Find Vacation Rentals in Woodbury

Highlights Woodbury

  • New York State rentals
  • Outdoor activities
  • Museum-lovers destination
  • Suburb rentals
  • Family-friendly destination
  • Historical landmarks
  • Natural landscape

Prices and availability

Current Vacation rental prices Woodbury

$378for 3 Jun - 10 Jun
$497 annual average
Average price per week

Current vacation rental availability Woodbury

< 1%for 3 Jun - 10 Jun
69% annual average
Percentage of available rentals

Vacation rentals in Woodbury

Magnificent rental locations in New York

Plan your next getaway in the town of Woodbury, New York. This stunning town is the perfect destination for a more relaxed getaway in the United States. With a population of just over 10,000 inhabitants, you will be able to explore the untouched natural landscape of the state while in Woodbury. The town is part of the Poughkeepsie-Newburgh-Middletown Metropolitan Statistical Area and is located in the southeastern part of Orange County. The region used to be known as Woodbury Clove and it was officially founded in 1889. The city’s natural landscape is quite stunning, being surrounded by greenery and situated just west of the Schunnemunk Mountain. Overall, if you are looking for a peaceful getaway in a place surrounded by nature and rich in history, Woodbury is the perfect place for you.

Discover the vacation rentals

With its suburban feel and abundance of nature, you will be delighted to see the option of vacation rentals available in Woodbury. Take a stroll with your dog through the parks surrounding your neighborhood before jumping into your private pool, invite friends over to celebrate with your family over a nice barbecue in your garden, read a book on your patio as you listen to the peaceful sound of nature. These are just a few of the opportunities waiting for you in Woodbury.

Vacations in Woodbury

How to get there and what to do

Discover the state of New York

There are several options when it comes to modes of transportation for reaching Woodbury. If you wish to make your journey by bus, several companies have connecting routes to NYC, such as Greyhound and Coach USA. You may also reach the city by car as the city is nearby Interstate 87 which takes you directly to major cities such as New York City. However, if you plan to reach the city of Woodbury by plane, the two closest airports are John F. Kennedy International Airport and LaGuardia Airport, both providing shuttles direct to Woodbury.

Where to eat in Woodbury

The Woodbury culinary scene is quite impressive for most visitors. There are options for just about anyone. Whether you are looking to eat some delicious barbecue or prefer a more vegetarian meal, you will find plenty of options here. For breakfast, brunch or lunch head over to Woodbury Café where you will find a traditional diner with delicious food. This local joint will provide you with friendly service and a menu filled with classical items such as bacon and eggs, omelets, pancakes and more. On the other hand, if you are looking for a finer dining experience for dinner, check out Tamarack Tap Room. This location provides an elegant and rustic atmosphere where you will be able to try out their buffalo wings, turkey sandwiches with cheese curds and more.

Travelers and activities

Woodbury for outdoor activities

The stunning natural landscape of the area will provide you with plenty of opportunities to enjoy the outdoors of Woodbury. Whether you like to go hiking, running, horseback riding or skating, there will be an activity to spark your interest. Your first stop should be the Trail View State Park where you will be able to find a few hiking trails. This activity is open for hikers of all levels, and you will have the chance to observe the local flora and fauna from this protected area. Moreover, most of the trail is shaded by the trees, making it quite comfortable during the warmer days. Another ideal nature trail in the area is Stillwell Woods Park. Here you will find three trails that take you around the park and you will have the chance to either hike, bike or walk around this area. Both parks are located in the vicinity of Downtown Woodbury.

Woodbury for families

You might be visiting Woodbury with your entire family, here are some family-friendly activities you can enjoy with everyone. Head over to the White Post Animal Farm to have the opportunity to visit and learn about farm animals. Here you and your family will be able to enjoy a petting zoo, take a train ride around the farm, or if you are lucky, partake in the famous fall festival. On the other hand, for a more adventurous experience check out Adventure Park at Long Island, where you can find a 7 acres park filled with aerial forest obstacles courses including bridges, ropes and zip lines.

Did you know Woodbury has one of the largest outlet centers in the world?

Top 5 travel tips for Woodbury

1. Blooming Hill Farm

One of the best ways to truly understand the local community is by tasting their products. Go to the Blooming Hill Farm for a local experience of organic farming and farm-to-table dishes.

2. Woodbury Common Premium Outlet

Take a break from all the hiking by going on a shopping spree in the world’s largest outlet center. You will be able to find over 250 stores including, Nike, Celine and Burberry.

3. Bear Mountain State Park

Whether it’s summer or winter, this park is a must-visit. In the summertime, you will be able to enjoy the beautiful colors of the landscape while having a picnic on the grass. In the winter you can hike through the soft snow and make your way up the mountainside.

4. Palaia Winery

Try out the local wine while on a tour at the Palaia Winery. Here you will have the chance to walk around the grounds of the winery, have a wine tasting and enjoy a day out in the sun with your friends.

5. Food Truck Festival

Sometimes choosing only one place to eat is hard, so check out the famous Food Truck Festival. During the festival, you can enjoy live music, various cuisines, and lots of fun games. You might be lucky enough to catch one of the few events they put on every year.

FAQs: Vacation Rentals in Woodbury

How much do you pay, on average, for vacation rentals in Woodbury?

Our data shows that Woodbury had an average price of $761 per night, a relatively high one for a city in the USA.

Which months allow you to save the most on vacation rentals?

According to the previous year, the months with the cheapest prices in Woodbury are August, July and December, with average prices of $623, $631, and $718, respectively.

During which months are vacation rentals more expensive in Woodbury?

When it comes to looking for a vacation rental in Woodbury, the most expensive months are, in order of highest to lowest, September, October and November, with average prices per night of $969, $902, and $843, respectively.

Is Woodbury a good location for a last-minute getaway?

In order to not have problems finding accommodation in Woodbury, it is necessary to plan ahead as 68% of rentals are usually booked, according to last year's data.

Which months offer the highest availability?

The months that offer the most accommodation options are, on average, April (with an availability of 75%), March (52%), and December (52%), according to the trends observed in the prior year.

How many rentals are there in Woodbury?

Our inventory features approximately 30 properties from 2 partners, giving you plenty of choices when searching for your next dream vacation rental!

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