Orange vacation rentals

We found 73 vacation rentals — enter your dates for availability

Experience the enchanting charm of Orange, Virginia, where stunning landscapes meet rich cultural heritage. Explore scenic outdoor adventures, from hiking through breathtaking vistas to relaxing in quaint downtown streets brimming with local shops and delightful dining options. Perfect for families and groups, our inviting vacation rentals—ranging from cozy cabins to spacious homes—offer essential amenities and that warm, home-like atmosphere, ensuring your stay is both comfortable and memorable.

Holiday rentals with weekly discounts - Orange

Showing deals for:Dec 11 - Dec 18

Fully equipped kitchen of Pond House.
The Pond House
Interior. Den is through that doorway.
Great views from the Party Patio
Exceptional
(88 reviews)

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

Gordonsville

18% off
$225
$1,575 for 7 nights
All fees included
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Training Ring.
Exterior detail
Property grounds
The James Room
Exceptional
(48 reviews)

1856 Manor House on 600-Acre Working Horse/Cattle Estate

Gordonsville

19% off
$472
$3,302 for 7 nights
All fees included
1856 Manor House on 600-Acre Working Horse/Cattle Estate
Dining
Property grounds
Terrace/patio
Living area
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

18% off
$112
$784 for 7 nights
All fees included
Newly renovated entire guest suite in Orange County.
Private kitchen
Interior
Dining
Terrace/patio
Exceptional
(10 reviews)

The Farmhouse At Oak Creek Farm

Unionville

9% off
$293
$2,054 for 7 nights
All fees included
The Farmhouse At Oak Creek Farm
Modern stainless appliances are surrounded by Taj Mahal countertops
You can count on homegrown, seasonal flower arrangements. We love our guests.
Interior
Rich character, high ceilings, original oak floors, wooden doors, glass knobs.
Exceptional
(33 reviews)

Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly

Somerset

9% off
$381
$2,664 for 7 nights
All fees included
Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly
Party patio, with corn hole, firepit, picnic tables, other games.  Great views.
Living area
Fully Equipped Kitchen; Laundry Room.
Large Living Room with Fireplace
Exceptional
(39 reviews)

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

Gordonsville

19% off
$212
$1,483 for 7 nights
All fees included
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Kitchen
Early Mountain Vineyards
Kitchen
Kitchen
Exceptional
(8 reviews)

Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway

Madison

7% off
$331
$2,317 for 7 nights
All fees included
Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway
Interior
Terrace/patio
Exterior
Dining
Exceptional
(7 reviews)

Mid-Century Modern Woodland Retreat with Hot Tub, Cold Water Plunge, & Fire Pit!

Culpeper

9% off
$370
$2,590 for 7 nights
All fees included
Mid-Century Modern Woodland Retreat with Hot Tub, Cold Water Plunge, & Fire Pit!
Living Room with Sleeper Sofa
Property grounds
Master Bedroom
Interior
Exceptional
(158 reviews)

Elegant Cottage on 600 Acre Horse & Livestock Farm

Gordonsville

18% off
$217
$1,522 for 7 nights
All fees included
Elegant Cottage on 600 Acre Horse & Livestock Farm
All the amenities needed in your kitchen.
Den with fireplace (we provide the wood) and 50" TV.
Master Bedroom has King Sized Bed and Electric Fireplace
Views of our little mountains from farm complex.
Exceptional
(35 reviews)

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

Gordonsville

19% off
$377
$2,636 for 7 nights
All fees included
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Dining Area, Inside.
Property grounds
Queen-Sized Bed; Hand-Sawn Ceiling Boards from 1856 are a foot wide.
Mountain Views. The sun sets on the left side of this picture.
Exceptional
(143 reviews)

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville

18% off
$150
$1,052 for 7 nights
All fees included
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Room
Full Kitchen
Plenty of Space
Entrance to Barn Apartment
Exceptional
(45 reviews)

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

Gordonsville

18% off
$158
$1,106 for 7 nights
All fees included
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
  • Peace of mind

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    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Orange

Why visit Orange

  • Scenic Outdoor Adventures: Orange, Virginia, offers stunning landscapes perfect for hiking, picnicking, and exploring nature.
  • Rich Cultural Experience: Discover local history through historic houses and vibrant arts centers that showcase the region's heritage.
  • Charming Downtown: Stroll through picturesque streets filled with friendly locals, shops, and delightful dining options.
  • Relaxing Getaways: Enjoy secluded spots ideal for unwinding, making it perfect for romantic retreats.
  • Comfortable Accommodations: Choose from private vacation homes, cozy cabins, and apartments equipped with essential amenities.

Popular types of accommodation in Orange

If you're planning a getaway to Orange, you're in for a treat. Our most popular vacation rentals include Houses, cozy Cabins, and comfortable Apartments. Enjoy essential amenities like air conditioning and spacious living rooms, ensuring a relaxing stay. With a focus on transparency and savings, we connect you to the perfect accommodations that meet your needs and provide that extra touch of friendliness. Your ideal Orange vacation rental awaits.

