Guesthouse vacation rentals in Sullivan County

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Top-rated guesthouse rentals in Sullivan County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Loch Sheldrake

4.96 out of 5 average rating, 27 reviews

Magical Catskills Escape w/ Pool & Private Lakes!

One-of-a-kind magic in the Catskills at “Casa del Monte” — a secluded, luxuriously appointed living space on 10 manicured acres of private land and water. Lake swimming, kayaking, paddleboarding and fishing on property! 5-minute walk from Loch Sheldrake lake and 15-25 minutes’ drive from the area's finest hiking, F&B, and entertainment — including Livingston Manor, Mountaindale, Callicoon, Roscoe, Beaverkill River, Willowemoc, Napanoch, White Lake, and Bethel Woods. 45 minutes from Woodstock.

Guest favorite

Guesthouse in Smallwood

5 out of 5 average rating, 18 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!

Guest favorite

Guesthouse in Parksville

4.94 out of 5 average rating, 31 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

Guesthouse in Narrowsburg

4.99 out of 5 average rating, 129 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

Guesthouse in Bloomingburg

5 out of 5 average rating, 13 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 and the Ice Caves, 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. .

Superhost

Guesthouse in Hurleyville

4.77 out of 5 average rating, 56 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 favorite

Guesthouse in Roscoe

4.99 out of 5 average rating, 98 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 favorite

Guesthouse in Roscoe

5 out of 5 average rating, 22 reviews

Private River Access, Beaverkill

Escape to our riverside retreat in the Catskills! This private, detached home offers 2 bdrms, 4 twin beds, and a queen 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.

Superhost

Guesthouse in Wurtsboro

4.84 out of 5 average rating, 62 reviews

Hiker’s Haven, a Cozy Cabin above Bashakill Refuge

Wurtsboro is a charming village nestled in the Catskill Mountains, just a 90-minute drive from NYC. Explore the scenic Hiker's Haven, a secluded Log Cabin Loft with a detached studio and stunning views of the Bashakill Wildlife Refuge. The area offers outdoor activities like hiking, fishing, and glider plane flying, as well as quaint downtown shops and galleries. With its natural beauty and small-town charm, Wurtsboro is the perfect retreat from city life.

Guest favorite

Guesthouse in Callicoon

5 out of 5 average rating, 59 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!

Guest favorite

Guesthouse in Monticello

4.79 out of 5 average rating, 19 reviews

Lakeview Cabin

🌲Welcome. Come to “Lakeview Cabin Feels” layback, take it easy at this unique and tranquil getaway. Hang with friends on this huge lakeside view property filled with paths and sitting areas. Get a Lakeview scene every waking morning. Continue to read our easy and fun description in order to know what is expected of you and what to expect of your stay upon your arrival. Thank you for your future booking.

Guest favorite

Guesthouse in Ellenville

5 out of 5 average rating, 15 reviews

The Loft at Pangri-La

Get back to nature in comfort in a newly built loft atop a barn garage with views of the Shawangunk Mountain range. Watch the sunrise over the mountains with a hot cup of coffee while relaxing on the large deck, overlooking the organic garden, beehive, and happy chickens foraging around this 5-acre private property. Owners are next door and available if anything needs attention.