Vacation rentals in Woodbourne

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Top-rated vacation rentals in Woodbourne

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Superhost

A wooden deck extends from the chalet, offering a view of lush greenery and rolling hills under a clear blue sky. Sunlight filters through the trees, creating dappled light on the ground. The vibrant colors of autumn foliage can be seen in the landscape.

Chalet in Grahamsville

4.95 out of 5 average rating, 179 reviews

Catskills mountain view chalet

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Top guest favorite

An open-plan living area showcases large windows that provide natural light and serene views of outdoor greenery. A spacious seating arrangement includes a sofa and armchairs, complemented by a dining table for six. Decorative elements and modern amenities are present throughout.

Cabin in Woodbourne

5 out of 5 average rating, 210 reviews

Catskills Overlook Mountain Sanctuary

Our cabin is located in the stunning Catskills area of Neversink, NY. A perfect hideaway to embrace a mountain visit, with modern conveniences. 2 acres of private, park-like land, that’s incredibly zen and encourages wandering. Sit near our koi pond, or relax on our decks–each with a view of Lake Paradise. A peaceful sanctuary, our 2 Bedroom cabin is complete with a seasonal (Oct-Apr) wood-burning fireplace, views of nature, and modern amenities for those who don't want to fully unplug.

Guest favorite

A cozy living area features a plush green sofa and a round wooden coffee table. A bright yellow chair adds a pop of color. Natural light fills the space through large windows, highlighting the wooden paneling and a wood stove in the corner.

Home in Woodbourne

4.94 out of 5 average rating, 163 reviews

Cozy Catskills Cabin with Grill & Fire Pit

My cabin in rural, woodsy Catskills is perfect for a relaxing getaway/escape from the city. Read a book or binge a show in the cozy living room, cook an elaborate (or simple) meal in the big, recently renovated kitchen, grill and/or enjoy the fire pit on the patio, & get out in nature with hikes, a lake, & slopes nearby! 25 minutes to all the cute Catskills towns like Livingston Manor, Mountain Dale, & Ellenville with great restaurants, bars, and shops! Also, only 5 minutes from Hemlock spa!

Top 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

4.93 out of 5 average rating, 235 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.

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

4.95 out of 5 average rating, 109 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

Guest favorite

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, 145 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 favorite

A cozy living area is highlighted by a corner fireplace and a flat-screen television. A sectional sofa with cushions and an armchair create a comfortable seating arrangement. A decorative shelving unit displays greenery and decorative items, while warm lighting adds a welcoming touch.

Bungalow in Hurleyville

5 out of 5 average rating, 151 reviews

Romantic Agrihood Getaway Bungalow-Fireplace/WiFi

Spend some time in a classic Catskill Bungalow! Beautifully renovated and nestled in the quiet yet all-inclusive Hamlet of Hurleyville; this clean space offers a great place to rest your head and bones. In the cooler months enjoy a beverage by the fireplace or in the warmer months have one on the porch and look out at all the green there is around. Walk to town for dinner, shopping, or a movie at the PAC (VisitHurleyville.org). Please see below for more information on our pet policy.

Top guest favorite

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

4.95 out of 5 average rating, 365 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.

Guest favorite

The cabin is positioned in a wooded area, featuring a dark exterior and a sloped roof. A spacious patio area is visible, equipped with seating and a fire pit. A hot tub is placed nearby, illuminated by soft lighting along the pathways.

Cabin in Ellenville

4.99 out of 5 average rating, 147 reviews

Catskills Cabin, Hot Tub, Wood Stove, King Bed

Welcome to Minnewaska Cabin. A Catskills mountain cabin on a private forested lot, with a hot tub, a wood stove and king bed. The house is brand new (completed Dec 2023) and located about 2 hours from NYC, close to many local attractions 20 mins from Minnewaska State park 35 mins from Legoland Goshen 20 mins from Resorts World Catskills casino 5 Mins from North East Off Road Adventures

Superhost

A welcoming living area features wooden walls and vaulted ceilings with exposed beams. A plush blue sofa and grey armchairs surround a glass coffee table. Sunlight filters through multiple windows, enhancing the warmth of the space. A dining table is positioned near the windows.

Home in Woodbourne

4.83 out of 5 average rating, 238 reviews

Escape 2 The Catskills

Explore all The Catskills has to offer in our newly renovated home that is like no other!! Our home is a glamorous blend of rustic and industrial styles. A beautifully decorated spacious 3 bedroom with a huge entertainment/family room on the lower level equipped with pingpong/air hockey table, Art Gallery, music area with drums/guitars, sauna and much more!!

Guest favorite

A modern wooden home is nestled among the trees, featuring a sloping roof and large windows that create an open view. The structure blends seamlessly with the grassy surroundings and is accompanied by a small stone patio area.

Cabin in Napanoch

4.96 out of 5 average rating, 184 reviews

Lidar West

Lidar West is a unique mountain home located in the woods by one of New York City's major reservoirs. The main house is a 1400 sqft 2 bed, 2 bath, ideal for families with kids, and there's a sleeping cabin with an additional queen bed, electric heater, and wood burning stove called Hemmelig Rom, which I built myself using oak milled on the property.

Top guest favorite

A charming cabin exterior features a bright red façade surrounded by lush greenery. A welcoming front porch with two wooden chairs overlooks the landscaped yard, while a stone pathway leads to the entrance. Large windows allow natural light into the space.

Cabin in Woodridge

5 out of 5 average rating, 113 reviews

Escape to a 3-Bedroom Cabin in Lower Catskills

Welcome to the Bear Lodge! Located in the Lower Catskills, the cabin is a short 90 minutes from NYC, and is centrally located to all kinds of outdoor activities. There are easy walking trails through the woods within walking distance, as well as Rails-to-Trails paths, the Neversink River, and dozens of lakes nearby