Vacation rentals in Sullivan County

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Top-rated vacation rentals in Sullivan County

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Top guest favorite

Guest suite in Narrowsburg

4.96 out of 5 average rating, 200 reviews

Modern Getaway in the Catskills

Our rental unit has a private entrance with kitchen, living & dining rooms and full bath on the first floor. 1 bedroom w/ Queen bed , AC and 1/2 bath on 2nd fl. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and Wi-Fi. A great getaway for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets, animals or children. All are welcome. Rainbow Friendly.

Guest favorite

Cottage in Mongaup Valley

4.98 out of 5 average rating, 230 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Relax with the whole family at this peaceful cottage in the trees 5 minutes from Bethel Woods - check out their upcoming events! Recently renovated cottage with hot tub, an electric fireplace, washer and dryer, dishwasher, and smart TVs. Family-friendly features include a baby gate, potty training seat, high chair, toddler-safe bunk beds, and toys Outdoor features include 2 fire pits, trampoline, jungle gym, basketball hoop, walking path, stream w/ waterfall, and 3 acres of woods to explore

Guest favorite

Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.

Cabin in Ferndale

4.92 out of 5 average rating, 217 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Superhost

Cabin in Smallwood

4.96 out of 5 average rating, 132 reviews

Canoe•Lake Access•Paddle Boards•Renovated•BBQ

'The Original Bungalow,' part of the @boutiquerentals_' collection, is a Scandi-chic renovated bungalow surrounded by stunning trees. Located only 2 hours from NYC, Smallwood is a destination in itself: walk along the lake, waterfall, or take the canoe or SUPs for a paddle. Nearby are Bethel Woods Center for the Arts, breweries, galleries, Livingston Manor & cute Delaware River towns with dining+shopping. In the evening, unwind by the fire pit or curl up by the fireplace with a book or movie.

Guest favorite

A bright living area features large windows that bring in natural light, showcasing a comfortable sectional couch and a woven chair. A dining table is positioned nearby, accompanied by a patterned rug. Wooden ceiling beams add warmth to the open space.

Cabin in Monticello

4.93 out of 5 average rating, 131 reviews

Cozy Catskills Cabin

Give yourself time away from the city and closer to nature. Go for a hike, a dip in the lake, or simply relax, take your shoes off and put a good record on. Casa Smallwood got its name from the hamlet of Smallwood, a quaint community of cabins from the 30's and 40's, nestled less than 2 hours from NYC. We're only 7 minutes away from BethelWoods Arts Center, the original site of the 1969 Woodstock Festival. Come stay with us and surround yourself with beautiful trees, lakes, love and peace.

Top guest favorite

Home in Jeffersonville

4.99 out of 5 average rating, 179 reviews

BirchRidge A-Frame: Sauna/Firepit/Hiking/King Bed

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 6 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that create 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!

Guest favorite

A spacious deck is featured, surrounded by greenery and overlooking the hillside. Four bright red adirondack chairs are arranged for relaxation, and soft string lights hang above, creating an inviting outdoor space. A metal chiminea is positioned to one side, adding warmth.

Home in Livingston Manor

4.93 out of 5 average rating, 136 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.

Guest favorite

Cabin in Wurtsboro

4.97 out of 5 average rating, 324 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

Top guest favorite

The cabin is displayed at twilight, featuring a spacious wooden deck with a charcoal grill and a small outdoor dining set. Glass sliding doors invite views of the interior, which is warmly lit. Surrounding greenery adds a natural, tranquil touch to the setting.

Tiny home in Livingston Manor

4.97 out of 5 average rating, 121 reviews

Element House - Off Grid Hideout

Unwind and reconnect with nature in this rustic and comfortable retreat nestled at the edge of a blueberry field. Surrounded by serene countryside, you'll feel a world away from it all, yet still be just minutes from outdoor activities, thriving food scene, and Bethel Woods just 35 min away. Inside, you'll find a cozy queen bed, kitchenette, dining table, fast wifi, and a full bath. Outside, relax by the fire pit or cook up a meal on the charcoal grill. We are an LGBTQ+ inclusive space.

Guest favorite

A spacious wooden deck is surrounded by lush green trees, providing a serene outdoor space. Modern seating options are positioned around a small dining table, with a potted plant enhancing the natural aesthetic. Large windows from the cottage offer glimpses of the inviting outdoor scenery.

Cottage in Monticello

4.93 out of 5 average rating, 363 reviews

Modern Upstate Escape with Outdoor Sauna

Newly renovated two bedroom, two bath cottage with four person barrel sauna at Swinging Bridge Reservoir, Sullivan County's largest motorboat lake. Updated amenities and mid-century and modern furniture provide a welcome respite from the city just 90 miles away. Take in the local scenery, catch a show at the Forestburgh Playhouse or stop into some of the local vineyards and restaurants. For a low key weekend, hang out by the fireplace playing some records and cooking a meal.

Top guest favorite

An A-Frame house is nestled among tall trees, with warm lights glowing from its windows. A welcoming porch is visible, framed by autumn leaves scattered on the ground. The natural surroundings enhance the home's rustic charm.

Cabin in Yulan

4.99 out of 5 average rating, 153 reviews

Waterfront Cozy A Frame - Enchanting River Cabin

Enchanting River is a magical 2BR 1Bath A-Frame home secluded on 4 acres of serine forest nestled beside beaver brook running right below the house. This magical get away is just 2 hours from NYC & 2.5 hours from Philly. Only 20 minutes to SKI BIG BEAR, a great snowboarding/ski mountain! As dawn turns to daybreak, there’s nothing more pleasant than being drawn from slumber by the sound of gushing water echoing through each surface of the property.

Guest favorite

A cabin sits amidst tall trees beside a gently flowing creek. The red roof contrasts with the surrounding greenery, while natural light filters through the foliage. The tranquil water reflects the tree canopy, creating a serene woodland atmosphere.

Cabin in Livingston Manor

4.95 out of 5 average rating, 342 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek, gaze out XL windows, or cozy up by the fire—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.