A large brick building with a central portico and a surrounding lawn.

Photo by Jerry Smith

Orange vacation rentals

We found 75 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:Feb 12 - Feb 19

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

Living area

The Farmhouse At Oak Creek Farm

Interior

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Property grounds

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

Exterior detail

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

The Pond House

One of Central Virginia's most historic Private Guest Residences

Living area

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

You can count on homegrown, seasonal flower arrangements. We love our guests.

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

Full Kitchen

Elegant Chalet on a 600-Acre Horse and Cattle Ranch

Property grounds

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

Den with fireplace (we provide the wood) and 50" TV.

Find spaces that suit your style

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Find properties near top attractions in Orange

A large pink building with a blue roof, surrounded by a well-maintained lawn and dense trees.

1

James Madison's Montpelier

A stone church with a red door and arched windows.

2

St. Thomas Episcopal Church

Find the best place to stay - Orange

Stone Bridge Farm - 5BR Historic Riverfront Estate

Image of Stone Bridge Farm - 5BR Historic Riverfront Estate

Premier Host

Sleeps 12 · 5 bedrooms · 3+ bathrooms

Lake access w/hot tub, game room,boat slip, kayaks & more

Image of Lake access w/hot tub, game room,boat slip, kayaks & more

Premier Host

Sleeps 11 · 4 bedrooms · 3 bathrooms

Lake Anna Waterfront - Sleeps 21 - Dock for 3 Boats

Image of Lake Anna Waterfront - Sleeps 21 - Dock for 3 Boats

Premier Host

Sleeps 21 · 6 bedrooms · 4 bathrooms

One of Central Virginia's most historic Private Guest Residences

Image of One of Central Virginia's most historic Private Guest Residences

Premier Host

Sleeps 6 · 2 bedrooms · 2 bathrooms

Spacious Dutch Colonial on 2 Acres in Orange

Image of Spacious Dutch Colonial on 2 Acres in Orange

Sleeps 6 · 3 bedrooms · 3 bathrooms

Fun & relaxing getaway with 2 game rooms, fire pits, deck, & more

Image of Fun & relaxing getaway with 2 game rooms, fire pits, deck, & more

Sleeps 7 · 3 bedrooms · 3 bathrooms

Find out more about Orange

Why visit Orange

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.

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.

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.

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.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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.

Frequently Asked Questions

What is the best area to stay in Orange, Virginia, United States of America when booking a vacation rental?

When considering a vacation rental in Orange, Virginia, a popular area to stay is the historic downtown district. This charming neighborhood is rich in history and offers a delightful blend of small-town charm and modern amenities. Visitors can enjoy exploring the local shops, cafes, and eateries that line the streets, creating a vibrant setting superb for leisurely strolls.

In addition to its quaint ambiance, downtown Orange is conveniently located near several top attractions. One noteworthy point of interest is the renowned Montpelier, the historic home of James Madison, which provides insightful tours and beautiful grounds for visitors to explore. Another highlight is the Orange County Historical Society, where you can dive deeper into the area's fascinating past.

The variety of properties available in the downtown area caters to different tastes, from cozy cottages to more spacious homes, making it an ideal choice for travelers looking for a memorable stay in Orange.

How much does it cost to rent a vacation home in Orange?

Prices for vacation rentals in Orange vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Orange to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

Are there any discounts for Orange vacation house rentals?

You can find great discounts on house rentals in Orange on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

What is the most popular type of vacation rental accomodation in Orange?

In Orange, Virginia, vacation houses are the most popular type of rental, with about 30 available throughout the area. These houses often come equipped with multiple bedrooms, spacious living areas, and fully stocked kitchens, making them ideal for families or groups looking for a comfortable stay. Many properties also feature outdoor spaces such as decks or patios, great for enjoying the picturesque views of the surrounding countryside. Additionally, there are several cottages, apartments, villas, and cabins available, each providing unique amenities that cater to different traveler preferences.

Are there any family house rentals in Orange?

In Orange, Virginia, there are some family-friendly house rentals available, with around 27 options to choose from. This charming town is located in the picturesque landscape of Virginia's countryside, making it an ideal getaway for families. Many homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can enjoy the nearby historical sites, such as James Madison's Montpelier, which offers rich educational experiences, as well as beautiful gardens and walking trails. For those looking to enjoy the great outdoors, the surrounding area provides opportunities for hiking, picnicking, and discovering nature.

Can I rent a vacation home with a pool or hot tub in Orange?

In Orange, Virginia, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation. The area is known for its beautiful countryside and proximity to historical sites, providing a serene backdrop for a getaway. Many of these rentals come with amenities such as private pools, spacious outdoor areas for lounging, and well-equipped kitchens, allowing guests to enjoy both comfort and convenience during their stay. Guests can also expect to find features like barbecue grills and fire pits, superb for evening gatherings.

Can I find long-stay vacation rentals in Orange?

A long-stay vacation rental in Orange is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Are there pet-friendly house rentals in Orange?

In Orange, Virginia, there are several pet-friendly house rentals available, providing a welcoming environment for travelers with pets. Many of these rentals offer amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like patios or yards, superb for enjoying the beautiful Virginia countryside.

The area is known for its charming small-town atmosphere, with convenient access to local parks and nature trails, allowing guests to enjoy scenic walks with their pets. Notable nearby attractions include the picturesque Lake Orange, which features picnic areas and opportunities for fishing and kayaking, making it an excellent spot for outdoor activities with furry companions. See all pet-friendly rentals in Orange.

Are there any remote work vacation rentals in Orange?

In Orange, Virginia, travelers seeking remote work vacation rentals will find a solid selection, with around 34 properties available. This charming town offers a peaceful environment, ideal for productivity and relaxation. Many of these rentals come equipped with essential amenities for remote work, including high-speed internet, dedicated desk spaces, and comfortable chairs suitable for long hours of work. Additionally, some properties provide convenient Wi-Fi access in common areas, ensuring that staying connected is straightforward.

The picturesque setting of Orange, with its historic sites and proximity to the beautiful Blue Ridge Mountains, adds to the appeal of working remotely here. After work hours, guests can explore local attractions, such as the scenic wineries and outdoor parks, or simply enjoy the tranquility of the countryside. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Orange vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Orange with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

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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