Vacation rentals in Woodbury

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Top-rated vacation rentals in Woodbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy studio space includes a queen bed with a light-colored coverlet. A kitchenette features essential appliances, complemented by a dining area with wooden table and black chairs. A flat-screen TV is mounted on the wall, and natural light brightens the room.
Guest suite in Mountainville
4.94 out of 5 average rating, 139 reviews

Studio in Cornwall

Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited. We live here with kids/dogs so you may hear us moving

Top guest favorite
An open concept living area features vaulted wooden ceilings and large windows offering natural light and forest views. A cozy sofa is positioned in front of a modern coffee table. An adjacent dining area and fully equipped kitchen complete the layout, promoting a spacious atmosphere.
Cabin in Sterling Forest
4.99 out of 5 average rating, 113 reviews

Modern Nordic Designed Cabin

Newly designed Modern Nordic Cabin. Escape to the tranquility of the mountains and lakes. The Nordic cabin is modern with high-end finishes throughout. The open concept living area features a fireplace, waterfall shower, vaulted ceilings, and large windows that offer stunning views of the surrounding forest and lake. Getting to and from NYC is easy. There is a bus stop down the street and a train station 15 minutes away. Perfect for a convenient getaway from the city Warwick town Permit 33274

Top guest favorite
A spacious studio features a king bed with white linens, complemented by wood nightstands with lamps. Large glass doors lead to a balcony, allowing natural light to fill the room. A kitchen with modern appliances is visible, alongside a dining area with a wooden table.
Loft in Warwick
4.96 out of 5 average rating, 338 reviews

Luxe Penthouse Studio MainSt Warwick, SteamShower!

Relax & Indulge in our Luxe Penthouse Studio with Elevator & Parking! Beautifully furnished on Main St. in Warwick- Walk to Everything! Panoramic windows with amazing views over Warwick. Spa steam shower with bluetooth speakers, luxury bath toiletries, Heavenly King bed with Egyptian cotton linens, 65 in. HD Smart TV, reclining leather theater seats, velvet loungers convert into sleepers, fully stocked designer kitchen with all appliances, Nespresso & Keurig, coffee, tea, bottled water included.

Top guest favorite
A light-filled living area is furnished with a cream-colored couch and a round glass coffee table atop a decorative rug. Green plants on either side add a touch of nature. A doorway leads to a separate bedroom area, enhancing the cozy ambiance.
Cottage in Warwick
5 out of 5 average rating, 231 reviews

Waterfall Cottage | Romantic Luxury Escape

<b>Escape to your private waterfall cottage!</b> The Cottage at Millpond Falls is perfect for couples seeking a romantic, five-star retreat just one hour from NYC. ✅ Comfy queen bed & super-clean luxury linens ✅Crackling fire pit by the falls ✅ Minutes to wineries, breweries & trails ✅ Nearby adventures: skiing, lake fun, orchards ❤️ SUPERHOST • Our most frequent review: "The best AirBnb experience we’ve ever had, can't wait to come back!" Book your dates while they’re open.

Top guest favorite
A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.
Home in Putnam Valley
4.99 out of 5 average rating, 140 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Top guest favorite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guesthouse in Beacon
4.95 out of 5 average rating, 410 reviews

Cozy Mountainside Suite - Minutes from Beacon

The Equestrian Suite at Lambs Hill is a private estate with panoramic views overlooking the Hudson River & downtown Beacon. This beautifully-designed luxury suite sits atop a barn home to Icelandic horses & miniature donkeys, & features an outdoor hot tub, red light therapy, gourmet kitchen, & wrap-around decks. 1 mile to Beacon's Main St, 2 miles to Metro North train station & DIA: Beacon. We can host a max of 2 guests & have some dangerous features for kids so guests should be adults only.

