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Woodbury vacation rentals

We found 263 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Woodbury to find one that's perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the amenities you need and want for your stay, including WiFi and parking. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Woodbury

Showing deals for:Nov 14 - Nov 21
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Find out more about Woodbury

Find out more about Woodbury

Why visit Woodbury

  1. Scenic Outdoor Adventures: Explore beautiful parks, lakes, and year-round resorts perfect for hiking, camping, and relaxation.
  2. Family-Friendly Activities: Enjoy a variety of attractions suitable for visitors of all ages, ensuring fun for the whole family.
  3. Charming Neighbourhoods: Discover welcoming communities ideal for romantic getaways or business retreats, rich in character.
  4. Cultural Experiences: Participate in city walks or virtual tours to immerse yourself in Woodbury's local culture.
  5. Comfortable Accommodations: Choose from a range of vacation rentals, from private homes to modern apartments, for a delightful stay.

Popular types of accommodation in Woodbury

If you're looking for the perfect getaway in Woodbury, you're in the right place! Discover a range of popular vacation rentals, including houses, apartments, and condos. Whether you're interested in a charming house rental or a modern apartment in Woodbury, we provide all the essential information about local resorts and rental properties to ensure your stay is comfortable and memorable.

  • Houses: The top choice for visitors to Woodbury, these homes offer spacious and comfortable stays for families, friends, or couples.
  • Apartment Rentals: A close second, apartments provide convenient amenities and a home-like atmosphere for your vacation.
  • Condos: Ideal for those seeking a blend of luxury and comfort, condos are a popular option among travellers.
  • Cottages: These quaint and charming accommodations offer a unique getaway experience in a picturesque setting.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic escape surrounded by the beauty of the outdoors.**

Top attractions in Woodbury

Woodbury, located in Orange County, New York, offers a variety of attractions suitable for family, city, and business-themed vacations. Visitors can explore urban parks, state parks, and lakes, making it perfect for those seeking culture and outdoor experiences. While in Woodbury, consider enjoying a city walk or taking a virtual tour for an enriching experience. Whether you're travelling solo or with family, there's something for everyone to enjoy in this charming destination.

  1. United States Military Academy: A prestigious military institution known for its historic significance and stunning architecture. Visitors can explore the scenic grounds and learn about the academy's rich traditions and values.
  2. Bear Mountain State Park: A beautiful outdoor haven offering hiking trails, panoramic views, and diverse wildlife. Ideal for adventure enthusiasts looking to enjoy nature and recreational activities.
  3. Storm King Art Center: An expansive outdoor sculpture park that blends art with nature. Experience contemporary artworks set against the stunning backdrop of the Hudson Valley.

Things to do recommended for couples

Woodbury offers delightful romantic experiences for couples. Visit Brotherhood Winery for enchanting vibes and fine wines, or enjoy a thrilling day at Mount Peter Ski Area. For a touch of luxury, unwind at The Golf Club at Mansion Ridge, perfect for a memorable getaway together.

Things to do recommended for families

During your family vacation in Woodbury, explore the sports vibes at Michie Stadium, enjoy thrilling adventures at Castle Fun Center, and have a splashing good time at SplashDown Beach, the perfect waterpark for entertainment and family fun!

Things to do recommended for groups

Experience the thrill of shopping at Woodbury Common Premium Outlets, enjoy a captivating performance at the Paramount Hudson Valley Theater, or challenge your group to a round of golf at West Point Golf Course, all while soaking in the vibrant local culture and stunning outdoor scenery.

What do I need to keep in mind when booking a vacation in Woodbury

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Woodbury with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Woodbury with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Woodbury: For many, a family getaway isn't truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds to ensure that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Woodbury: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay in Woodbury

Woodbury, nestled in Orange County, offers a delightful blend of family-friendly activities and scenic adventures. Visitors can explore nearby year-round resorts and campgrounds, perfect for outdoor enthusiasts. The area boasts charming neighbourhoods ideal for romantic getaways or business retreats, all infused with a welcoming atmosphere. Don't miss the opportunity to discover the stunning Kootenay Lakes nearby, which add a touch of natural beauty to your travel experience.

  • Newburgh: Located 17.7km from Woodbury, Newburgh is a vibrant city that offers a delightful mix of family-friendly activities and outdoor experiences. Visitors can explore bustling shopping centres and malls, while also enjoying educational venues. The scenic beauty of the area is highlighted by its picturesque lake and notable historic sites. Whether you're interested in leisurely walks along the waterfront or immersing yourself in the city's rich history, Newburgh provides an engaging urban experience with plenty of attractions to discover.
  • Beacon: Beacon, situated 19.3km from Woodbury, is a charming city known for its outdoor adventures and family-friendly atmosphere. With easy access to hiking trails and beautiful parks, visitors can enjoy the stunning views of the nearby mountains and lakes. Beacon also boasts a vibrant arts scene, featuring theatres and galleries that showcase local talent. Whether you're looking to hit the slopes in winter or explore the city's cultural hotspots, Beacon promises an exciting and fulfilling experience for all ages.
  • Pekskill: Just 17.7km from Woodbury, Peekskill is a lively city that combines family-friendly activities with rich outdoor experiences. With shopping centres and educational institutions nearby, visitors can enjoy a variety of amenities. The city's proximity to a national state park and serene lakes provides ample opportunities for outdoor exploration. Peekskill also features symbolic landmarks that enrich its cultural landscape. Whether you're wandering through its scenic parks or indulging in local dining, Peekskill is a welcoming destination that caters to diverse interests.

