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

Orange County Holiday Rentals

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Top Cities in Orange County

An ancient stone archway with intricate carvings and columns, surrounded by trees and a clear blue sky.
Holiday RentalsHoliday Rentals

Orange

Orange

Our top choices for Orange County holiday rentals

A garden pathway with various plants and a statue.

1. The Blenheim Suite in historic Holladay House

The Blenheim Suite in historic Holladay House
Orange
10.0 out of 10, Exceptional, (5 reviews)
"Had a weekend visit and location worked very well. Enjoyed my visit."
United States
Merrie Mac S.
The price is AU$489
includes taxes & fees
11 Oct - 12 Oct
The Blenheim Suite in historic Holladay House
A grassy field with a wooden fence, trees, and a distant building.

2. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is AU$289
includes taxes & fees
13 Oct - 14 Oct
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A house with a brick chimney, a small window, and a wooden deck.

3. Newly renovated entire guest suite in Orange County.

Newly renovated entire guest suite in Orange County.
Orange
9.8 out of 10, Exceptional, (45 reviews)
"The stay was great. Very close to all the nearby attractions and 30 minutes to skyline drive"
United States
vishal k.
The price is AU$238
includes taxes & fees
19 Oct - 20 Oct
Newly renovated entire guest suite in Orange County.
Two people sitting at a wooden table outdoors, holding glasses of a beverage.

4. Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (158 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
The price is AU$418
includes taxes & fees
19 Oct - 20 Oct
Elegant Cottage on 600 Acre Horse & Livestock Farm
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

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

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (89 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is AU$434
includes taxes & fees
20 Oct - 21 Oct
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

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

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Gordonsville
9.8 out of 10, Exceptional, (46 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is AU$281
includes taxes & fees
13 Oct - 14 Oct
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A kitchen with wooden cabinets, a stainless steel microwave, a black stove, a toaster, and a coffee maker.

7. Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is AU$300
includes taxes & fees
13 Oct - 14 Oct
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A living room with a fireplace, a chandelier, and a sofa.

8. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
The price is AU$408
includes taxes & fees
11 Oct - 12 Oct
The Pembroke Room in the historic Holladay House
A living room with a stone fireplace, black leather sofa, and a flat-screen TV mounted on the wall.

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

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Gordonsville
9.6 out of 10, Exceptional, (35 reviews)
"The home was great, lots of space and sleeping areas. The farm itself was amazing. Would definitely stay again. Having a golf cart was a so fun."
United States
B S.
The price is AU$682
includes taxes & fees
13 Oct - 14 Oct
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

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

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Gordonsville
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful place"
United States
Berhan S.
The price is AU$379
includes taxes & fees
13 Oct - 14 Oct
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A bunk bed with a ladder, a chair, a desk, and a window with a view of trees.

11. Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
10.0 out of 10, Exceptional, (1 review)
"Very homey spacious place. The horses loved to say hi!"
United States
Stephen M.
The price is AU$778
includes taxes & fees
13 Oct - 14 Oct
Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

12. “The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
Gordonsville
10.0 out of 10, Exceptional, (38 reviews)
"Absolutely lovely place to stay. Stunning views and conveniently located to so many of the local attractions. Will definitely come back someday."
United States
Kirby R.
The price is AU$448
includes taxes & fees
15 Oct - 16 Oct
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A cabin with a wooden deck, a staircase leading to a door, and a forested background.

13. Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
10.0 out of 10, Exceptional, (1 review)
The price is AU$434
includes taxes & fees
21 Oct - 22 Oct
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
A two-story house with a porch, a front door, and a small garden with a pumpkin.

14. Charming 3-Bed Cottage on Main Street in Historic Gordonsville

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
10.0 out of 10, Exceptional, (18 reviews)
"This was the cutest house! Our favorite of our weeklong roadtrip. Perfect for our 6 adults. Close to town, which was adorable also. Would love to come back and stay again!"
United States
Cheryl G.
The price is AU$509
includes taxes & fees
20 Oct - 21 Oct
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A geodesic dome structure with a wooden deck and two Adirondack chairs.

15. Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is AU$586
includes taxes & fees
13 Oct - 14 Oct
Private luxury dome with hot tub & fire pit.
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

16. Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
The price is AU$426
includes taxes & fees
18 Oct - 19 Oct
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A modern living room with a gray sofa, a coffee table with a tray and plant, and a dining area with a chandelier.

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

Lake access w/hot tub, game room,boat slip, kayaks & more
Orange
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our time at the house , kids had fun with the game room . The house surrounding was really nice and peaceful."
United States
ahmed m.
Lake access w/hot tub, game room,boat slip, kayaks & more
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

18. Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
The price is AU$426
includes taxes & fees
11 Oct - 12 Oct
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A room with a bed, a sofa, a desk, and a window with curtains.

19. 1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia

1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
Gordonsville
The price is AU$922
includes taxes & fees
13 Oct - 14 Oct
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A spacious living room with a large beige sectional sofa, two blue armchairs, a wooden coffee table, and a floor lamp.

20. Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.0 out of 10, Wonderful, (147 reviews)
"A very nice place. Very clean and comfortable. Would definitely stay again."
United States
Stephanie
The price is AU$189
includes taxes & fees
8 Nov - 9 Nov
Boardwalk Hotel on Lake Anna by Kasa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Orange County Hotel Reviews

Omni Charlottesville Hotel

Omni Charlottesville Hotel

10/10 Excellent
"Excellent location, free parking, excellent breakfast menu."
Anita 2-night trip
Posted 1 day ago
Omni Charlottesville Hotel

Find out more about Orange County

Everything you need to know about Orange County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orange County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orange County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Orange County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orange County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orange County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Orange County holiday rentals we have chosen for you start as low as AU$164 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Orange County rentals

At Expedia, we put the best Orange County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orange County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orange County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orange County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.