  • Houses: The top choice for visitors to Orange, these homes offer spacious accommodations perfect for families, friends, or couples seeking comfort and privacy.
  • Cabins: A close second, cabins provide a charming escape into nature, ideal for those wanting a rustic and tranquil experience.
  • Apartments: Third on the list, apartments offer convenient living spaces, perfect for those wanting to feel at home during their stay.
  • Cottages: These delightful, quaint options are fourth, offering a cozy atmosphere for a relaxing getaway.
  • Condos: Rounding out the list, condos provide modern amenities and easy access to local attractions.**

Top attractions in Orange

Orange, Virginia, is perfect for a romantic getaway or an outdoor adventure, offering stunning scenery and a rich cultural experience. Visitors can explore local attractions such as lakes, historic houses, and arts centers, making it ideal for families and culture enthusiasts alike. Whether you're looking to enjoy nature or delve into the area's history, Orange County has something for everyone to enjoy.

  • James Madison's Montpelier: Visit the historic home of the fourth U.S. President, James Madison. Explore the beautifully restored mansion, stunning gardens, and engaging exhibits that highlight Madison's contributions to American history and culture.
  • St. Thomas Episcopal Church: This charming church features stunning architecture and rich history. Attend a service or simply admire the beautiful stained glass windows and peaceful grounds that reflect the area's cultural heritage.
  • James Madison Museum: Discover the life and legacy of James Madison through fascinating exhibits, artifacts, and interactive displays. This museum offers an insightful glimpse into the history of Orange and its significant figures.

Things to do recommended for couples

For a romantic getaway in Orange, Virginia, explore the charming wineries along the Montpelier Wine Trail or enjoy a cozy picnic at Montpelier, the historic home of James Madison. Don’t miss a sunset stroll through the picturesque downtown, filled with quaint shops and delightful eateries.

Things to do recommended for families

Families will love exploring the scenic Montpelier estate, home of President James Madison, and enjoying outdoor fun at Lake Orange, perfect for picnicking and fishing. Don't miss the interactive exhibits at the Orange County Historical Museum for a glimpse into local history.

Things to do recommended for groups

Explore the historic sites of Orange, like the James Madison Museum, or enjoy a wine tasting at one of the local vineyards. For outdoor fun, hike in the nearby Shenandoah National Park or take a scenic drive along the Blue Ridge Parkway with your group.

*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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences effectively. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Orange with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Orange with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Orange: For many families, a vacation isn't truly enjoyable without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Orange: If you’re in search of vacation rentals that offer special rates for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Orange

Orange, Virginia, is a charming small town perfect for outdoor adventures and romantic getaways. Explore the scenic downtown area, where friendly locals welcome you to family-friendly excursions. Nearby, you'll find secluded spots ideal for relaxation and recreation. Whether you're wandering through picturesque streets or enjoying the vibrant atmosphere, Orange offers a delightful blend of experiences that will make your visit truly memorable.

  • Thornhill: Nestled in the scenic area of Orange, Thornhill is a charming village that beckons travelers seeking outdoor adventures and romantic getaways. With breathtaking views of nearby lakes and historic houses, visitors can engage in various recreational activities, including skiing and exploring picturesque ski fields. The tranquil environment is perfect for couples looking to enjoy nature together, making it an ideal spot for a memorable vacation.
  • Somerset: Located just 6 miles from Orange, Somerset is a delightful village that offers a mix of outdoor recreation and entertainment-themed experiences. Here, travelers can visit an arena entertainment facility, partake in adventure activities, or dive into educational experiences. The village is home to beautiful lakes, a stadium, and various venues, making it a great destination for families and groups looking to enjoy both relaxation and excitement in a picturesque setting.
  • Montpelier Station: Montpelier Station is a quaint village that captures the essence of outdoor culture and family fun. Situated in the Orange area, it provides access to educational opportunities, shopping centers, and golf courses, appealing to a variety of interests. Visitors can explore historic places and houses, as well as enjoy the serene beauty of nearby lakes. With its family-friendly atmosphere and cultural experiences, Montpelier Station is perfect for those looking to create lasting memories with loved ones.

