Orange holiday rentals

We found 73 holiday rentals — enter your dates for availability
Discover a selection of 39 homes and other holiday rentals in Orange that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Orange

Showing deals for:25 Dec - 1 Jan

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

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

Gordonsville

17% off
AU$2,387
for 7 nights, 1 cottage
AU$341 per night
includes taxes & fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Large Living Room with Fireplace
Living area
Master Bedroom
Fully Equipped Kitchen; Laundry Room.
Exceptional
(39 reviews)

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

Gordonsville

17% off
AU$2,283
for 7 nights, 1 home
AU$326 per night
includes taxes & fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
The James Room
Exterior detail
Training Ring.
Dining Room (seats 10, Table in Kitchen seats 6)
Exceptional
(48 reviews)

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

Gordonsville

18% off
AU$4,923
for 7 nights, 1 home
AU$703 per night
includes taxes & fees
1856 Manor House on 600-Acre Working Horse/Cattle Estate
Kitchen
Early Mountain Vineyards
Kitchen
Kitchen
Exceptional
(8 reviews)

Country Retreat Near Shenandoah & Old Rag | Family Friendly Getaway

Madison

6% off
AU$3,602
for 7 nights, 1 home
AU$515 per night
includes taxes & fees
Country Retreat Near Shenandoah & Old Rag | Family Friendly Getaway
Interior
Property grounds
Terrace/patio
Living area
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off
AU$1,154
for 7 nights, 1 home
AU$165 per night
includes taxes & fees
Newly renovated entire guest suite in Orange County.
Dining Area, Inside.
Property grounds
Mountain Views. The sun sets on the left side of this picture.
Exterior
Exceptional
(143 reviews)

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Gordonsville

17% off
AU$1,564
for 7 nights, 1 cottage
AU$223 per night
includes taxes & fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Interior
Property grounds
Master Bedroom
Living Room with Sleeper Sofa
Exceptional
(158 reviews)

Elegant Cottage on 600 Acre Horse & Livestock Farm

Gordonsville

17% off
AU$2,342
for 7 nights, 1 cottage
AU$335 per night
includes taxes & fees
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.
Exterior
Views of our little mountains from farm complex.
Exceptional
(35 reviews)

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

Gordonsville

18% off
AU$3,955
for 7 nights, 1 home
AU$565 per night
includes taxes & fees
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Great views from the Party Patio.
Full Kitchen
Plenty of Space
Room
Exceptional
(45 reviews)

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

Gordonsville

18% off
AU$1,642
for 7 nights, 1 home
AU$235 per night
includes taxes & fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

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Why visit Orange

  • Scenic landscapes: Enjoy picturesque views and outdoor adventures in a serene setting.
  • Historic charm: Discover the rich history through quaint houses and local landmarks.
  • Tranquil lake: Relax by a calm, inviting lake perfect for unwinding.
  • Urban park: Stroll through a lovely city park that offers a peaceful retreat.
  • Cultural vibrancy: Immerse yourself in the authentic local culture and friendly community.

Popular types of accommodation in Orange

Welcome to Orange, Virginia, a charming city rich in history and natural beauty. Explore the picturesque landscapes, visit the historic landmarks, and immerse yourself in local culture. For your stay, consider our popular accommodation options, including private holiday homes, cosy cabins, and stylish apartments. Whether you're seeking a boutique experience or spacious lodging, you'll find the perfect holiday rental in Orange to make your visit memorable.

  • Private Holiday Homes: Experience the ultimate in privacy with charming holiday homes, the top choice for many visitors to Orange.
  • Cabins: Enjoy a rustic retreat in cosy cabins, beloved for their quaint and natural setting.
  • Apartments: Modern and comfortable apartments are perfect for a practical yet stylish stay.
  • Cottages: Delight in the warmth and character of cottages, offering a homely escape.
  • Condos: Spacious and well-appointed condos provide a contemporary and convenient base.**

Top attractions in Orange

Discover Orange, Virginia, a charming city offering scenic outdoor adventures and a hint of romance. Enjoy the rich history encapsulated in historic houses, relax by the tranquil lake, and unwind in the lovely urban park. Perfect for families, couples and culture enthusiasts, Orange invites you to experience its natural beauty and cultural heritage in a delightful and authentic way.

  • James Madison's Montpelier: This historic estate was the lifelong home of James Madison, the fourth President of the United States. Visitors can explore the beautifully restored mansion, extensive gardens, and the surrounding grounds, immersing themselves in the culture and history of early American democracy.
  • St. Thomas Episcopal Church: A charming church known for its stunning architecture and rich history. The serene atmosphere and beautiful stained glass windows provide a unique opportunity for reflection and connection to the local community.
  • James Madison Museum: Dedicated to the life and legacy of James Madison, this museum features fascinating exhibits on his contributions to the nation. Engaging displays and artefacts offer a deep dive into the history and culture of the era.

Things to do recommended for couples

Discover a romantic retreat in Orange, Virginia, where you can wander hand-in-hand through quaint streets and enjoy a serene picnic amid lush landscapes. Experience intimate moments and create lasting memories in this charming destination.

