pit. Sleeps 4 adults comfortably, with additional seating on a loveseat and sofa. Great for wildlife watching, stargazing, and unwinding near swimming holes, hiking trails, and some of the best dining in the Catskills.

Guest favourite

Guesthouse in Callicoon Center

4.97 out of 5 average rating, 60 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!

Guest favourite

Guesthouse in Wurtsboro

4.89 out of 5 average rating, 89 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 favourite

Guesthouse in Callicoon

5 out of 5 average rating, 85 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

Guesthouse in Ellenville

4.86 out of 5 average rating, 28 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

Guesthouse in Greenfield Park

4.83 out of 5 average rating, 6 reviews

Rustic Catskill's Cabin #2

Delightful, cozy and private Rustic Catskill's Cabin #2 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.