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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Orange holiday rentals

A living room with a fireplace, a chandelier, and a sofa.

1. 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 HK$1,529
HK$2,249 total
includes taxes & fees
6 Sept - 7 Sept
The Pembroke Room in the historic Holladay House
A garden pathway with various plants and a statue.

2. 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$1,843
HK$2,733 total
includes taxes & fees
6 Sept - 7 Sept
The Blenheim Suite in historic Holladay House
A spacious living room with a large beige sectional sofa, two blue armchairs, a wooden coffee table, and a floor lamp.

3. 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, (140 reviews)
"A very nice place. Very clean and comfortable. Would definitely stay again."
United States
Stephanie
The price is HK$1,023
HK$1,149 total
includes taxes & fees
27 Sept - 28 Sept
Boardwalk Hotel on Lake Anna by Kasa
A cabin with a large window, surrounded by trees.

4. 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, (135 reviews)
"Fantastic stay!! Everything was perfect."
United States
Humberto
The price is HK$1,011
HK$1,501 total
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A grassy field with a wooden fence, trees, and a distant building.

5. 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 HK$1,176
HK$1,565 total
includes taxes & fees
7 Sept - 8 Sept
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A living room with a sofa, two chairs, a lamp, and a window with curtains.

6. 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$1,294
HK$1,590 total
includes taxes & fees
7 Sept - 8 Sept
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

7. 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$1,514 total
includes taxes & fees
7 Sept - 8 Sept
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Two people sitting at a wooden table outdoors, holding glasses of a beverage.

8. 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 HK$1,725
HK$2,280 total
includes taxes & fees
7 Sept - 8 Sept
Elegant Cottage on 600 Acre Horse & Livestock Farm
A cabin with a wooden deck, a staircase leading to a door, and a forested background.

9. 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$2,068 total
includes taxes & fees
7 Sept - 8 Sept
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

10. '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$1,843
HK$2,423 total
includes taxes & fees
7 Sept - 8 Sept
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

11. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
The price is HK$1,058
HK$1,926 total
includes taxes & fees
4 Oct - 5 Oct
Historic Madison Eagle Inn
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, (35 reviews)
"Tracy was very welcoming and friendly. The accommodation was great."
United States
Linda N.
The price is HK$1,757
HK$2,508 total
includes taxes & fees
7 Sept - 8 Sept
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

13. 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)
"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
7 Sept - 8 Sept
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

14. Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+

Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (27 reviews)
"The property is perfect for a weekend getaway for a couple of a small family with kids. I really enjoyed my stay and would recommend it."
United States
Ronald
The price is HK$980
HK$1,759 total
includes taxes & fees
8 Sept - 9 Sept
Family Getaway; Skiing, Wineries; Skyline Dr; Sleeps 4; Short Stays; EV+
A two-story house with a porch, a front door, and a small garden with a pumpkin.

15. 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)
"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 HK$1,602
HK$2,846 total
includes taxes & fees
9 Sept - 10 Sept
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A geodesic dome structure with a wooden deck and two Adirondack chairs.

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

Private luxury dome with hot tub & fire pit.
Unionville
The price is HK$1,616
HK$2,780 total
includes taxes & fees
8 Sept - 9 Sept
Private luxury dome with hot tub & fire pit.
A forested area with a fire pit and Adirondack chairs.

17. Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
9.8 out of 10, Exceptional, (41 reviews)
"It was a very pleasant stay. We chatted it up with Stuart the owner he was very nice. The place was super clean and we had everything we needed. We would totally stay again. Great experience!"
United States
Matt
The price is HK$1,058
HK$1,676 total
includes taxes & fees
7 Sept - 8 Sept
Moonfire Farm Shenandoah region cozy getaway
A covered deck with blue and turquoise Adirondack chairs, a white chair, and a green doormat.

18. The Cabin at the Lake

The Cabin at the Lake
Madison
9.6 out of 10, Exceptional, (62 reviews)
"Great view and access to the lake!"
United States
Leti H.
The price is HK$1,235
HK$2,291 total
includes taxes & fees
7 Sept - 8 Sept
The Cabin at the Lake
A wooden cabin with a porch, surrounded by a fenced yard and dense trees.

19. 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$1,897
HK$2,330 total
includes taxes & fees
7 Sept - 8 Sept
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A bedroom with a bed, two bedside lamps, a chair, and a window with curtains.

20. 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$1,897
HK$2,330 total
includes taxes & fees
7 Sept - 8 Sept
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
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

Motel 6 Culpeper, VA

Motel 6 Culpeper, VA

8/10 Good
"Clean and good enough for a one night stay. Close enough to downtown and to my event so no real complaints."
Todd 1-night trip
Posted 7 hours ago
Motel 6 Culpeper, VA

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?

NEW!!! Premier Lakefront Home - Private Pool/Hot Tub/Beach/Firepit/Games/Views!: This holiday home rental outside of Orange is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Orange?

Expedia has 41 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 James Madison's Montpelier and The Arts Center in Orange.

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.