Holiday houses in Woodridge

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Top-rated holiday rentals in Woodridge

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Guest favourite

Home in Mountain Dale

4.89 out of 5 average rating, 150 reviews

90 Acre Mountainview Ranch Home

Escape to a beautiful ranch home in the Catskill Mountains, offering a spacious and open 2000 sqft layout with 3 bedrooms and 2 bathrooms, accommodating up to 7-8 guests. The property is surrounded by 90 acres of land with trails for hiking and biking, two ponds with freshwater fish, and stunning mountain views. The house is bright and airy with large windows that frame the beautiful scenery. It features a mix of rustic and modern decor and amenities, creating a warm and inviting atmosphere.

Top Guest favourite

Cabin in Margaretville

4.99 out of 5 average rating, 178 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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.

Guest favourite

Tiny home in Livingston Manor

4.97 out of 5 average rating, 126 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 Catskills countryside, you’ll feel a world away, yet still be just minutes from outdoor activities, a thriving food scene, and Bethel Woods just 35 min away. Inside, you’ll stay cool with AC, a cozy queen bed, kitchenette, dining table, reliable wifi, and full bath. Outside, relax by the fire pit or cook on the charcoal grill. We are an LGBTQ+ inclusive space.

Guest favourite

Cabin in Ferndale

4.92 out of 5 average rating, 224 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.

Top Guest favourite

Bungalow in Hurleyville

5 out of 5 average rating, 143 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

Cabin in Yulan

4.98 out of 5 average rating, 158 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.

Top Guest favourite

Treehouse in Wallkill

4.99 out of 5 average rating, 321 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

Tiny home in Woodridge

4.94 out of 5 average rating, 223 reviews

Outlier Inn Tiny House 1 on Farm Upstate Catskills

Tiny House 1 is a year-round rustic cabin made from locally hewn rough cut lumber. It has a sleeping loft with a queen size bed and a single day bed, accommodating up to 3 guests. There is a full kitchen and bathroom as well as a deck with an outdoor dining table. There is central heat for the winter, window A/C units for the summer and a smart TV. Tiny House 1 guests can also enjoy a private picnic table, firepit and charcoal grill.

Guest favourite

Cabin in Livingston Manor

4.95 out of 5 average rating, 349 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, 127 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