Discover a selection of 24 vacation rentals in Orange County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $126 per night, and houses and cabins are popular options for a stay in Orange County. Either way, you'll find a rental for everyone's needs.
Destination guide

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. Take in top local attractions like LEGOLAND® New York and Woodbury Common Premium Outlets. 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.

Things to do

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)
  • Mountain Creek Waterpark (17.5 mi / 28.2 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.

Natural features

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 there

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.

What are the top vacation rentals in Orange County?

From luxurious houses to affordable cabins, Vrbo has properties to match every taste and budget. Pack your bags and check out these top vacation rentals in Orange County:

  • "Private Lakefront Home With Kayaks Stunning Sunsets Panoramic View": If you're searching for someplace in Orange Lake with 2 bedrooms and plenty of home comforts, this retreat will tick your boxes. Amenities include a washing machine and shopping.
  • "Are Available For Longer Stays Early Bookings Are Accepted": Stay at this property in Greenwood Lake and take advantage of a boat, internet services and more. It has 4 bedrooms to accommodate your family and friends.

For even more great options, use the search bar at the top of the page to find the perfect Orange County vacation rental for you.

What are the best tiny house vacation rentals in Orange County?

For a different kind of vacation experience, book a tiny house rental in Orange County. A word of caution though — after you've stayed in a tiny house, the temptation to downsize and move into one of these fun-sized digs will be tough to resist!

  • Leave the world behind and disappear to "This Tiny House With In Door And Outdoor Fire Place Is 15 Min. From Lego Land". This retreat in Middletown packs plenty of conveniences into its small space, such as a nearby casino and a desk chair.
  • "Breezy Hill Tiny House - Rustic And Cozy Tiny House Getaway" in Accord is another great option. A fridge and coffee and tea making facilities will help make your getaway more comfortable.

Can I find log cabins to rent in Orange County?

Whether you're seeking a basic retreat or something a little more upmarket, we've got some great log cabins to rent in Orange County. Discover both adventure and coziness at one of these options:

  • Throw your bags down at "Cozy Log Cabin In Hudson Valley" in Washingtonville and during your waking hours enjoy horse riding and fishing and your nights unwinding in your cozy cabin.
  • Another great choice is "Beautiful Log Cabin Style House". With fun activities including hiking and biking and fishing nearby, this Middletown getaway will be perfect if you love the outdoors.

What are the top-rated vacation rentals for weekend getaways in Orange County?

Pressed for time but itching to get away? A weekend escape is the answer. Reserve a few nights at one of these top-rated rentals and get ready for sleep-ins, good food and relaxation:

  • "Grace's Retreat - Contemporary Home On Smith Lake" - Located in Southeastern United States, there's no shortage of exciting stuff to see and do on the doorstep of this rental property. Handy extras like a lake view and a kitchen are the cherry on top!
  • "Hay Loft In Historic Barn - 4 Minutes To Legoland" - This is another great place where you can relax for a couple of days. Take advantage of towels, a nearby zoo and more during your short and sweet stay at this Southeastern United States property.

Can I find studio apartments for rent in Orange County?

Studio apartments may be on the small side, but it's tough to beat their downtown locations and budget price tags. Whether you're traveling by yourself or with a few pals, consider booking one of these top studio apartments in Orange County:

  • Settle in and make yourself comfortable at "Perfect Nyc Lakefront Getaway", located in Walton Park. There are loads of amenities available here, including heating and a hair dryer.
  • Otherwise, use "Hudson Valley Private Cottage Retreat" as your base to explore the area. This appealing option is in Slate Hill and comes with an oven and nearby hunting activities.

Can I find short term rentals in Orange County?

With Vrbo's fantastic range of short-term rentals in Orange County, you're sure to find a property to suit your needs. Whether you're looking for somewhere to relax on your own or to hang out with your friends, these options are tough to beat:

  • "Grace's Retreat - Contemporary Home On Smith Lake" in Southeastern United States is a perfect place for a short-term stay. It's within easy reach of the town center, so you can go out and see all the best sights without having to travel too far.
  • Alternatively, bunk down for day or two at "Hay Loft In Historic Barn - 4 Minutes To Legoland" and discover the attractions of Goshen. This getaway also welcomes short-stay guests and is a good choice if you like to be close to the action.

What are the best romantic weekend getaways in Orange County?

If you really want to dazzle your special someone, take them somewhere special! Organize a romantic weekend getaway in Orange County at one of these retreats and let the sparks fly:

  • Catch up on quality cuddling time at "Private Lakefront Home With Kayaks Stunning Sunsets Panoramic View" in Orange Lake. Winery tours and beauty services are among the little touches on offer here.
  • Alternatively, plan an amorous weekend away at "Are Available For Longer Stays Early Bookings Are Accepted". Located in Greenwood Lake, it offers beauty services, a fireplace and more.

Are there mansions for rent in Orange County?

Forget queuing up at the hotel breakfast bar or competing for a chaise lounge around the pool during your vacation. Round up your favorite people and upgrade your getaway big-time with one of these mansions for rent in Orange County:

  • Settle in and make the most of all the plush perks on offer at "Mansion House With A Pool And Tennis In 5000 Sqft" in Westtown. Top amenities here include a firepit and a swimming pool.
  • "West Point Mansion: New York City's Luxury Retreat" is another fancy option that's tough to beat. It's located in Cornwall and features a whole bunch of highlights your guests will love, including golf and a swimming pool.

What are the best large group vacation rentals in Orange County?

If your idea of a dream getaway is to bring along your nearest and dearest, you'll be needing a whole bunch of space. Luckily, there are many vacation rentals in Orange County that cater to large groups, starting with these sprawling retreats:

  • "Hay Loft In Historic Barn - 4 Minutes To Legoland": With 3 bedrooms, everyone can be a part of the fun at this exceptional escape in Goshen. A firepit and a water park are among the amenities available here.
  • "Unique Dutch Barn In The Hudson Valley": This getaway in Goshen has 5 bedrooms, so don't stress about leaving anybody off your guest list. A fireplace and a garden are among its many highlights.

What are the best houses for rent with a pool in Orange County?

Get set to take your pick and jump right in. Here are a couple of top-notch house rentals in Orange County where life is cooler by the pool:

  • Parents, kids, uncles, aunts — everyone will love relaxing by the pool at "This Tiny House With In Door And Outdoor Fire Place Is 15 Min. From Lego Land". Whisk your favorite people away on a trip to this Middletown rental house which also comes with nearby birdwatching activities and a smart TV.
  • "Beautiful Log Cabin Style House" in Middletown is another top pick. There's a whole lot to love about this property apart from its pool, such as cable/satellite TV services and towels.

Explore destinations around Orange County

Greenwood Lake
157 vacation rentals
197 vacation rentals
Pine Bush
306 vacation rentals
719 vacation rentals
90 vacation rentals
Fort Montgomery
93 vacation rentals
1,225 vacation rentals
Highland Falls
192 vacation rentals
83 vacation rentals
West Point
260 vacation rentals
66 vacation rentals
Sparrow Bush
101 vacation rentals
96 vacation rentals
69 vacation rentals
Port Jervis
46 vacation rentals
New Windsor
118 vacation rentals
Slate Hill
62 vacation rentals
Campbell Hall
91 vacation rentals
Tuxedo Park
106 vacation rentals
86 vacation rentals