Things to do recommended for families

Families in Orange, Virginia can enjoy exploring local parks, interactive museums, and scenic trails. Experience hands-on history and nature walks, making for an enriching and memorable day out with the kids.

Things to do recommended for groups

Groups visiting Orange, Virginia, can enjoy local culinary tours, scenic hikes in the countryside and historical town walks, offering a unique American experience with a touch of Southern hospitality.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Orange with a group: Consider how many bedrooms you'll require, in addition to amenities like a fully equipped kitchen or an outdoor area for group gatherings. Fortunately, Stayz allows you to filter for these and many other features.
  • Traveling to Orange with young kids: Traveling with young children can be demanding. It is essential to guarantee their comfort and safety, as well as age-suitable facilities, such as a private swimming pool. Moreover, it is advisable to take into account your closeness to attractions that cater to families.
  • Taking your pets with you to Orange: For certain, a family holiday is not complete without the company of a beloved pet. If this resonates with you, explore Stayz properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Orange: If you're searching for holiday lets offering deals for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly lets. Consider including a parking space, a well-equipped kitchen or a private pool in your search as well.

Where to stay in and around Orange

Discover the charm of Orange, Virginia—a stunning regional city offering a blend of scenic beauty and family-friendly excursions. Enjoy a day in Orange with its relaxing, secluded getaways, perfect for a romantic holiday or a peaceful family retreat. Explore the vibrant culture of the Orange County area, where friendly locals and picturesque settings invite you to experience the true essence of this delightful destination.

  • Somerset: Somerset is a charming village located 10km away from Orange, offering a mix of outdoor, romantic, and entertainment-themed experiences. Visitors can engage in arena entertainment, adventure activities and educational pursuits. The local attractions include a picturesque lake, a bustling stadium, and a versatile venue, making Somerset an ideal spot for families and couples seeking a delightful blend of leisure and excitement.
  • Twin Oaks: Twin Oaks is a quaint neighbourhood within the vicinity of Orange, celebrated for its scenic and outdoor appeal coupled with a touch of romance. The area features a delightful recreational area that invites visitors to enjoy leisurely strolls and picnics. Highlights include a serene lake, a national state park with rich natural beauty, and a historic house that speaks to the region’s heritage, perfect for those who appreciate nature and history.
  • Lahore: Lahore is a welcoming village near Orange, known for its emphasis on outdoor, romantic and scenic experiences. It offers a range of activities including educational visits, golf and a well-maintained golf course. The local landmarks, such as a tranquil lake, an urban park and a historic college university, provide a cultural and leisurely atmosphere, making it an attractive destination for travellers keen on exploring diverse attractions.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is simple

If you’re aiming to save money on your next journey, consider being flexible with your travel dates as prices do tend to vary. Additionally, opting for a longer stay can often lead to substantial savings. To discover the ideal Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a user-friendly space where you can create new journeys, resume any you’ve previously started, or simply view and organise your travel plans. Your saved or booked properties are neatly categorised as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Travel to rustic Orange

Come and experience Orange and its wineries, museums and art galleries. Travellers appreciate the cafes in this scenic city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Do you want to find things to do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Orange a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Lake Anna Winery (20.7 mi / 33.3 km)

Exploring the natural landscape of Orange

Whether you're looking for adventure or just want to appreciate the scenery, Orange is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (25.8 mi / 41.5 km)
  • Rapidan River (2.9 mi / 4.7 km)
  • Lake Pelham (15.5 mi / 24.9 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)

