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

Orange Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Orange vacation rentals

A hallway with wooden flooring, a staircase with a wooden handrail, a chair, a table with a lamp, and a wall-mounted painting.

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.
$307 nightly
The price is $333
Nov 4 - Nov 5
Total with taxes and fees
The Blenheim Suite in historic Holladay House
A living room with a fireplace, a chandelier, and a sofa.

2. 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
$252 nightly
The price is $274
Nov 4 - Nov 5
Total with taxes and fees
The Pembroke Room in the historic Holladay House
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.
$145 nightly
The price is $156
Nov 9 - Nov 10
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

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.
$235 nightly
The price is $252
Nov 9 - Nov 10
Total with taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
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.
$162 nightly
The price is $174
Nov 9 - Nov 10
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A spacious living room with a large beige sectional sofa, two blue armchairs, a wooden coffee table, and a floor lamp.

6. 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, (158 reviews)
"Excellent hotel. Very clean, comfortable, and great view of the water. Will definitely stay again"
United States
Josh
$125 nightly
The price is $140
Nov 8 - Nov 9
Total with taxes and fees
Boardwalk Hotel on Lake Anna by Kasa
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

7. '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.
$252 nightly
The price is $270
Nov 9 - Nov 10
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

8. 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.
$214 nightly
The price is $230
Nov 8 - Nov 9
Total with taxes and fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

9. 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
9.6 out of 10, Exceptional, (47 reviews)
"Beautiful property and family friendly."
United States
Tracy
$156 nightly
The price is $167
Nov 8 - Nov 9
Total with taxes and fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
A living room with a stone fireplace, black leather sofa, and a flat-screen TV mounted on the wall.

10. 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.
$391 nightly
The price is $420
Nov 9 - Nov 10
Total with taxes and fees
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
A covered outdoor seating area with wicker chairs and a table, overlooking a fenced pasture.

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

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
$295 nightly
The price is $316
Nov 8 - Nov 9
Total with taxes and fees
Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a glass dining table with chairs.

12. 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.
$530 nightly
The price is $569
Nov 8 - Nov 9
Total with taxes and fees
Spacious Modular Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
A wicker basket with brochures on a glass table, a white vase with white flowers, and a white chair in a room with a window.

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

Charming 3-Bed Cottage on Main Street in Historic Gordonsville
Gordonsville
9.8 out of 10, Exceptional, (21 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.
$322 nightly
The price is $346
Nov 5 - Nov 6
Total with taxes and fees
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A cabin with a wooden deck, a staircase leading to a door, and a forested background.

14. 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)
$289 nightly
The price is $309
Nov 4 - Nov 5
Total with taxes and fees
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
An outdoor patio area with two wicker chairs and a small table, surrounded by a stone wall and a white fence.

15. “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.
$285 nightly
The price is $306
Nov 4 - Nov 5
Total with taxes and fees
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A modern kitchen with wooden cabinets, a dining area with stools, a flat-screen TV mounted on the wall, and a cozy seating area with a patterned rug.

16. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (54 reviews)
"Had a great stay! In a perfect location close to all the wineries and downtown of Gordonsville. House was very clean and had everything we needed. "
United States
Marisa G.
$402 nightly
The price is $431
Nov 4 - Nov 5
Total with taxes and fees
The Ranch at Wine Country - Complimentary Bottle!
Two wooden cabins with balconies, a dock, and a reflection in the water.

17. Wilderness Presidential Resort

Wilderness Presidential Resort
3.0 star property
Spotsylvania
9.0 out of 10, Wonderful, (143 reviews)
"Our stay was wonderful!"
United States
Elaina
$123 nightly
The price is $143
Nov 4 - Nov 5
Total with taxes and fees
Wilderness Presidential Resort
A glass enclosure with a view of a forest interior, including a bed and various plants.

18. 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, (153 reviews)
"This is the perfect weekend getaway!!! Highly recommend staying here, so peaceful! The staff is amazing as well, very helpful and quick to respond."
United States
Caelin
$175 nightly
The price is $198
Dec 3 - Dec 4
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
A hallway with a wooden bench, a red door, and a framed picture on the wall.

19. 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
$231 nightly
The price is $240
Nov 4 - Nov 5
Total with taxes and fees
Historic Madison Eagle Inn
A building with a stone-paved entrance, surrounded by lush greenery and white flowering plants.

20. 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
$615 nightly
The price is $660
Nov 8 - Nov 9
Total with taxes and fees
1856 Manor Vacation Rental on Huge Horse and Cattle Farm near Charlottesville, Virginia
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
"The hotel,is located 5 minutes from Charlottesville airport. Looks to be a fairly new hotel. Very well maintained. Rooms were exceptionally clean. Really liked the place and if I’m in the area again I’ll stay there."
Robert 1-night trip
Posted 1 day ago
Comfort Inn & Suites Charlottesville Hollymead Town Center

Find out more about Orange

Everything you need to know about Orange vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orange vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Orange vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orange rentals

At Expedia, we put the best Orange vacation 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 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 vacation.

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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Orange?

Yes, we give you a choice of vacation rentals in Orange near The Arts Center in Orange, or you can go with a secluded option if you want a relaxing stay. Orange is known for its wineries and museums. Make sure you have time to check out the cafes and art during your trip.

What's the top vacation rental that Orange has to offer?

Lakeside Comfort: 6BR w/ Game Room: This vacation home rental outside of Orange offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in Orange?

Expedia has 37 vacation 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 vacation rentals like in Orange?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Orange. Vacation rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.