Where to stay around Orange County, US?

Our 2018 property listings offer a large selection of 109 vacation rentals near Orange County. From 68 Houses to 13 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Orange County for a holiday or a weekend are on VRBO.

What are the most popular destinations to visit in Orange County?

There are many lovely places to stay for a holiday trip or just for a weekend in Orange County. From VRBO travelers, the top most popular destinations to visit are:

  • Strazza Art Gallery: 172 vacation rentals
  • Wallkill: 57 vacation rentals
  • Monroe: 115 vacation rentals
  • Highland Falls: 146 vacation rentals
  • Pine Bush: 137 vacation rentals

And VRBO offers you the chance to discover many other popular destinations in Orange County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Orange County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Orange County:

  • Monroe: 115 rentals
  • Highland Falls: 146 rentals
  • Pine Bush: 137 rentals
  • Greenwood Lake: 109 rentals
  • Newburgh: 454 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Orange County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Orange County are:

  • Orange County Airport (MGJ): 207 vacation rentals
  • Stewart International Airport (SWF): 229 vacation rentals
  • Randall Airport (06N): 205 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Orange County?

VRBO offers a large selection of rentals near lovely places in Orange County. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Strazza Art Gallery: 172 rentals
  • United States Military Academy: 139 rentals
  • Harriman Station: 207 rentals
  • Brotherhood Winery: 203 rentals
  • Storm King State Park: 186 rentals

But there are many other points of interest around Orange County listed on VRBO where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Orange County is backcountry New York

Orange County is like the stopper at the very northern end of the Great Appalachian Valley. Undulating hills where spruce firs and mountain maples shift this way and that in the breezes that drift down the Hudson River dominate the backcountry. Pretty New Yorker towns pepper its interior, from gritty Middletown to quaint Montgomery. Wineries dot the Warwick Valley, and Orange County vacation rentals lead all the way into the heart of the beautiful Catskill ranges _ think waterfalls, camping, hiking, fishing, and more.

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.

The famous sights of Orange County

Hone your salute and pledging of allegiances for that visit to Orange County because this cut out of New York State is home to the prestigious West Point Military Academy. Organized tours of the grounds include trips to the military cemetery and the West Point Museum _ think tales of WWII heroes, rusting tanks, and centuries-old cannons alike. And to balance that out? Well, how about some sweet tipples at the Brotherhood Winery _ said to be oldest operating winery in the entire United States?

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.