A green barn with white trim, a wooden fence, and a large tree in the background.

Photo by Janet Sumner

Orange County holiday homes

We found 454 holiday rentals — enter your dates for availability

Select from 63 homes, 24 cottages and other holiday rentals in Orange County to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Popular Orange County destinations on Bookabach

A sunset over a calm lake with a silhouette of trees and a cloudy sky.

Gordonsville

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

Orange

A park with a lake, autumn trees, and a person walking.

Lake of the Woods

A rural landscape with a white fence, green fields, and a few buildings in the distance.

Barboursville

A historical reenactment with a cannon firing, surrounded by participants in period attire.

Locust Grove

A white church with a tall tower and arched windows.

Rapidan

Holiday rentals with weekly discounts – Orange County

Showing deals for:20 Nov - 27 Nov

Wonderful

(30 reviews)

Lakefront Cabin: Sunset View+Jetted tub+ Tesla Charger

Orange

5% off

NZ$6,615

for 7 nights, 1 cabin

NZ$945 per night

includes taxes & fees

Exceptional

(148 reviews)

True tranquility at Lake Anna

Mineral

8% off

NZ$7,073

for 7 nights, 1 home

NZ$1,010 per night

includes taxes & fees

Exceptional

(132 reviews)

Renovated lake front property on quiet cove with flat yard for outdoor fun

Mineral

8% off

NZ$6,741

for 7 nights, 1 home

NZ$963 per night

includes taxes & fees

Exceptional

(6 reviews)

NEW 3BR+Loft, Lakefront, Dock, Firepit, Kayaks

Louisa

8% off

NZ$8,233

for 7 nights, 1 home

NZ$1,176 per night

includes taxes & fees

Exceptional

(45 reviews)

Newly renovated entire guest suite in Orange County.

Orange

17% off

NZ$1,423

for 7 nights, 1 home

NZ$203 per night

includes taxes & fees

Exceptional

(31 reviews)

Beautifully situated lakefront house with private dock/boat house/fire pit/views

Mineral

8% off

NZ$6,860

for 7 nights, 1 home

NZ$980 per night

includes taxes & fees

Exceptional

(10 reviews)

Relaxing cottage in the woods just minutes from wineries,hiking,restaurants.

Barboursville

12% off

NZ$2,861

for 7 nights, 1 cottage

NZ$409 per night

includes taxes & fees

Anderson 6' square picture window brings the outdoors into family/dining/kitche

Exceptional

(8 reviews)

River Rock Villa -Secluded Luxury Resort Retreat - 4,000 Acres & River Trails

Fredericksburg

8% off

NZ$16,505

for 7 nights, 1 home

NZ$2,358 per night

includes taxes & fees

Exceptional

(105 reviews)

One of Central Virginia's most historic Private Guest Residences

Orange

6% off

NZ$3,833

for 7 nights, 1 home

NZ$548 per night

includes taxes & fees

Exceptional

(8 reviews)

Country Retreat Near Shenandoah & Old Rag | Family Friendly Getaway

Madison

6% off

NZ$4,448

for 7 nights, 1 home

NZ$635 per night

includes taxes & fees

Exceptional

(5 reviews)

Welcome to your Blue water Escape! A cozy 3-bedroom home on Lake Anna waterfront

Mineral

8% off

NZ$6,569

for 7 nights, 1 home

NZ$938 per night

includes taxes & fees

Exceptional

(10 reviews)

Charming 3-bdrm house in Ruckersville offering great location for your vacation

Ruckersville

8% off

NZ$3,469

for 7 nights, 1 home

NZ$496 per night

includes taxes & fees

Exceptional

(8 reviews)

THE SERENE COTTAGE.

Fredericksburg

7% off

NZ$3,097

for 7 nights, 1 home

NZ$442 per night

includes taxes & fees

Exceptional

(88 reviews)

Lakefront retreat with huge screened-in porch

Locust Grove

8% off

NZ$4,307

for 7 nights, 1 home

NZ$615 per night

includes taxes & fees

Views of our little mountains from farm complex.

