Vacation rentals in Woodridge

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Top-rated vacation rentals in Woodridge

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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
4.94 out of 5 average rating, 188 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
A covered porch showcases two comfortable rocking chairs positioned to invite relaxation. The porch features a light fixture and offers views of the expansive landscape beyond, framed by tree branches and open fields.
Home in Mountain Dale
4.89 out of 5 average rating, 158 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.

Guest favorite
The main living area showcases a cozy seating arrangement featuring a sofa and a lounge chair, positioned on a multi-colored area rug. A floor-to-ceiling stone fireplace serves as a focal point, and the open layout includes a kitchen area with modern appliances and a spiral staircase leading to the loft.
Cottage in Kerhonkson
4.88 out of 5 average rating, 250 reviews

Beautiful stream side cottage in the woods

Stunning fully renovated 1970 partial A frame cottage in the woods! Set privately on four acres with a stream and meandering stone walls, the cottage is modern yet rustic, with a mid century decor. Main floor has living room with beautiful floor to ceiling stone fireplace (gas operated), kitchen, bathroom, and an office with a desk and twin bed. Second floor has master bedroom with queen size bed and a separate loft area with desk. Great place to relax in nature - a perfect couple's getaway!

Top guest favorite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 211 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 favorite
The exterior of the lake house is shown, featuring a blue facade with white trim. A small front deck with steps leads to the entrance. Lush greenery surrounds the property, providing a serene backdrop. A gravel path leads up to the house, enhancing a rural feel.
Home in Rock Hill
4.91 out of 5 average rating, 201 reviews

Beaver Lake Escape

Welcome to Beaver Lake Escape! This one bedroom, one bathroom lakeview home has all of the amenities you will need for a relaxing vacation getaway! Come experience a warm & cozy environment with full access to the community beach where you can enjoy kayaking, swimming and fishing (catch & release). You'll also find great hiking in the Spring, Summer and Fall at the Neversink Gorge Unique Area and skiing/snow boarding in the winter at Holiday Mountain! Only a 25 minute drive to Bethel Woods!

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, 159 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.

Superhost
A cozy living room features a stone fireplace surrounded by plush seating. Wooden beams accent the ceiling, enhancing the rustic charm. Soft light glows from nearby rooms, creating a warm and inviting ambiance. Decor elements reflect nature-inspired design, adding character to the space.
Cottage in Kerhonkson
4.81 out of 5 average rating, 940 reviews

Cozy Cottage | Sauna + Stone Patio w/ Firepit

Escape to a serene cottage nestled on the Shawangunk Ridge. Unwind by the fireplace, soak in the private infrared sauna (with direct patio access), or relax outside on the natural stone terrace with a firepit and forest views. Crafted with care—from a 100-year-old reclaimed wood dining table to a curated “meaningful library” and hidden messages—this space invites calm, curiosity, and connection. Near trails, lakes, and local adventure. Thoughtful, cozy, and quietly unforgettable.

Guest favorite
A serene cabin is nestled among trees, overlooking a private pond. The exterior features a mix of corrugated metal and wood, blending harmoniously with the natural surroundings. A spacious outdoor area includes a fire pit and seating, offering a tranquil retreat.
Cabin in Mountain Dale
4.95 out of 5 average rating, 150 reviews

Private lake cabin w/hot tub, views and fruit

Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

Superhost
A serene landscape capturing a peaceful lake surrounded by dense greenery. The calm water reflects the trees and sky, creating a tranquil scene. Soft ripples disturb the surface, while patches of grass and fallen branches line the water's edge.
Home in Woodridge
4.86 out of 5 average rating, 104 reviews

Pool Hot tub Sauna Canoe Country Lakehouse

This Lake House getaway sits on a serene 7 acres of private land. Perfectly positioned for adventures in Sullivan County,Ny and beyond, it is an oasis of tranquility for couples, families, and friends alike. This home is a spacious six bedroom with 10 beds an extra sleeping amenities if needed.Seasonal pool, 2 Canoes, Kayak, and indoor Sauna,Pool table , and a 6 person hot tub , hikes, great restaurants, farm stands, and fresh mountain air await.

Guest favorite
The interior of the tiny house features warm wooden walls and ceilings, complemented by a cozy kitchen area. A dining table with two chairs sits beside a large window, allowing natural light to fill the space. A staircase leads to a lofted sleeping area.
Tiny home in Woodridge
4.93 out of 5 average rating, 229 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.

Top guest favorite
The cottage is nestled among vibrant autumn trees, with golden and green foliage surrounding it. The exterior features a spacious porch along the front, providing an inviting space for guests to enjoy the natural landscape.
Cottage in Monticello
4.99 out of 5 average rating, 139 reviews

Dutchhillcottage, gem in the southern Catskills.

The Dutch Hill Cottage is a renovated, rustic chic design waiting for you and your friends or family to enjoy. Private, comfy & cozy country getaway with amazing views situated on 10 acres of rolling hills in the southern Cattskils, perched on a peak at the forests edge with expansive views all the way down to the Never Sink river with amazing suntset views from our huge deck. Plenty of ameneties and we welcome your petdog!

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, 163 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

Popular amenities for Woodridge vacation rentals

When is the best time to visit Woodridge?

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Avg. priceG$47,843 GYDG$46,171 GYDG$41,784 GYDG$40,113 GYDG$41,784 GYDG$45,962 GYDG$41,784 GYDG$41,784 GYDG$43,038 GYDG$39,277 GYDG$39,277 GYDG$47,007 GYD
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Frequently Asked Questions

  • Do house rentals in Woodridge have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Woodridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodridge have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Woodridge. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Woodridge?

    Experience the best of Woodridge with our house rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Woodridge?

    Four-legged friends are welcome in Woodridge. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woodridge?

    Yes! Work meets play with ease at over 10 vacation rentals in Woodridge featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in Woodridge?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woodridge have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Woodridge. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Woodridge?

    Woodridge has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Woodridge

  • Total vacation rentals

    Explore 30 vacation rentals in Woodridge

  • Nightly prices starting at

    Woodridge vacation rentals start at G$27,160 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Woodridge vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodridge rentals

  • 4.8 Average rating

    Woodridge stays are highly rated by guests—averaging 4.8 out of 5!

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