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 4 - Dec 11

Room
Living area
Interior
Exterior
Exceptional
(106 reviews)

One of Central Virginia's most historic Private Guest Residences

Orange

7% off
$305
$2,134 for 7 nights
All fees included
One of Central Virginia's most historic Private Guest Residences
Living area
Property grounds
Terrace/patio
Dining
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

18% off
$113
$789 for 7 nights
All fees included
Newly renovated entire guest suite in Orange County.
Interior
Interior
Dining
Private kitchen
Exceptional
(10 reviews)

The Farmhouse At Oak Creek Farm

Unionville

9% off
$294
$2,058 for 7 nights
All fees included
The Farmhouse At Oak Creek Farm
Rich character, high ceilings, original oak floors, wooden doors, glass knobs.
You can count on homegrown, seasonal flower arrangements. We love our guests.
Interior
Modern stainless appliances are surrounded by Taj Mahal countertops
Exceptional
(33 reviews)

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

Somerset

9% off
$392
$2,745 for 7 nights
All fees included
Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly
Fully Equipped Kitchen; Laundry Room.
Living area
Large Living Room with Fireplace
Party patio, with corn hole, firepit, picnic tables, other games.  Great views.
Exceptional
(39 reviews)

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

Gordonsville

18% off
$217
$1,520 for 7 nights
All fees included
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Living Room
Early Mountain Vineyards
Kitchen
Kitchen
Exceptional
(8 reviews)

Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway

Madison

7% off
$334
$2,338 for 7 nights
All fees included
Country Retreat Near Shenandoah & Old Rag - Family Friendly Getaway
Property grounds
Property grounds
Master Bedroom
Living Room with Sleeper Sofa
Exceptional
(158 reviews)

Elegant Cottage on 600 Acre Horse & Livestock Farm

Gordonsville

18% off
$223
$1,559 for 7 nights
All fees included
Elegant Cottage on 600 Acre Horse & Livestock Farm
Exterior
Terrace/patio
Private kitchen
Interior
Exceptional
(7 reviews)

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

Culpeper

9% off
$376
$2,629 for 7 nights
All fees included
Mid-Century Modern Woodland Retreat with Hot Tub, Cold Water Plunge, & Fire Pit!
All the amenities needed in your kitchen.
Den with fireplace (we provide the wood) and 50" TV.
Exterior
Master Bedroom has King Sized Bed and Electric Fireplace
Exceptional
(35 reviews)

