Photo by Karen Wirtz

Orange County holiday rentals

We found 1,098 holiday rentals — enter your dates for availability
Discover a selection of 245 homes, 103 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 Dec - 1 Jan

Interior
Dining
High ceilings and lake views in this gorgeous living room
Dining
Exceptional
(5 reviews)

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

Monticello

16% off
AU$6,689
for 7 nights, 1 chalet
AU$956 per night
includes taxes & fees
Serenity at Lake Joseph | Lakefront•Hot Tub•Ski
Living area
House with Screen Room
Screen Room
Interior
Exceptional
(31 reviews)

Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!

Wurtsboro

8% off
AU$2,733
for 7 nights, 1 chalet
AU$390 per night
includes taxes & fees
Beautiful Chalet with Private Lake Spot Near Popular Resorts - Wurtsboro NY!
Interior
Private kitchen
Living area
Room
Exceptional
(9 reviews)

West Point Family Retreat, 5 min walk to Thayer!

Highland Falls

7% off
AU$6,784
for 7 nights, 1 home
AU$969 per night
includes taxes & fees
West Point Family Retreat, 5 min walk to Thayer!
Walk way to back yard from side of the house
View of the dining room
Hallway with pocket doors on main floor
Original mahogany wood work and French Chandliers though out the house
Exceptional
(17 reviews)

Stunning historic Victorian house in Newburgh. Pet friendly

Newburgh

21% off
AU$8,496
for 7 nights, 1 home
AU$1,214 per night
includes taxes & fees
Stunning historic Victorian house in Newburgh. Pet friendly
Interior
Outdoor dining
Dining
Firewood for the fire pit.
Exceptional
(36 reviews)

Lakefront family friendly peaceful Catskills retreat!

Wurtsboro

8% off
AU$4,969
for 7 nights, 1 home
AU$710 per night
includes taxes & fees
Lakefront family friendly peaceful Catskills retreat!
Interior
Master bedroom with TV
Stone steps to the pool
Property grounds
Exceptional
(33 reviews)

HIKE, SWIM, STARGAZE IN WOODS SIDING MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS

Wallkill

11% off
AU$4,161
for 7 nights, 1 cottage
AU$594 per night
includes taxes & fees
HIKE, SWIM, STARGAZE IN WOODS SIDING MINNEWASKA STATE PARK SHAWANGUNK MOUNTAINS
Interior
Living area
Terrace/patio
Room
Exceptional
(16 reviews)

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

8% off
AU$1,939
for 7 nights, 1 cottage
AU$277 per night
includes taxes & fees
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Outdoor dining
Living area
Room
Exterior
Exceptional
(9 reviews)

Hudson Valley Retreat &Fire Pit Near Warwick Wineries & Skiing

Warwick

8% off
AU$8,470
for 7 nights, 1 home
AU$1,210 per night
includes taxes & fees
Hudson Valley Retreat &Fire Pit Near Warwick Wineries & Skiing
Living area
Dining
Private kitchen
Room
Exceptional
(14 reviews)

Cozy House 3 Blocks From West Pt

Highland Falls

7% off
AU$6,187
for 7 nights, 1 home
AU$884 per night
includes taxes & fees
Cozy House 3 Blocks From West Pt
Living Room
Property grounds
Northwest view from the lawn - beautiful views of the Shawangunk Mountain Ridge
Hallway
Exceptional
(56 reviews)

Spectacular Gunks View Getaway — @GardinerGetaway on IG

Gardiner

5% off
AU$3,962
for 7 nights, 1 home
AU$566 per night
includes taxes & fees
Spectacular Gunks View Getaway — @GardinerGetaway on IG
Private kitchen
Living area
Pool
Dining
Exceptional
(17 reviews)

The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

Harriman

12% off
AU$10,497
for 7 nights, 1 home
AU$1,500 per night
includes taxes & fees
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
Exterior
Private kitchen
Living area
Terrace/patio
Exceptional
(5 reviews)

Saltwater Heated Pool • Perfect Escape in Warwick

Warwick

8% off
AU$4,215
for 7 nights, 1 home
AU$602 per night
includes taxes & fees
Saltwater Heated Pool • Perfect Escape in Warwick
Second bedroom with two full size beds and large walk-in closet.
Main house. Apt is downstairs to the left.
Dining
Private kitchen
Exceptional
(22 reviews)

Lower level unit in Spectacular Log Home Estate

Marlboro

12% off
AU$2,398
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
Lower level unit in Spectacular Log Home Estate
Living area
Exterior
Room
Private kitchen
Exceptional
(11 reviews)

Cozy 1-bedroom cabin in amazing Milford with WiFi, AC next to stream.