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

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$4,905

for 7 nights, 1 home

NZ$701 per night

includes taxes & fees

Exceptional

(5 reviews)

Alpaca Farm, Japanese Garden, Family Friendly 3-bedroom bed & breakfast

Spotsylvania

7% off

NZ$2,781

for 7 nights, 1 room

NZ$397 per night

includes taxes & fees

Exceptional

(8 reviews)

Lake Anna • Lake Access • New Boat Dock • Fast WiFi • Small Dog Friendly

Mineral

7% off

NZ$2,500

for 7 nights, 1 home

NZ$357 per night

includes taxes & fees

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

NZ$2,714

for 7 nights, 1 home

NZ$388 per night

includes taxes & fees

Exceptional

(45 reviews)

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

Gordonsville

17% off

NZ$2,002

for 7 nights, 1 home

NZ$286 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Cabin

Cottage

Villa

Chalet

Find the best place to stay - Orange County

Premier Host

Rustic Luxury Near Charlottesville/Montpelier/Wineries /A Historic Cabin Retreat

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Historic Manor House with Beautiful Pool and Mountain Views

Sleeps 12 · 4 bedrooms · 4 bathrooms

Premier Host

One of Central Virginia's most historic Private Guest Residences

Sleeps 6 · 2 bedrooms · 2 bathrooms

Premier Host

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

Sleeps 7 · 2 bedrooms · 1 bathroom

Premier Host

Bloomingdale Honeymoon Cabin Vintage Retreat with Mountain Views

Sleeps 4 · 1 bedroom · 1 bathroom

Stone Bridge Farm - 5BR Historic Riverfront Estate

Sleeps 12 · 5 bedrooms · 3+ bathrooms

Find the perfect holiday rental for your Orange County getaway

Learn about the unique charm of Orange County with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Orange County

Are you hoping to discover attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that Orange County has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

Barboursville Vineyards (10.8 mi / 17.4 km)
Early Mountain Vineyards (12.9 mi / 20.8 km)
Castle Hill Cider (14.6 mi / 23.5 km)
Keswick Vineyards and Winery (15 mi / 24.2 km)
Old House Vineyards (18.5 mi / 29.8 km)
Lake Anna Winery (20.7 mi / 33.3 km)

Exploring the natural features in Orange County

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Orange County is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

Shenandoah National Park (25.8 mi / 41.6 km)
Rapidan River (2.9 mi / 4.7 km)
Lake Anna State Park (17.6 mi / 28.3 km)
Lake Anna Marina (21.2 mi / 34.2 km)
Fawn Lake (21.4 mi / 34.4 km)
Swift Run Gap Entrance Shenandoah (24.8 mi / 39.9 km)

Frequently asked questions

What is the best area to stay in Orange County when booking a holiday home?

If you're thinking about a trip to Orange County, Locust Grove is one of the most desired places to stay. Whether you choose a cabin, condo or another property type, you'll always have the entire place to yourself.

What is the most popular type of holiday home accommodation in Orange County?

According to our research, houses are the most desirable type of holiday home in Orange County. But that goes without saying, everyone's idea of the perfect trip will differ. Bookabach has holiday homes with every size, shape and budget in mind, so you're bound to find the perfect match.

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

A range of things influence the price of a holiday home in Orange County, such as the length of stay, type of property and season. However, all Bookabach homes have something in common — excellent value. Just add your travel dates to find your ideal match.

How much does it cost to rent a beach house in Orange County?

The average price for a holiday home by the beach in Orange County will depend on when you'll be there and the size and type of property you're looking for. You can find prices quickly and easily on Bookabach by entering your dates of travel. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.

What are popular home amenities in Orange County?

When it comes to home amenities that people are on the lookout for in Orange County, a fridge, a microwave oven and off-street parking options are the most popular. With Bookabach holiday homes, there are options to fit your style and taste, whether you're going on a holiday with your partner, your family or even pets.

Are there large group holiday homes in Orange County?

You can pick from 12 properties in Orange County that can host a group of 10 or more guests. Whether you're organising a trip with the family or an event like a birthday party, there's ample room to get your loved ones together under the same roof.

What are the top attractions for families in Orange County?

There are lots of fun things to see and do with the family in Orange County, such as:

St. Thomas Episcopal Church
James Madisons Montpelier
Ellwood Manor

Can I find two-bedroom holiday homes in Orange County?

Orange County has 11 two-bedroom holiday homes to select from. Discover a holiday home with all the privacy and space you're looking for at an attractive price on Bookabach.

Are there holiday homes with WiFi in Orange County?

Whether you want to keep up with the latest news, look over emails or surf your social networks, there are 27 holiday homes with WiFi in Orange County. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.

How old do you have to be to rent a holiday home in Orange County?

You'll need to check with the Orange County holiday home you're considering on Bookabach as the age limit differs. However, normally it's 16, 18 or 21.

How long can I rent a holiday home in Orange County for?

The length of time you can book a holiday home in Orange County is up to the property. Simply enter your chosen dates to display a list of options offering extended stays. With plenty of creature comforts like washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to get the perfect place to call your home away from home in Orange County.

More holiday ideas

Holiday Rentals