Best time to go to Woodbury

If you're planning a trip to Woodbury, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July, September and November, while off-peak times, like January to February and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.9°F (-2.3°C)Light RainMostly SunnySlightly LowSlightly Low
February29.8°F (-1.2°C)Light RainMostly SunnySlightly LowAverage
March37.4°F (3.0°C)Light RainMostly SunnyAverageSlightly Low
April48.7°F (9.3°C)Light RainMostly SunnyAverageSlightly Low
May59.4°F (15.2°C)Light RainMostly SunnyAverageSlightly High
June67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighSlightly High
August72.0°F (22.2°C)Light RainMostly SunnyAverageSlightly High
September64.9°F (18.3°C)Light RainMostly SunnySlightly HighAverage
October54.0°F (12.2°C)Light RainMostly SunnySlightly LowAverage
November42.1°F (5.6°C)Light RainMostly SunnySlightly HighAverage
December34.2°F (1.2°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing itineraries, or review your bookings. Your saved or booked properties are now neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Woodbury

The lake, mountains and forests display a scene truly unique to Woodbury. This welcoming city is known for its shopping, hiking and coffeehouses. Woodbury Common Premium Outlets and LEGOLAND® New York are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Woodbury

Are you looking for things to do in the area? Venture out of your vacation home and experience everything that makes Woodbury a fun spot to vacation. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • LEGOLAND® New York (10.7 mi / 17.3 km)
  • Brotherhood Winery (5.5 mi / 8.9 km)
  • The Golf Club at Mansion Ridge (6.1 mi / 9.9 km)
  • Ice Time Sports Complex (10.9 mi / 17.6 km)
  • Mount Peter Ski Area (12.7 mi / 20.4 km)
  • SplashDown Beach (16.4 mi / 26.3 km)

Exploring the natural features in Woodbury

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Woodbury is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Storm King Art Center (4.8 mi / 7.8 km)
  • Lake Tiorati Beach (6.3 mi / 10.1 km)
  • Arrow Park Lake and Lodge (6.6 mi / 10.6 km)
  • Storm King State Park (7.1 mi / 11.4 km)
  • The Rock Sports Complex (9 mi / 14.4 km)
  • Lake Welch Beach (9.2 mi / 14.8 km)

Traveling to and around Woodbury

Fly into Stewart Intl. Airport (SWF), the closest airport, located 9.4 mi (15.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Westchester County Airport (HPN), which is 29.2 mi (47 km) away.

If you prefer train travel, the main station serving the city is Harriman Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Woodbury?
Campgrounds are the most popular style of vacation rental in Woodbury, according to our data. Even if you have a different vision in mind, Vrbo has vacation homes in loads of sizes and shapes. Compare our options to find your perfect match.
How much does it cost to rent a vacation rental in Woodbury?
Different things can affect what you'll pay for your vacation rental in Woodbury, like the length of stay, season and type of property. Still, all of our vacation homes have one thing in common — excellent value. Just enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Woodbury?
When you travel and the size and style of the property will influence the cost of your beachside stay. Click on your Woodbury travel dates to view your options on Vrbo. Can't live without a hot tub? Use our filters to select the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in Woodbury?
Yes, there are. You can choose from six vacation homes that allow pets in Woodbury on Vrbo. Our furry companions also need a break, so simply use our search function for pet-friendly vacation rentals to book a pad where your puppy can lap up the fun.
Can I rent a house with a pool in Woodbury?
Pack your swimsuit and swim ring, because there are three houses with a private pool in Woodbury. Settle in at one of these superb vacation rentals and every day will be a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Woodbury?
When it comes to rental amenities that people are looking for in Woodbury, a chef, a beach view and a nearby river are the most popular. With Vrbo vacation homes, you'll have options to match your taste and style, whether you're going on a vacation with your partner, your friends or even pets.
Are there vacation rentals in Woodbury that welcome kids?
Woodbury has five family-friendly vacation rentals. And booking a stay that welcomes children is a breeze with our "Properties good for families" filter. As well as having the entire place to yourselves, you'll also enjoy access to conveniences and perks like dining rooms, full kitchens and yards.
What are the top attractions for families in Woodbury?
Keeping the kids amused during your stay in Woodbury is a snap with these fabulous family-friendly attractions:

  • Lake Welch Beach
  • Hudson Highlands Nature Museum
  • Putnam History Museum

Are there one-bedroom vacation rentals in Woodbury?
Yes, you can take your pick from four one-bedroom rentals in Woodbury. Whether you're searching for a secluded cottage or a cabin, our one-bedroom rentals are just right if you don't need lots of space. One of the perks of having your own place? You'll never need to share your trip with strangers.
How can I find vacation rentals with air conditioning in Woodbury?
There are three vacation rentals with air conditioning in Woodbury offering that cool, cool breeze and extra touch of comfort. Enter your preferred travel dates and then take advantage of our filters to look for properties with air conditioning.
How old do you have to be to rent a vacation rental in Woodbury?
The minimum required age is generally 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your chosen Woodbury vacation home before you book.
How long can I rent a vacation rental in Woodbury for?
It's up to the Woodbury property. To look over a list of options offering extended stays, simply enter your travel dates and number of people into Vrbo's search page. Look forward to having the entire property to yourself, as well as amenities such as air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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