Best time to go to Orange

If you're planning a trip to Orange, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.5°F (1.4°C)Light RainMostly SunnySlightly LowSlightly Low
February38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)Light RainMostly SunnySlightly HighAverage
May64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
June73.2°F (22.9°C)Light RainMostly SunnyAverageSlightly High
July77.9°F (25.5°C)Light RainMostly SunnySlightly HighSlightly High
August75.6°F (24.2°C)Light RainMostly SunnyAverageSlightly High
September69.3°F (20.7°C)Light RainMostly SunnySlightly HighAverage
October58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowAverage
December39.6°F (4.2°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can really impact pricing. Furthermore, extending your stay can often lead to significant discounts. To discover the ideal Vrbo property that fits your budget, utilize our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board is designed to help you plan your travels with ease. You can create new trips, manage your ongoing plans, and keep track of your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out Trip Boards and streamline your travel planning, visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Travel to rustic Orange

Come and experience Orange and its wineries, museums and art galleries. Travelers appreciate the cafes in this scenic city. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Orange

Are you looking for things to do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Orange a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Horton Vineyards (9.8 mi / 15.8 km)
  • Barboursville Vineyards (10.7 mi / 17.3 km)
  • Early Mountain Vineyards (12.9 mi / 20.8 km)
  • Castle Hill Cider (14.5 mi / 23.4 km)
  • Keswick Vineyards and Winery (15 mi / 24.1 km)
  • Old House Vineyards (18.6 mi / 29.9 km)

Exploring the natural landscape of Orange

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Orange is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Shenandoah National Park (25.8 mi / 41.5 km)
  • Rapidan River (2.9 mi / 4.7 km)
  • Lake Anna State Park (17.6 mi / 28.4 km)
  • Lake Anna Marina (21.3 mi / 34.3 km)
  • Fawn Lake (21.5 mi / 34.5 km)
  • Lake Anna (25.3 mi / 40.8 km)

Traveling to and around Orange

The nearest airport is in Charlottesville-Albemarle Airport (CHO), located 19.5 mi (31.3 km) from the city center.

Frequently asked questions

What is the best area to stay in Orange when booking a vacation rental?
If you're planning a vacation in Orange, Twin Oaks is one of the most popular neighborhoods to stay. Whatever your travel style, Vrbo is sure to have a vacation rental here that's perfect for you.
What is the most popular type of vacation rental accommodation in Orange?
Apartments are the most popular style of vacation rental in Orange, according to our data. Even if you have a different idea about what you'd like, Vrbo has properties in many shapes and sizes. Look through our options to find your ideal fit.
How much does it cost to rent a vacation rental in Orange?
Different factors influence what you'll pay for a vacation rental in Orange, like the season, length of stay and type of property. Still, all of our vacation homes have something in common — exceptional value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Orange?
When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Orange travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to choose the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Orange?
Yes. There are. You'll find 34 stays that welcome pets in Orange on Vrbo. Our furry friends also need a break, so simply use our search function for pet-friendly vacation rentals to book a property where Spot can share in the good times.
Can I rent a house with a pool in Orange?
Tick the "pool" box in our handy filter tool and pick from eight houses with private pools in Orange on Vrbo. Gentle soak, ball games or noodle joust? Downtime is up to you when your vacation property boasts its own swimming pool.
What are popular rental amenities in Orange?
The most popular rental amenities people look for in Orange include tennis, a garden and a lake view. Whether you're vacationing with family, friends or even pets, Vrbo vacation homes feature the best amenities for starting a new adventure with the people you love.
Are there large group vacation rentals in Orange?
Orange has 16 vacation properties that can accommodate 10 or more people. These properties come with the space and privacy you need to enjoy good times with your favorite people.
Are there vacation rentals in Orange that welcome kids?
Orange has 34 family-friendly vacation homes to pick from. And discovering a stay that welcomes children is simple with our "Properties good for families" filter. On top of having the entire place to yourselves, you'll also get access to perks and amenities like bunk beds, yards and private pools.
What are the top attractions for families in Orange?
Keep your kids occupied at these leading family-friendly attractions in Orange:
  • James Madison's Montpelier
  • St. Thomas Episcopal Church
  • James Madison Museum
Are there one-bedroom vacation rentals in Orange?
Yes, Orange has nine one-bedroom rentals available. Typically located in desirable areas due to their smaller size, a one-bedroom rental is ideal if you're getting away with your partner or a pal. And with plenty of home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to relax while exploring this terrific destination.
Are there vacation rentals with WiFi in Orange?
There are 13 vacation rentals with WiFi in Orange. If you want to disconnect from the world on your break, but still need to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Orange?
Pick from 34 Vrbo vacation rentals with air conditioning in Orange offering that cooling breeze and extra level of comfort. Simply enter your travel dates and then take advantage of our filters to help you locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Orange?
Age restrictions can vary across properties on Vrbo, so look at the rules of the vacation rental in Orange you're considering. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Orange for?
The amount of time you can stay in an Orange vacation rental for is up to each property. Just put in your preferred travel dates to find options that offer extended stays. They come with all the things you need to make your extended getaway more comfortable and enjoyable, such as kitchens and air conditioning. Some Vrbo vacation rentals may also offer weekly or monthly discounts, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Orange?
In Orange, you'll find great deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it's a mini escape or a longer stay, we've got plenty of options to suit your style.

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