Travelling to and around Orange

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

Frequently asked questions

What is the best area to stay in Orange when booking a holiday rental?
When considering a holiday rental in Orange, Virginia, a popular area to stay is the charming downtown district. This area boasts a delightful mix of historic architecture and modern amenities, making it an appealing choice for visitors. Here, you can explore local shops, cafés, and restaurants, all within walking distance, which adds to the convenience of your stay.Another excellent neighbourhood to consider is the vicinity of Montpelier, the historic home of President James Madison. Staying near this significant site allows for easy access to beautiful grounds and insightful tours that delve into the history of early America. The surrounding landscapes are picturesque, offering opportunities for outdoor activities such as hiking and exploring nature.In terms of holiday rentals, Orange has a variety of properties available, ranging from cosy cottages to larger homes suitable for families or groups.
Where are the best Orange ski resort rentals?
For skiing near Orange, Virginia, the closest popular ski area is Wintergreen Resort, located about an hour's drive away. When looking for rentals in this region, visitors should consider the charming towns of Nellysford and nearby Lovingston. Nellysford offers a selection of cabins and lodges that provide convenient access to the ski slopes. Many of these properties come equipped with amenities such as full kitchens, comfortable living areas, and outdoor spaces for enjoying the beautiful mountain views.In addition to ski accommodations, visitors will find numerous options that embody the rustic charm of the area, including cosy mountain lodges and spacious homes suitable for families or groups. These rentals often feature fireplaces and hot tubs, ideal for warming up after a day on the slopes. Some properties may also offer proximity to local breweries and wineries, enhancing the après-ski experience.For those not exclusively focused on skiing, the surrounding Blue Ridge Mountains provide excellent opportunities for hiking and exploring the scenic beauty of the region, with many rentals located near trails that showcase the stunning landscapes and wildlife.
What is the most popular type of holiday rental accomodation in Orange?
In Orange, Virginia, holiday houses are the most popular type of holiday rental, with around 90 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a cozy feel. Many holiday houses also offer outdoor spaces such as gardens or patios, great for relaxing after a day of exploring the nearby attractions. Additionally, there are around 15 cottages and 12 apartments, providing further variety for travellers. For those seeking a more rustic experience, several cabins and villas are also available, suiting different tastes and preferences.
Are there any family house rentals in Orange?
In Orange, Virginia, families will find a variety of holiday rentals, with around 27 options available throughout the area. This charming town is surrounded by beautiful landscapes and offers a blend of historical sites and outdoor activities, making it a wonderful destination for family getaways.Many homes in the vicinity feature spacious living areas, fully equipped kitchens great for preparing family meals, and comfortable bedrooms to accommodate everyone. Outdoor spaces often include gardens or patios, ideal for children to play or for families to enjoy a barbecue together. Additional amenities such as Wi-Fi and air conditioning ensure a pleasant stay for visitors.Close to the town, families can explore attractions like the scenic Montpelier, the historic home of President James Madison, as well as the picturesque vineyards dotting the countryside.
Can I rent a holiday home with a pool or hot tub in Orange?
In Orange, Virginia, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located in the picturesque Virginia countryside, offers a tranquil setting for relaxation and family gatherings. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas great for barbecues and enjoying the scenic views. Inside, travellers can expect well-appointed kitchens, comfortable living spaces, and amenities such as Wi-Fi and air conditioning to ensure a pleasant stay.
Are there pet-friendly house rentals in Orange?
In Orange, Virginia, there are several pet-friendly house rentals available, with around 20 options to choose from. Many of these holiday homes come equipped with essential amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, making them suitable for families or groups travelling with pets.The area is known for its picturesque landscapes and proximity to attractions like the historic town centre, where visitors can explore local shops and eateries. Additionally, the nearby Montpelier estate, once the home of James Madison, offers beautiful gardens and walking paths that are superb for enjoying the outdoors with your furry companions.
Are there any remote work holiday rentals in Orange?
In Orange, Virginia, there are numerous holiday rentals suitable for remote work, with around 102 options available. This charming town offers a variety of properties that cater to the needs of those looking to combine work and leisure. Many of these rentals come equipped with essential amenities such as high-speed internet, dedicated desk spaces, and comfortable seating, ensuring a productive environment.The town itself is rich in history and is known for its proximity to attractions like the Montpelier estate, the home of James Madison, and beautiful landscapes that are superb for unwinding after a day of work. Visitors can also enjoy local cafés and restaurants, making it easy to take breaks or grab a meal. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Orange?
In Orange, Virginia, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals. Many properties also feature onsite parking for convenience. Outdoor spaces such as decks or patios are common, providing areas to relax and enjoy the pleasant surroundings. Additionally, rentals often include coffee and tea makers, ensuring guests can enjoy their morning beverages with ease.
When is the best time to visit Orange for a holiday rental?
September is the most popular time to visit Orange, Virginia, drawing in travellers eager to explore the area's rich history and beautiful landscapes. This period falls within the peak season, which spans from July to September, when the warm weather and vibrant foliage create an inclusive setting for outdoor activities and sightseeing.During September, temperatures typically range from 10 to 25 degrees Celsius, providing a comfortable climate for exploring the charming downtown area, visiting local wineries, or enjoying leisurely walks through the scenic countryside. The fall colours begin to emerge, adding an extra layer of beauty to your outdoor adventures.For those seeking a more budget-friendly experience, consider planning your visit in December. While this month is quieter in terms of tourist activity, it offers a unique charm with festive decorations and a peaceful ambiance that can be quite appealing for a relaxing getaway.Ultimately, your ideal time to visit Orange will depend on whether you prefer the bustling energy of the peak season in the summer or the tranquil allure of a winter escape.
What are the top attractions in Orange?
In Orange, Virginia, visitors can enjoy a blend of historical sites and natural beauty. The town is nearby Montpelier, the historic home of James Madison, which offers tours and beautiful grounds for exploration. The scenic countryside surrounding Orange is superb for outdoor enthusiasts, with opportunities for hiking and enjoying the picturesque landscape.In the town centre, visitors can stroll through charming streets lined with local shops, cafes, and galleries. The Orange Train Depot, an important historical landmark, adds to the town's quaint atmosphere. Additionally, the region is known for its wineries, where guests can partake in tastings and tours, making it a delightful destination for wine lovers.
Are all fees included in the Orange holiday homes prices shown on Stayz?
Stayz 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.
Are there any Orange holiday homes with parking?
Stayz offers a wide selection of holiday homes in Orange with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Orange holiday homes?
You can find great discounts on holiday homes in Orange on Stayz, 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.
Can I change or cancel my Orange holiday home booking on Stayz?
To find Orange holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Orange?
A long-stay holiday home in Orange is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Orange holiday home?
Book your Orange holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Orange?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Orange to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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