Orange holiday homes

We found 73 holiday rentals — enter your dates for availability
Discover a selection of 40 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:18 Dec - 25 Dec

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

17% off
NZ$2,970
for 7 nights, 1 cottage
NZ$424 per night
includes taxes & fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Dining Room (seats 10, Table in Kitchen seats 6)
Exterior detail
The James Room
Training Ring.
Exceptional
(48 reviews)

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

Gordonsville

17% off
NZ$6,175
for 7 nights, 1 home
NZ$882 per night
includes taxes & fees
1856 Manor House on 600-Acre Working Horse/Cattle Estate
Master Bedroom
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

17% off
NZ$2,802
for 7 nights, 1 home
NZ$400 per night
includes taxes & fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Living area
Property grounds
Interior
Terrace/patio
Exceptional
(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off
NZ$1,450
for 7 nights, 1 home
NZ$207 per night
includes taxes & fees
Newly renovated entire guest suite in Orange County.
Interior
You can count on homegrown, seasonal flower arrangements. We love our guests.
Rich character, high ceilings, original oak floors, wooden doors, glass knobs.
Modern stainless appliances are surrounded by Taj Mahal countertops
Exceptional
(33 reviews)

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

Somerset

8% off
NZ$5,025
for 7 nights, 1 home
NZ$718 per night
includes taxes & fees
Classic Circa 1929 Estate by Montpelier, Wineries, Charlottesville, Pet Friendly
Queen-Sized Bed; Hand-Sawn Ceiling Boards from 1856 are a foot wide.
Property grounds
Dining Area, Inside.
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

17% off
NZ$1,966
for 7 nights, 1 cottage
NZ$281 per night
includes taxes & fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
All the amenities needed in your kitchen.
Den with fireplace (we provide the wood) and 50" TV.
Views of our little mountains from farm complex.
Master Bedroom has King Sized Bed and Electric Fireplace
Exceptional
(35 reviews)

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

Gordonsville

17% off
NZ$4,961
for 7 nights, 1 home
NZ$709 per night
includes taxes & fees
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Room
Full Kitchen
Entrance to Barn Apartment
Great views from the Party Patio.
Exceptional
(45 reviews)

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

Gordonsville

17% off
NZ$2,067
for 7 nights, 1 home
NZ$295 per night
includes taxes & fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

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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)
  • Spring Creek Golf Club (18.3 mi / 29.5 km)
  • Old House Vineyards (18.6 mi / 29.9 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 Bookabach.
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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Orange holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Orange to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.