Orange County Vacation Rentals, New York: house rentals & more

Discover a selection of 238 homes, 73 apartments, and other vacation rentals in Orange County that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include parking and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

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Find the best place to stay - Orange County

The Philip Johnson Wolfhouse

Sleeps 2 · 4 bedrooms · 3 bathrooms

Luxurious & Historic Orchard Hill Estate farmhouse/mansion built 1859

Stunning Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Secluded luxury, 1 hr NYC

Sleeps 25 · 8 bedrooms · 5 bathrooms

Top rated rentals - Orange County

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Choose a vacation rental for your Orange County getaway

Experience the unique character of Orange County with a stay in a vacation home rental. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Orange County

Do you want to discover attractions to see during your stay? Venture out of your vacation home and experience everything that Orange County has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

LEGOLAND® New York (1.9 mi / 3.1 km)
Castle Fun Center (3.4 mi / 5.5 km)
Brotherhood Winery (8.6 mi / 13.9 km)
Warwick Valley Winery and Distillery (9.7 mi / 15.7 km)
Mount Peter Ski Area (10.9 mi / 17.5 km)
Ice Time Sports Complex (14 mi / 22.5 km)

Get out and about in Orange County

Orange County could just be the perfect place to vacation for a taste of backcountry New York State. Far away from the sprawl of the Big Apple, you're free to take to the mountain roads for scenic drives into the heart of the Catskills, or simply languish on bobbing river boats as they drift down the courses of the Hudson. Other travelers will go for something a little more adventurous, hitting the state parks and forests with camping stuff or cross-country skiing gear in tow.

Dodge the winter in Orange County

Unless you're booking those Orange County vacation rentals to rack up the cross-country skis and conquer the backcountry snow trails of the Catskills, it's certainly better to plan your trip here in the spring, summer, or fall. Each season has its own draws. April and May see the state parks come into bloom, and the weather pleasant and cool. June, July, and August are festival time, with the hottest temperatures for cruising the Hudson. And then September and October mean seeing the changing of the colors in the New York forests.

On the doorstep of the Catskills in Orange County

Whizz down the courses of the Hudson River to see one side of Orange County, and then be sure to make a beeline for the wooded hills that dominate the district's backcountry. These are the gateway to the famous Catskill Mountains of New York State. Orange County vacation rentals there offer doorstep access to the Appalachian Trail, the powdered ski pistes of Belleayre Mountain, and cycling routes through bucolic farming communities and sylvan valleys. Meanwhile, the Kaaterskill Falls crash over the stone ridges, and white-water rapids roar down from the high peaks.

How to get to and around Orange County

The nearest airport is in Stewart Intl. Airport (SWF), located 14.1 mi (22.6 km) from the city center.

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

Frequently asked questions

What is the best area to stay in Orange County when booking a vacation rental?

If you’re on your way to Orange County, Warwick is one of the more desired areas to stay. During your time here, stop by fantastic attractions like Warwick Valley Winery and Distillery and Mount Peter Ski Area.

What is the most popular type of vacation rental accommodation in Orange County?

The most popular types of vacation rentals in Orange County are apartments. Want something different? Vrbo has a variety of options to match the diverse needs of our guests, so you’ll see vacation properties in lots of shapes and sizes. The ideal fit is waiting for you — lock in yours today.

How much does it cost to rent a vacation rental in Orange County?

The average price for a vacation home in Orange County depends on several factors, like length of stay, property type and season. Whether you’d like a sprawling villa with lots of space or a cozy cottage for you and your other half, just enter your travel dates to view stays that offer great value.

How much does it cost to rent a beach house in Orange County?

The average price for a vacation home near the beach in Orange County depends on when you’ll be there and the type and size of property you want. You can find prices quickly and easily on Vrbo by entering your travel dates. Then use the handy filters to select the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.

Are there pet-friendly vacation rentals in Orange County?

With 53 vacation rentals that welcome pets, your happy hound can join you on your Orange County getaway. Use our filter tool to search our pet-friendly vacation rentals and find a pad that’ll set tails wagging on Vrbo.

Are there large group vacation rentals in Orange County?

There are 58 vacation properties in Orange County that can accommodate a group of 10 or more guests. Whether you’re planning a family trip or a special event like a birthday party, there’s enough room to get your favorite people together under one roof.

Are there one-bedroom vacation rentals in Orange County?

You’ll find 75 one-bedroom properties in Orange County to choose from. A one-bedroom vacation property is an ideal option if it’s only the two of you or if you’re traveling on your own. Toss in more convenience, space and privacy than a standard hotel, and you’ve got yourself an unforgettable getaway.

Can I find two-bedroom vacation rentals in Orange County?

Orange County has 47 two-bedroom vacation rentals for you to pick from. Discover a vacation home with all the comfort and privacy you’re looking for at a price that’s hard to resist on Vrbo.

Are there vacation rentals with WiFi in Orange County?

Whether you want to keep up with the headlines, look over emails or update your social media, there are 138 vacation homes with WiFi in Orange County. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.

How can I find vacation rentals with air conditioning in Orange County?

You’ll have a choice of 234 vacation rentals with air conditioning in Orange County giving you that gentle, cool breeze and extra level of comfort. Just enter your preferred dates of travel and then use our filter tool to locate properties with air conditioning.

How old do you have to be to rent a vacation rental in Orange County?

You should check with the Orange County vacation rental you want on Vrbo as the minimum age differs. However, it’s generally 16, 18 or 21.

How long can I rent a vacation rental in Orange County for?

It really depends on the Orange County property. To view all available options offering extended stays, just enter your dates and number of people into Vrbo. You can look forward to having the place to yourself, along with amenities such as air conditioning, a kitchen and outdoor spaces where the kids can play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.

Does Vrbo offer discounts for vacation homes in Orange County?

Whether you’ve got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fantastic bargains and discounts on Vrbo. From mini stays to extended getaways, we’ve got the perfect place for your next Orange County escape.