Top guest favorite
The house displays a charming blue exterior, surrounded by a winter landscape blanketed in snow. A stone chimney rises from the side, and the yard is accentuated by leafless trees and soft white snow, creating a peaceful scene.
Guest suite in Warwick
4.9 out of 5 average rating, 613 reviews

<The Painted House>Artistic and Cozy/Garden Veiws

<The Painted House> A cozy, artistic retreat. The house is on a 1 acre lot with a magnificent and magical perennial garden. I love decorating the space with my fun and eclectic finds. Warwick Permit #34239 ❄️Winter Monthly discounts available! 🐕Small non-shedding dogs are welcome. 🏠 👫👫Traveling with more than 4 guests? Inquire about my Neighboring listing . -Rabbit hill Cabin -3bedrooms Airbnb.com/h/rabbithillcabin ⛄️ ❄️ 💙 Snow Tubing starts 11/22! Mount Peter, Warwick

Guest favorite
A cozy living area is showcased with two accent chairs, one in a warm terracotta tone and another in vibrant red, featuring a playful design. The wooden floor complements the inviting atmosphere, while framed artwork adorns the walls, adding visual interest to the space.
Guest suite in Chester
4.96 out of 5 average rating, 358 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, French door shower, and a kitchenette with sunny breakfast nook. It's freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Guest favorite
The sleeping area features two spacious beds, each with coordinating linens in calming green tones. Warm light is provided by two bedside lamps, enhancing a cozy ambiance. A decorative ottoman and a circular rug add texture and comfort to the inviting space.
Guest suite in New Windsor
4.95 out of 5 average rating, 258 reviews

Sunny Loft Morning Muffin Basket

Experience exceptional quality in a homey B&B atmosphere Features - Morning muffins/cookies in your room - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance - Parking at door. - Writing desk. - Wifi - 5 min SKAC -12 min USMA -10 min Woodbury Common -10 min Stewart Airport -25 min Beacon-DIA-Metro -Must be 25 years or older to book. No parties. extra guests inquire

Top guest favorite
A view of the exterior of the property is framed by lush greenery, featuring a stone wall with a potted plant. Beyond, expansive views of the lake and surrounding mountains are visible beneath a clear sky.
Home in Sterling Forest
5 out of 5 average rating, 202 reviews

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Top guest favorite
The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.
Guesthouse in Pound Ridge
4.94 out of 5 average rating, 108 reviews

A Lovely Cottage in the Woods

Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Top guest favorite
An open living area features a modern kitchen with dark cabinetry, a central island, and stainless steel appliances. A cozy seating arrangement includes a leather sofa, a wooden coffee table, and a stylish rug. Large windows allow natural light to fill the space, connecting to the outdoors.
Home in Warwick
5 out of 5 average rating, 112 reviews

Beautiful Warwick Holiday Escape!

Enjoy the Holiday Season in this cozy & relaxing newly constructed home in the heart of Warwick's beautiful & historic Bellvale Hamlet. Enjoy the warm decor, great style, all new furniture, plenty of games & game table for pool or ping pong! Less than 10 minutes to Greenwood Lake, hiking, wineries, breweries, restaurants, Warwick Main Street, Mount Peter, and More. 35 Minutes to Mountain Creek Resort & Spa. ~1 hr from NYC Permit # 33758

Popular amenities for Woodbury vacation rentals

When is the best time to visit Woodbury?

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Frequently Asked Questions

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

    Experience the best of Woodbury with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Woodbury?

    Make yourself at home in Woodbury by choosing from our most frequently booked neighborhoods. We have over 30 vacation rentals in Harriman, over 50 vacation rentals in Central Valley, and over 120 vacation rentals in Highland Mills.

  • Are there Woodbury vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Woodbury, available on Airbnb. Make a splash and soak up the sun in style!

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woodbury have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Woodbury. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 20 vacation rentals in Woodbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Woodbury have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Woodbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Woodbury?

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

  • Do house rentals in Woodbury have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Woodbury. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Woodbury?

    Woodbury has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Woodbury

  • Total vacation rentals

    Explore 40 vacation rentals in Woodbury

  • Nightly prices starting at

    Woodbury vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 1,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Woodbury vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodbury rentals

  • 4.8 Average rating

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

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