Holiday rentals in Sullivan County

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Top-rated holiday rentals in Sullivan County

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Guest favourite
Cabin in Smallwood
4.94 out of 5 average rating, 156 reviews

Fireplace—Renovated—Near Skiing & Tubing—Chic+Cozy

Escape to The Original Bungalow, part of the @boutiquerentals_ collection—a newly renovated Scandi-chic retreat with a cozy fireplace & fire pit in a woodland backyard. Located just 2 hours from NYC in the Catskills (one of Travel+Leisure’s 50 Best Places), Smallwood is a destination in itself: walk along the lake, waterfall or hike the forest trails. Nearby are Holiday Mountain (skiing+tubing), Kartrite Waterpark, Bethel Woods + dining & shopping in Callicoon, Livingston Manor & Narrowsburg.

Top guest favourite
A wooden deck is positioned by the water's edge, featuring two red lounge chairs facing the serene lake. Lush greenery surrounds the area, enhancing the natural setting. In the background, trees line the shore, creating a peaceful atmosphere.
Cabin in Narrowsburg
4.94 out of 5 average rating, 158 reviews

Lakefront • Hot tub • Kayak • Firepit • Fish • Ski

With its sparkling water views and secluded, middle-of-the-woods feel, this 2-bedroom, 1-bathroom vacation rental cabin is ideal for a city dweller's escape. Once you've settled in, make yourself at home in the bright and beautiful mid-century modern interior, or head out for a relaxing paddle on the lake. Prefer land-based activity? Stroll into downtown Narrowsburg, or go for a hike along the Upper Delaware Scenic & Recreational River. The tranquil beauty of the Catskill Mountains awaits!

Top guest favourite
A charming cottage is set against a backdrop of trees and shrubs, featuring a welcoming yellow door. The front yard is landscaped with manicured grass and flowering bushes, leading to a concrete walkway that guides guests to the entrance.
Cottage in Narrowsburg
4.98 out of 5 average rating, 198 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

Top guest favourite
The A-frame cabin is surrounded by trees and set on a grassy area. A fire pit with seating is situated in front, with smoke rising gently in the evening light. The cabin's large windows reveal a welcoming interior, illuminated by natural light.
Home in Jeffersonville
4.99 out of 5 average rating, 224 reviews

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!

Top guest favourite
A modern home with large windows is set against a backdrop of trees. A spacious deck features outdoor furniture, including a table with an umbrella for shade and two red chairs. String lights provide gentle illumination, enhancing the outdoor space.
Home in Narrowsburg
5 out of 5 average rating, 148 reviews

Ridge Haven: Catskills home w/ open deck & firepit

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).

Top guest favourite
Early morning mist gently blankets the lawn, highlighting lush greenery. A log home is visible in the distance, with large windows reflecting the soft glow of the rising sun. The serene river complements the peaceful scene, inviting relaxation and connection with nature.
Cabin in Narrowsburg
4.98 out of 5 average rating, 175 reviews

Private Riverfront, Magestic View, Wildlife, Sauna

Hand-built in the '70's, this unique log home has been lovingly restored with style. Located on a sweeping bend of the Delaware, Broad Arrows offers unrivaled views and peace in nature regardless of the season. In summer grill on the deck, swim, canoe or fly fish. In the evenings enjoy river sunsets or enjoy our Finnish sauna followed by a refreshing dip in the river. In fall and winter enjoy the many local hiking trails or ski-hills. A truly remarkable place to take time out and reconnect.

Top guest favourite
A cozy A-frame cabin is illuminated by string lights, set amidst a serene forest. A fire pit is surrounded by three chairs, creating a welcoming outdoor gathering space. The gentle flow of the nearby river can be seen, enhancing the tranquil atmosphere.
Cabin in Yulan
4.98 out of 5 average rating, 193 reviews

Romantic Fall A-Frame - River, Fire Pit, Forest

Escape to our Magical Riverside A-Frame on 4 secluded acres. Swim in the enchanting river, grill dinner under the trees, and gather by the fire pit beneath twinkling string lights & a sky scattered with endless stars. Watch deer, eagles & fireflies as you unwind in this cozy 2BR cabin. Perfect for couples, nature lovers, and anyone craving a peaceful retreat. Minutes from scenic hikes & Delaware River adventures connecting deep with nature - leave feeling like you stepped out of a storybook.

Guest favourite
A cozy outdoor seating area is surrounded by trees and fallen leaves. Four red chairs are positioned around a wooden table, with a fire pit in the center. String lights are draped overhead, creating a warm ambiance in the natural setting.
Home in Livingston Manor
4.93 out of 5 average rating, 164 reviews

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.

Top guest favourite
Home in Narrowsburg
4.92 out of 5 average rating, 474 reviews

Cutest Little House in Narrowsburg

Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Top guest favourite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 392 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Top guest favourite
A modern house nestles among snow-draped trees on a hillside. The structure features a prominent deck supported by stilts, framed by the serene winter landscape. Snow blankets the ground, and the scene is enhanced by the blue tones of the house contrasting with the white snow.
Holiday home in Parksville
4.93 out of 5 average rating, 187 reviews

Dreamy Catskills mountain getaway w/ yoga studio

This stunning house has been recently renovated and offers total privacy and serenity - sitting on 5 acres at the end of a quiet road. The Mountain Terrace has an indoor wood stove, a deck with a beautiful view, a fire-pit, 3 bedrooms and 2 bathrooms. There is a washer/dryer, a dishwasher an artist cabin and a private yoga studio. An easy 15 min drive to Livingston Manor for great restaurants, shopping and activities. Pet friendly.

Top guest favourite
A modern black cabin is surrounded by a lush green forest, showcasing a spacious private deck with string lights. A sauna can be seen to the side, nestled among the trees, while a well-manicured yard enhances the tranquil outdoor setting.
Cabin in Narrowsburg
4.99 out of 5 average rating, 174 reviews

Mtn. Laurel Cabin

Nestled in 5 acres of serene forest blanketed with Mountain Laurels is this modern cabin with all the amenities you need to relax and unwind. Just minutes from downtown Hamlet of Narrowsburg and the Delaware River there is so much to see and do here. You could also stay at home and enjoy a meal on the spacious private deck, explore the property, bird watch, or let your worries melt away in the sauna.

Popular amenities for Sullivan County holiday rentals

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