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

Gordonsville

18% off
$387
$2,709 for 7 nights
All fees included
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
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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 are the best areas to stay in a vacation rental in Orange?
Finding the right area in Orange can make your stay even more enjoyable, offering the perfect blend of comfort and convenience. Vrbo helps you discover whole homes with more space and privacy to settle in comfortably. Here is an area to consider:
  • Twin Oaks: This area offers a selection of houses and cabins, making it a good choice for families and groups. You'll find properties with amenities like balconies, kitchens, and lake access, providing a relaxing setting. Twin Oaks also has several restaurants, a bar, and grocery stores for your convenience.
What are the most popular vacation rentals in Orange?
Houses are the most popular type of vacation rental in Orange, with over 30 available. These properties are ideal for guests seeking ample space, privacy, and a comfortable base for their adventures. You'll find many of these homes in areas like Twin Oaks, often featuring amenities such as balconies and fully equipped kitchens, perfect for families and groups looking to settle in.
What amenities do vacation rentals in Orange usually offer?
Vacation rentals in Orange typically come equipped with a range of amenities designed for a comfortable stay. You can expect to find full kitchens for preparing meals, reliable internet access, and convenient parking options. Many properties also include laundry facilities, outdoor areas like patios or yards, and climate control to ensure your comfort throughout the year.
Are there family-friendly vacation rentals in Orange?
Yes, Orange offers over 25 family-friendly vacation rentals, primarily private homes and guesthouses, providing plenty of space for everyone. Areas like Twin Oaks have options well-suited for families. These rentals often feature amenities such as full kitchens, laundry facilities, high chairs, travel cribs, and outdoor play areas, ensuring a comfortable and convenient stay for all ages.
Are there pet-friendly vacation rentals in Orange?
Yes, Orange has over 20 pet-friendly vacation rentals, with private homes and guesthouses being common choices. Twin Oaks is an area where you can find options that welcome your furry companions. These properties often provide amenities like fenced yards and easy access to outdoor spaces, making it simple to enjoy your trip with your pets.
What are the best areas for group vacation rentals in Orange?
Orange offers over 30 vacation rentals perfect for groups, providing ample space and amenities for a shared getaway. Twin Oaks is an area with options for groups, primarily featuring private homes and cabins. These properties often include multiple bathrooms, large kitchens, spacious dining areas, and plenty of parking, making them ideal for friends or family traveling together.
What are the best luxury vacation rentals in Orange?
Orange features over 20 luxury vacation rentals, including elegant villas and spacious private homes, perfect for an upscale escape. Twin Oaks offers some luxury options for guests. These premium properties often come with desirable amenities such as private hot tubs, cozy fireplaces, and scenic views, providing an elevated experience.
Are there any budget-friendly vacation rentals in Orange?
Yes, Orange provides a selection of budget-friendly vacation rentals, including private homes and cottages, offering great value for your trip. Twin Oaks has some options that cater to a more economical stay. These rentals often include practical amenities like full kitchens for saving on dining, laundry facilities, and free parking, helping you manage your travel expenses.
Are there any vacation rentals in Orange with a pool?
Yes, Orange has a selection of vacation rentals that include a pool, primarily private homes. These properties often feature private pools, with some even offering heated options, providing a refreshing and private space for relaxation and enjoyment during your stay.
Are there any vacation rentals in Orange with a hot tub?
Yes, Orange offers over a dozen vacation rentals with hot tubs, including private homes, guesthouses, and cabins. Twin Oaks is an area where you can find options with hot tubs. Many of these properties feature private hot tubs, often complemented by firepits, creating a perfect setting for unwinding after a day of exploring.
What are popular rental amenities in Orange?
In Orange, popular vacation rental amenities include kitchens, which allow travelers to prepare their own meals, enhancing the home-away-from-home experience. Many rentals also offer onsite parking, making it convenient for guests to arrive and explore the area. Decks or patios are commonly featured, providing outdoor spaces for relaxation and enjoying the surroundings. Additionally, most properties come equipped with coffee and tea makers, superb for starting the day with a warm beverage.
When is the best time to visit Orange for a vacation rental?
The best time to visit Orange, Virginia, for a vacation rental is during the peak season from July to September, with September being particularly popular. This period attracts travelers eager to experience the beautiful landscapes and rich history of the region, making it an ideal time for outdoor activities, including hiking and exploring the local wineries.With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, visitors can comfortably enjoy sightseeing around the historical sites, such as James Madison's Montpelier or the charming downtown area. The vibrant fall foliage that begins to emerge in late September adds an extra layer of beauty to the outdoor scenery.For those seeking more affordable options, October is a wonderful month to consider. As the summer crowds dissipate, visitors can still enjoy pleasant weather while taking in the stunning autumn colors and participating in harvest-related events at local vineyards and farms.
How early should I book a Orange vacation rental?
Book your Orange vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Orange, Virginia, United States of America?
In Orange, Virginia, visitors can explore several noteworthy attractions that reflect the area's rich history and natural beauty. The town is close to Montpelier, the historic home of James Madison, which offers tours and beautiful grounds to explore. Nearby, the scenic Shenandoah National Park provides ample opportunities for hiking and enjoying the great outdoors, with trails leading to stunning viewpoints and waterfalls.Additionally, the charming downtown area of Orange features local shops, restaurants, and the historic courthouse, which adds to the town's quaint appeal. Just a short drive away, the vineyards and wineries of the Monticello Wine Trail offer tastings and tours, making it a great spot for wine enthusiasts.
Can I change or cancel my Orange home rental booking on Vrbo?
To find Orange vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Orange vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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