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

Orange Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Orange holiday rentals

Property grounds

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.
Newly renovated entire guest suite in Orange County.
TV, books

The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.0 out of 10, Wonderful, (2 reviews)
"I have previously stayed at this location when it was operated as a bed and breakfast, this time it is only a lodging spot with complimentary drinks which was conveyed in the listing. The home is lovely and easily located in Orange, with quick access to many historical areas. While the Fenton is listed as having a bathroom, which it does, it is a tiny water closet at best. There is no standard size mirror or sink, the shower is also quite small. Overall, our stay was fine, but I did not like the...
United States
Angie A.
The price is HK$1,529
HK$2,248 total
includes taxes & fees
24 Jul - 25 Jul
The Pembroke Room in the historic Holladay House
Property grounds

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 HK$1,842
HK$2,741 total
includes taxes & fees
3 Aug - 4 Aug
The Blenheim Suite in historic Holladay House
Interior

Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa
4.0 star property
Louisa
9.2 out of 10, Wonderful, (109 reviews)
"Great, very easy to check in online"
Canada
Mitchell
The price is HK$1,108
HK$1,244 total
includes taxes & fees
23 Jul - 24 Jul
Boardwalk Hotel on Lake Anna by Kasa
Property grounds

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, (142 reviews)
"This was a beautiful property. The horse pastures were right outside the cottage. There is a hiking trail on the property that was a nice surprise. Highly recommend this cottage and would stay again. "
United States
Rosemary C.
The price is HK$1,176
HK$1,565 total
includes taxes & fees
3 Aug - 4 Aug
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
1 bedroom, desk, laptop workspace, bed sheets

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
2.5 star property
Stanardsville
9.4 out of 10, Exceptional, (116 reviews)
"Great place"
United States
Ouali
The price is HK$1,060
HK$1,556 total
includes taxes & fees
29 Jul - 30 Jul
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Coffee/tea maker, fridge, microwave, oven

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, (45 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is HK$1,254
HK$1,523 total
includes taxes & fees
3 Aug - 4 Aug
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Exterior

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 HK$1,282
HK$1,577 total
includes taxes & fees
3 Aug - 4 Aug
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
Property grounds

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)
"So beautiful very relaxing highly recommend "
United States
John Wright S.
The price is HK$1,725
HK$2,280 total
includes taxes & fees
3 Aug - 4 Aug
Elegant Cottage on 600 Acre Horse & Livestock Farm
Exterior

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

Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Unionville
The price is HK$1,124
HK$2,045 total
includes taxes & fees
22 Jul - 23 Jul
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Exterior

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 HK$1,880
HK$2,312 total
includes taxes & fees
3 Aug - 4 Aug
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Exterior

'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, (88 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is HK$1,842
HK$2,440 total
includes taxes & fees
22 Jul - 23 Jul
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Smart TV, fireplace, table football, ping pong

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, (38 reviews)
"Very easy Checkin and lots of outdoor space"
United States
Bryan T.
The price is HK$1,725
HK$2,086 total
includes taxes & fees
3 Aug - 4 Aug
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Exterior

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 HK$1,880
HK$2,295 total
includes taxes & fees
22 Jul - 23 Jul
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Exterior

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, (16 reviews)
"Wonderful home, great location. "
United States
Jeanna S.
The price is HK$1,454
HK$2,662 total
includes taxes & fees
23 Jul - 24 Jul
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Coffee/tea maker, fridge, microwave, oven

Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
The price is HK$1,333
HK$2,958 total
includes taxes & fees
28 Jul - 29 Jul
Charming 4-bedroom house in Madison centrally located!
Dining

Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (18 reviews)
"Host was communicative with easy check in instructions. Loved the location in relation to a local brewery and winery. The bakery and breakfast restaurant on the Main Street were fantastic as easy to walk to. "
United States
Sophie
The price is HK$1,090
HK$1,977 total
includes taxes & fees
27 Jul - 28 Jul
Historic Madison Eagle Inn
Terrace/patio

Private luxury dome with hot tub & fire pit.

Private luxury dome with hot tub & fire pit.
Unionville
The price is HK$1,616
HK$2,747 total
includes taxes & fees
22 Jul - 23 Jul
Private luxury dome with hot tub & fire pit.
Property grounds

Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
10.0 out of 10, Exceptional, (36 reviews)
"If you like farm animals you will enjoy the ducks, chickens including several roosters, turkeys, dog, and cat you will enjoy this place."
United States
Linda
The price is HK$1,136
HK$1,792 total
includes taxes & fees
4 Aug - 5 Aug
Moonfire Farm Shenandoah region cozy getaway
Exterior

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.6 out of 10, Exceptional, (17 reviews)
"Great host. Super clean. Excellent driving directions and walking info to get to the cabin. Awesome solution for people who love camping"
United States
Patrick
The price is HK$635
HK$881 total
includes taxes & fees
2 Aug - 3 Aug
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
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 Hotel Reviews

Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

10/10 Excellent
"Nice o"
John 2-night trip
Posted 13 hours ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

Find out more about Orange

Search for holiday rentals in Orange on Expedia! You can easily find your home rentals, villas, holiday apartments in Orange using one of the methods below:

  • View our selection of featured holiday rentals in Orange
  • Use the map to find apartments and other holiday homes in the Orange neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orange while they last

Look no further and take a look at our great range of rental properties in Orange!

Frequently asked questions

Are there holiday rentals in Orange?

Yes, there are holiday rentals in Orange close to The Arts Center in Orange, or you can select a more secluded option if you're looking for a relaxing stay. Orange is known for its wineries and museums. Make sure you have time to check out the cafés and art during your trip.

What are some of the best holiday rentals that Orange has to offer?

Whippoorwill Cottage - Dock, Fire Pit, Boat Launch, Spectacular Views: This holiday home rental outside of Orange is located on a lake, and has a patio, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Orange?

Expedia has 37 holiday rentals for your stay in Orange.

What can I see and do in Orange?

Rapidan River and Lake Anna are a couple of scenic spots to enjoy the outdoors, whereas James Madison Museum is one of the cultural attractions. Other places in town to visit include The Arts Center in Orange and James Madison's Montpelier.

What are holiday rentals like in Orange?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orange. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.