Photo by Karen Wirtz

Orange County holiday rentals

We found 1,076 holiday rentals — enter your dates for availability

Discover a selection of 249 homes, 95 apartments and other holiday rentals in Orange County that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, including parking and a TV. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Popular Orange County destinations on Stayz

Holiday rentals with weekly discounts – Orange County

Showing deals for:25 Sept - 2 Oct

Why visit Orange County

  • Stunning Natural Parks: Orange County boasts a variety of scenic parks, perfect for hiking, picnicking, and enjoying the outdoors.
  • Charming Towns: Explore quaint towns filled with local shops, restaurants, and a welcoming atmosphere.
  • Cultural Events: Experience vibrant local culture through events like the Orange County Fair, showcasing arts, crafts, and delicious food.
  • Picturesque Lakes: Relax by serene lakes that offer opportunities for fishing, boating, and tranquil strolls.
  • Rich History: Discover historic sites that narrate the captivating past of the region.

Popular types of accommodation in Orange County

Discover the charm of Orange County, New York, where stunning landscapes and rich history await. From picturesque private holiday homes and cosy cottages to modern apartments, there's something for everyone. Enjoy luxury accommodation or immerse yourself in the great outdoors at family-friendly caravan parks. Explore local attractions, including beautiful parks and historic sites, ensuring a memorable stay in this captivating region.

  • Private Holiday Homes: These spacious residences are the top choice for visitors seeking comfort and privacy during their stay in Orange County.
  • Apartments: A popular option for those wanting a self-contained space, apartments offer convenience and a home-like atmosphere.
  • Cottages: For a quaint and charming experience, cottages provide a delightful retreat amid scenic surroundings.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic escape in serene settings.
  • Villas: These luxurious accommodations are ideal for travellers seeking elegance and ample space for relaxation.**

Top attractions in Orange County

Orange County, New York, is a delightful destination for outdoor enthusiasts and families alike, offering a blend of scenic parks and lakes. Visitors can explore the stunning urban parks and the natural beauty of state parks, perfect for adventure and relaxation. The county also hosts cultural experiences and events, such as the vibrant Orange County Fair, making it an ideal spot for memorable holiday experiences.

  • The Hawk's Nest Lookout: A breathtaking viewpoint along the Delaware River, offering stunning vistas and a sense of adventure. Ideal for couples seeking a romantic escape or outdoor enthusiasts exploring the scenic beauty of Orange County.
  • Witness Monument: A poignant tribute to the sacrifices made during the war, this monument showcases the rich cultural heritage of the area and serves as a reflective space for visitors to honour the past.
  • Stone Beach: A serene beach perfect for relaxation, swimming, and enjoying the sun. With its sandy shores and tranquil atmosphere, it's an ideal spot for families and friends to unwind by the water.

Things to do recommended for couples

Seeking a romantic getaway in Orange County? Explore the charming Hudson River waterfront, indulge in a wine tasting at a local vineyard, or take a scenic hot air balloon ride for breathtaking views. End your day with a candlelit dinner at a cosy restaurant, creating unforgettable memories together.

Things to do recommended for families

Families exploring Orange County, New York, can delight in the fun at LEGOLAND New York Resort, where creativity flourishes. The Hudson Valley's scenic trails offer family-friendly hikes, while the Warwick Drive-In Theatre provides a nostalgic movie experience under the stars.

Things to do recommended for groups

Groups visiting Orange County can enjoy a thrilling visit to the Orange County Fair Speedway, where they experience motor racing combined with a vibrant sports and adventure atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When travelling with a group, family, or pets, or if you're seeking extended stays, it's important to apply the right filters to meet your needs. Here are some helpful booking tips for Stayz.

  • Traveling to Orange County with a group: Consider how many bedrooms you require, along with features like a fully equipped kitchen or an outdoor area for group gatherings. Luckily, you can use filters on Stayz to refine your search for all these options and more.
  • Traveling to Orange County with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Orange County: For many, a family holiday isn’t truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels completely at home.
  • Planning for a long term stay visiting Orange County: If you're in search of holiday rentals that offer great deals for stays of a month or longer, 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 include preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Orange County

Orange County, New York, offers a delightful blend of outdoor adventures and scenic beauty, perfect for families and nature enthusiasts alike. Explore its charming towns, picturesque parks, and vibrant local culture. From hiking trails with breathtaking views to serene lakes ideal for relaxation, there's something for everyone. With friendly locals and a welcoming atmosphere, your holiday in Orange County promises memorable experiences and the chance to create lasting connections in this beautiful part of the United States.