Milford

8% off
AU$2,253
for 7 nights, 1 cabin
AU$322 per night
includes taxes & fees
Cozy 1-bedroom cabin in amazing Milford with WiFi, AC next to stream.
Exterior
Property grounds
Dining
Living area
Exceptional
(9 reviews)

Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.

Marlboro

11% off
AU$2,226
for 7 nights, 1 home
AU$318 per night
includes taxes & fees
Beautiful 1-bedroom apartment overlooking a pond on a 10 acre farm.
Path to barn / garden
Full 7-acre property
Inground pool
Sunroom
Exceptional
(11 reviews)

Secluded Hudson Valley farmhouse with pool near New Paltz village

New Paltz

16% off
AU$7,899
for 7 nights, 1 home
AU$1,128 per night
includes taxes & fees
Secluded Hudson Valley farmhouse with pool near New Paltz village
Exterior
Private kitchen
Interior
Outdoor dining
Exceptional
(11 reviews)

Spacious Westtown Home, Firepit, Up to 10 Guest

Westtown

8% off
AU$3,523
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Spacious Westtown Home, Firepit, Up to 10 Guest
Interior
Pool
Living area
Lobby
Exceptional
(12 reviews)

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

Vernon

8% off
AU$5,245
for 7 nights, 1 apartment
AU$749 per night
includes taxes & fees
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Room
Private kitchen
Living area
Exterior
Wonderful
(10 reviews)

Spacious Port Jervis Home - beautiful views

Port Jervis

8% off
AU$3,678
for 7 nights, 1 home
AU$525 per night
includes taxes & fees
Spacious Port Jervis Home - beautiful views
Dining
Living area
Interior
Living area
Very good
(9 reviews)

Vernon's Cozy 3BR Loft Condo Cabin w/Views

Vernon

12% off
AU$6,611
for 7 nights, 1 cabin
AU$944 per night
includes taxes & fees
Vernon's Cozy 3BR Loft Condo Cabin w/Views
Game table in Living room overlooking the lake
Balcony in the living room with table and chairs
Large kitchen with appliances and cooking supplies
View of the house from the lake
Exceptional
(71 reviews)

Large Family House On The Lake

West Milford

8% off
AU$5,185
for 7 nights, 1 home
AU$741 per night
includes taxes & fees
Large Family House On The Lake
Dining
Outdoor spa tub
Room
Exterior
Exceptional
(15 reviews)

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

12% off
AU$5,167
for 7 nights, 1 home
AU$738 per night
includes taxes & fees
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Through the front door to spectacular lake beauty
Breathtaking View, Situated on Orange Lake
Winter beauty
Front of house. Lake in back.
Exceptional
(330 reviews)

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views

Newburgh

8% off
AU$5,842
for 7 nights, 1 home
AU$835 per night
includes taxes & fees
Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
Terrace/patio
Exterior
Living area
Interior
Exceptional
(60 reviews)

Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

Vernon

7% off
AU$2,140
for 7 nights, 1 home
AU$306 per night
includes taxes & fees
Mountain Creek Lovely 1 Bedroom/Pool/Jacuzzi/King Bed/Ski In/Out

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:

  • Goshen Historic Track (0.2 mi / 0.3 km)
  • LEGOLAND® New York (1.9 mi / 3.1 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)

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)
  • Arrow Park Lake and Lodge (11.1 mi / 17.8 km)
  • Sterling Lake (13.9 mi / 22.4 km)
  • Sterling Forest State Park (14.5 mi / 23.4 km)
  • Greenwood Lake (14.9 mi / 24.1 km)
  • Lake Tiorati Beach (15.1 mi / 24.3 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.

More holiday ideas