Holiday houses in Woodbourne

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Top-rated holiday rentals in Woodbourne

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Chalet in Grahamsville

4.95 out of 5 average rating, 172 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

Guest favourite

Cabin in Wurtsboro

4.97 out of 5 average rating, 336 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 gas 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 favourite

Cabin in Woodbourne

5 out of 5 average rating, 200 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 favourite

Home in Woodbourne

4.94 out of 5 average rating, 145 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!

Guest favourite

Home in Livingston Manor

4.93 out of 5 average rating, 141 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 Kerhonkson

4.87 out of 5 average rating, 866 reviews

Dream House in the Gunks

This cozy House is located on top of the Gunks a few miles away from Minnewaska State Park main entry. House is facing State forest and is a perfect getaway from hectic city life. The space has been carefully redesigned with a lot of details for guests to enjoy the stay. We are very serious about the cleaning/laundry process. Fast internet, complimentary high quality coffee and tea, natural body wash/shampoo. There are good restaurants, wineries, farms and great outdoor activities around.

Top Guest favourite

Bungalow in Hurleyville

5 out of 5 average rating, 141 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 favourite

Tent in Livingston Manor

4.98 out of 5 average rating, 143 reviews

Milkweed Camp - Glamping in a Blueberry Field

Our off-grid canvas tent is situated at the edge of a meadow, surrounded by blueberry bushes. It's just 4.5 miles to Main St in Livingston Manor, and 35 minutes to Bethel Woods. We provide a full-size bed (w/ heated mattress pad), fire pit, firewood, propane heater, and solar power. You have access to a private outhouse with composting toilet & outdoor shower on-site, and a conventional shared bathroom if you preferred. We are an LGBTQ+ inclusive space.

Top Guest favourite

Treehouse in Wallkill

4.99 out of 5 average rating, 317 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Guest favourite

Tiny home in Greenfield Park

4.96 out of 5 average rating, 131 reviews

Mystic Pines Off-grid Catskills Cabin

Get away from it all and stay under the stars. Mystic Pines is 4.5 acres of super cute, off-grid living in the gateway to the Catskills, 5 minutes from hip town Mountaindale (restaurants, bars, market, wine), just on the edge of the Shawangunk ridge. This adorable tiny cabin is 144 sq ft of beautifully designed and handcrafted space with wall to wall wooden shiplap that gives you that cozy cabin feel. Set back off the road for maximum privacy.

Guest favourite

Cabin in Livingston Manor

4.95 out of 5 average rating, 348 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 favourite

Cabin in Ellenville

4.98 out of 5 average rating, 124 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

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Other great holiday rentals in Woodbourne

Top Guest favourite

Cabin in Parksville

4.98 out of 5 average rating, 53 reviews

20 Acres Luxe Swimming Pond Cabin+Game Rm, Hot Tub

ErinRating, 5 stars2 days ago

Our family spent a long weekend here and we felt right at home. The house was clean with plenty of room and thoughtful extras like a toothbrush, snacks in the kitchen, even the towels were arranged nicely like you were staying a hotel. We enjoyed our experience and it was just the little getaway we needed to celebrate our son’s 12th birthday.

Guest favourite

Home in Woodridge

4.85 out of 5 average rating, 46 reviews

The First House

RachelRating, 5 stars3 weeks ago

Xiaoyun's place was serene, beautiful, and thoughtfully decorated. The place felt like a retreat in and of itself. They were also very responsive and proactive in providing us with check-in + checkout instructions, so the whole process was seamless. Everything worked as expected with the hot water, a/c, and a stocked kitchen. Thank you!

Top Guest favourite

Home in Ferndale

5 out of 5 average rating, 15 reviews

Forest View

CherylRating, 5 stars1 month ago

Momi and William were great. They communicated well from the time I made the reservation to after check out. Forest View was quaint and cozy, very private and beautiful surroundings. This is an out of the way place, but only a 10-15 min ride in the car to Liberty or Monticello. Our hosts could not be more accommodating. This really is a great place to relax and regroup. We will be back!! 😀

Guest favourite

Home in Narrowsburg

4.92 out of 5 average rating, 52 reviews

Modern Secluded Retreat

GajaRating, 5 stars4 weeks ago

Beautiful, private, and quiet spot to enjoy a night away. Lovely modern decor, birds chirping, and very comfy bed! We had a great time

Guest favourite

Home in Greenfield Park

4.96 out of 5 average rating, 48 reviews

Evergreen A-Frame in the Woods

DavidRating, 5 stars4 months ago

Beautiful cabin to get away to and relax for the weekend! The place was clean, cozy and peaceful, and there was a ton of great hiking nearby. Adam was super responsive and his instructions/recommendations were on point. Would 100% recommend if you’re visiting the Catskills!

Top Guest favourite

Cabin in Roscoe

5 out of 5 average rating, 34 reviews

Stunning Peaceful Lakeside Cottage

RayRating, 5 stars2 weeks ago

A very nice, private, place - where allows you to relax without seeing/interacting with people. Paul is also very helpful and responsive - you can get almost any help from him quickly. The cottage is great with well interior design. It has everything we need to stay in it for a week. Highly recommend to everyone who is looking for a escape from daily chores and cities. We will definitely come back and stay longer in this lovely space.

Top Guest favourite

Cabin in Fallsburg

4.96 out of 5 average rating, 70 reviews

Secluded Garden House on 50 Acres

IndraRating, 5 stars3 days ago

We loved our little stay at Halle's private cabin! My elderly dad was visiting from Thailand and loves the Catskills and my husband and I love to get away from the hustle of everything so the privacy was gold. The location is also great since we were just a quick trip to groceries and restaurants. The beds were excellent and we all had very restful nights. Unfortunately, it was cloudy every night so we didn't get to see them but if you're a star lover, like us, the lack of light pollution is perfect for seeing them. I would 100% return for another visit!

Guest favourite