  • Middletown: Nestled in the heart of Orange County, Middletown offers a vibrant city experience, attracting families and entertainment seekers alike. The city boasts a variety of shopping options, including a bustling shopping mall centre and local boutiques. Visitors can enjoy the nearby theme park and tourist precinct, perfect for a day of fun and adventure. The city square serves as a gathering place for events and community activities, making it an ideal spot to soak in the local culture.
  • Newburgh: Situated along the Hudson River, Newburgh is a charming city that appeals to families and outdoor enthusiasts. The city's picturesque waterfront is complemented by recreational opportunities at the nearby lake. Newburgh is also home to a vibrant shopping mall centre, offering a variety of retail experiences. The visitor centre provides insights into the city's rich history, while the symbolic landmarks scattered throughout the area reflect its cultural significance, making it a delightful destination for exploration.
  • Goshen: Known for its family-friendly atmosphere, Goshen is a lively city that combines entertainment with city living. Visitors can indulge in shopping at the local shopping mall centre, and enjoy a range of leisure activities at the nearby theme park. The city square often hosts events and festivities, fostering a sense of community. With its proximity to various tourist attractions, Goshen presents an inviting base for those looking to experience the charm of Orange County.

Booking with Stayz is a breeze

Are you hoping to make your next trip more affordable? Being flexible with your travel dates can lead to cost savings, as prices often fluctuate. Additionally, booking a longer stay can result in considerable discounts. To discover a Stayz property that aligns with your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a convenient space to create fresh itineraries, continue planning your journeys, or review and organise your bookings. Properties you’ve saved or reserved are now neatly categorised into Potential, Upcoming, or Current Trips. To explore the Trip Boards further, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Orange County getaway

Learn about the unique charm of Orange County with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options 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

Are you looking for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that makes Orange County a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® New York (1.9 mi / 3.1 km)
  • Goshen Historic Track (0.2 mi / 0.3 km)
  • Brotherhood Winery (8.6 mi / 13.9 km)
  • Warwick Valley Winery and Distillery (9.7 mi / 15.7 km)
  • City Winery Hudson Valley (10.2 mi / 16.5 km)
  • Mount Peter Ski Area (10.9 mi / 17.5 km)

Exploring the natural features in Orange County

Whether you're looking for adventure or just want to appreciate the scenery, Orange County is a great place to get outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • The Rock Sports Complex (4.6 mi / 7.4 km)
  • Orange County Arboretum (5.9 mi / 9.6 km)
  • Thomas Bull Memorial Park (6 mi / 9.7 km)
  • Arrow Park Lake and Lodge (11.1 mi / 17.8 km)
  • Sterling Forest State Park (14.5 mi / 23.4 km)
  • Greenwood Lake (14.9 mi / 24.1 km)

How to get to and around Orange County

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 14.1 mi (22.6 km) from the city centre.

If you're travelling by train, 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 holiday home?
Cornwall is among the most preferred areas to book a holiday home in Orange County. Looking for some top places to see here? Be sure to visit Storm King Art Centre and New York Military Academy.
What is the most popular type of holiday home accommodation in Orange County?
Houses are the most popular type of holiday home in Orange County, according to our data. Even if you've got something bigger or smaller in mind, Stayz has holiday homes in all sizes and shapes. Compare our options to find your perfect Orange County pad.
How much does it cost to rent a holiday home in Orange County?
The average price for a holiday home in Orange County depends on a number of factors, such as season, property type and length of stay. Whether you're in search of a sprawling house with room for friends and family or a cosy cabin ideal for just you and the kids, just enter your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Orange County?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Orange County travel dates to see your options on Stayz. Did someone just say "private pool"? Use the filters to select the amenities and features you need.
What are popular home amenities in Orange County?
A fridge, a microwave oven and a stovetop top the list of most popular home amenities in Orange County. Whether you're travelling alone, with your better half or a group of friends, Stayz will help you find a holiday home that matches your tastes with all the features you need.
Are there large group holiday homes in Orange County?
With 41 properties that can sleep 10 or more people in Orange County, you won't have to leave anyone off your invite list. From extended family holidays to special events like birthday and Christmas parties, Stayz can help you find a large group home to match the occasion.
What are the top attractions for families in Orange County?
Keep the kids occupied at these top family-friendly attractions in Orange County:

  • United States Military Academy
  • Mount Peter Ski Area
  • Woodbury Common Premium Outlets

Can I find two-bedroom holiday homes in Orange County?
Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 43 two-bedroom holiday homes Orange County has to offer.
Are there holiday homes with WiFi in Orange County?
You can pick from 117 holiday homes with WiFi in Orange County. If you want to disconnect from the world on your holiday, but still need to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Orange County?
You'll have to check with the Orange County holiday home you want on Stayz as the minimum age varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Orange County for?
The amount of time you can book an Orange County holiday home for is up to the property. Simply enter your dates of travel to see available options offering extended stays. They come with everything you need to make your extended getaway more enjoyable such as air conditioning and laundries. Some Stayz holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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