Cottage vacation rentals in Sullivan County

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Top-rated cottage rentals in Sullivan County

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Top guest favorite
A charming cabin is surrounded by fresh snow, highlighting its warm wood exterior and inviting front steps. A star decoration is positioned near the entrance, while snow-laden trees create a serene backdrop against a bright blue sky.
Cottage in Roscoe
4.98 out of 5 average rating, 109 reviews

Roscoe Cottage Pet Friendly

Welcome to Roscoe, Trout Town USA! Escape 2 the mountains with your family & pets 4 a rustic getaway. At Roscoe Cabin Pet Friendly, we provide a complimentary bottle of wine with your booking. Enjoy strong WiFi, big Fire Pit, BBQ, a stocked kitchen. Our property is nestled in the woods at the top of the mountain very peaceful offering access hundreds of trails, lakes, and brooks for endless adventures. Only 14 miles to Bethel Woods Concert Venue. We look forward 2 hosting you & your 🐶soon!

Guest favorite
A hot tub is surrounded by lush greenery and illuminated by string lights, creating a serene outdoor setting. A stone path leads to the hot tub, with red chairs visible nearby, all nestled within a wooded area.
Cottage in Mongaup Valley
4.96 out of 5 average rating, 268 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

Top guest favorite
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 favorite
Cottage in Kenoza Lake
4.95 out of 5 average rating, 165 reviews

The Schoolhouse at Kenoza Lake

The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

Guest favorite
The exterior of a freshly renovated schoolhouse features a welcoming porch with wooden railings and a gabled roof. A central front door is flanked by decorative lanterns and small green shrubs. Two dark, framed windows provide a touch of elegance on either side.
Cottage in Narrowsburg
4.97 out of 5 average rating, 248 reviews

Luxury Historic School House Cottage

Step into history inside our freshly renovated 1800s school house home. Relax and take it easy on the expansive front porch, with sweeping views of rural farmland and a historic cemetery next door. Sit by the fire and enjoy a book or beverage with friends and family and cook a nice farmhouse meal. This unique and tranquil getaway won't disappoint. And it's just 4 minutes from Narrowsburg's Main Street. Swimming holes and hiking trails along the Delaware River are just a stone's throw away.

Guest favorite
The exterior of the bungalow is showcased, set against a backdrop of trees and a partly cloudy sky. A spacious deck is equipped with chairs, while a fire pit is surrounded by outdoor seating. A stack of firewood is neatly arranged nearby.
Cottage in Liberty
4.93 out of 5 average rating, 123 reviews

Barton bungalow cozy relaxation on 7private acres

Stay at the Barton Bungalow! This cozy, beautifully renovated bungalow sits on 7 private acres. It has a rustic feel with all the modern amenities. We have high speed WiFi so you can work from home. Enjoy some R&R in the hammock, relax by the fire pit or bbq . We are 2 miles from Walnut Mountain Park and less than 10 miles away from Bethel Woods. Try your luck at Resorts World Catskills or go for a splash at Kartrite indoor water park. The trendy Livingston Manor is less than 20 minutes away

Top guest favorite
A well-maintained exterior of a mountain home is showcased, featuring a large covered porch and a grassy lawn. In front, a circular stone fire pit is surrounded by four vibrant red Adirondack chairs, ideal for gathering outdoors. Lush greenery surrounds the property.
Cottage in Livingston Manor
4.98 out of 5 average rating, 176 reviews

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Top guest favorite
The living room features a spacious couch, modern lighting, and a wood-burning fireplace, with a flat-screen TV mounted above a decorative white wall. Large windows invite natural light, while sliding glass doors open to the deck. A minimalist chair adds an additional seating option.
Cottage in Monticello
4.94 out of 5 average rating, 384 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.

Guest favorite
Cottage in Monticello
4.91 out of 5 average rating, 149 reviews

Lovely Cottage w/ Jacuzzi+Woodstove!

Nestled in the hamlet of Smallwood, only 2 hours from NYC, this newly renovated cottage is the perfect getaway from the city and an oasis surrounded by nature. This cottage is perfectly located for access to surrounding lakes and seasonal beaches, hiking trails as well as exploring and discovering the lovely Catskills region. The cottage features a wood stove, spacious deck, a fire pit as well as an all-season jacuzzi to enjoy day or night.

Guest favorite
A modern eat-in kitchen showcases dark cabinetry contrasted by a light marble countertop. Open shelves display glassware and dishware against a subtle grey wall. A stainless steel refrigerator stands alongside a cooking range, while natural light enters through a window above the sink.
Cottage in Woodridge
4.85 out of 5 average rating, 125 reviews

Outlier Inn Cottage on Farm Upstate Catskills

The Cottage is a cozy two bedroom, year-round listing with an eat-in kitchen, living room and bathroom. In addition to two full beds there are two queen sleeper sofas in the living room to accommodate up to 8 guests. There is central heat for the winter, window A/C units for the summer and a smart TV. Cottage guests have a private picnic table and charcoal grill along with access to a shared firepit.

Top guest favorite
Cottage in Narrowsburg
5 out of 5 average rating, 190 reviews

Upper Delaware River cottage

1930's cottage with spectacular views. Fully stocked and situated on a stretch of Upper Delaware river rapids near Narrowsburg, NY. Heat/AC system, fireplace, solo stove, barbecue and porch. There are 7 acres with river views and access . River is a couple hundred yards from cottage, lots of lawn, hammock, kayaking, lawn games, board games, hiking, fire pits, lots to do or just relax.

Guest favorite
A vibrant landscape showcases a forest of deciduous trees in full autumn color, with hues of orange, red, and yellow reflected in the calm surface of a lake. The serene water enhances the visual impact of the foliage against a clear blue sky.
Cottage in Sparrow Bush
4.94 out of 5 average rating, 200 reviews

Serene Lakeside Oasis - 1.5 hrs from NYC Fast WiFi

Surrender your stresses at our "Serene Lakeside Oasis", a tranquil cottage nestled between a forest and a lake. Here, the beauty of the outdoors seamlessly blends with homely comforts. Whether you're working remotely, indulging in a day of rest, meditating by the water, or simply observing the local wildlife against the lake's scenic backdrop, this oasis offers unparalleled serenity.

Popular amenities for Sullivan County cottage rentals

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