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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Orange vacation rentals

A house with a brick chimney, a small window, and a wooden deck.

1. 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.
$153 nightly
The price is $164
Oct 27 - Oct 28
Total with taxes and fees
Newly renovated entire guest suite in Orange County.
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
$264 nightly
The price is $287
Oct 26 - Oct 27
Total with taxes and fees
The Pembroke Room in the historic Holladay House
A garden pathway with various plants and a statue.

3. 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.
$322 nightly
The price is $350
Oct 25 - Oct 26
Total with taxes and fees
The Blenheim Suite in historic Holladay House
A grassy field with a wooden fence, trees, and a distant building.

4. 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.
$170 nightly
The price is $182
Oct 26 - Oct 27
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

5. 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
$164 nightly
The price is $176
Oct 25 - Oct 26
Total with taxes and fees
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
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
9.0 out of 10, Wonderful, (151 reviews)
"Excellent hotel. Very clean, comfortable, and great view of the water. Will definitely stay again"
United States
Josh
$115 nightly
The price is $129
Nov 24 - Nov 25
Total with taxes and fees
Boardwalk Hotel on Lake Anna by Kasa
A grassy field with three wooden Adirondack chairs and a wooden table.

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
$196 nightly
The price is $210
Oct 25 - Oct 26
Total with taxes and fees
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

8. 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, (148 reviews)
"Clean room, nice place for weekend."
United States
Heng
$192 nightly
The price is $218
Nov 23 - Nov 24
Total with taxes and fees
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
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
10.0 out of 10, Exceptional, (1 review)
$289 nightly
The price is $309
Oct 26 - Oct 27
Total with taxes and fees
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit
Two people sitting at a wooden table outdoors, holding glasses of a beverage.

10. 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.
$246 nightly
The price is $264
Oct 26 - Oct 27
Total with taxes and fees
Elegant Cottage on 600 Acre Horse & Livestock Farm
A living room with a dark-colored sofa, a glass coffee table, a floor lamp, and a TV mounted on the wall.

11. 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.
$224 nightly
The price is $240
Oct 25 - Oct 26
Total with taxes and fees
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

12. '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.
$265 nightly
The price is $284
Oct 26 - Oct 27
Total with taxes and fees
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A two-story house with a porch, a front door, and a small garden with a pumpkin.

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, (20 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.
$338 nightly
The price is $363
Oct 28 - Oct 29
Total with taxes and fees
Charming 3-Bed Cottage on Main Street in Historic Gordonsville
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

14. 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
$242 nightly
The price is $252
Nov 2 - Nov 3
Total with taxes and fees
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.

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.
$298 nightly
The price is $320
Oct 25 - Oct 26
Total with taxes and fees
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.
A forested area with a fire pit and Adirondack chairs.

16. Moonfire Farm Shenandoah region cozy getaway

Moonfire Farm Shenandoah region cozy getaway
Barboursville
9.8 out of 10, Exceptional, (42 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
$188 nightly
The price is $215
Oct 27 - Oct 28
Total with taxes and fees
Moonfire Farm Shenandoah region cozy getaway
A two-story house with a stone facade, a front porch, and a well-maintained lawn.

17. Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
Stanardsville
10.0 out of 10, Exceptional, (33 reviews)
"Stayed here for a weekend while hiking Old Rag in Shenandoah. Cozy little place that was well equipped with all the amenities we needed! It's conveniently located close to Shenandoah as well as plenty of vineyards. Would not hesitate to stay here again the next time we're in the area!"
United States
Jason
$200 nightly
The price is $227
Oct 26 - Oct 27
Total with taxes and fees
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+
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, (67 reviews)
"Perfect little getaway."
United States
Vernon M.
$263 nightly
The price is $292
Oct 25 - Oct 26
Total with taxes and fees
The Cabin at the Lake
A cabin with a wooden deck, two chairs, a red door, and a window.

19. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (23 reviews)
"Hose was excellent, great communication, helpful, answered questions, even returned items inadvertently left behind. Location was great for activities around the national park and caverns."
United States
Tracy P.
$101 nightly
The price is $112
Oct 26 - Oct 27
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A modern kitchen with a central island, bar stools, and pendant lighting.

20. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (36 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
$170 nightly
The price is $189
Oct 28 - Oct 29
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and 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

Super 8 by Wyndham Charlottesville

Super 8 by Wyndham Charlottesville

10/10 Excellent
"Nice people"
Dale 2-night trip
Posted 18 hours ago
Super 8 by Wyndham Charlottesville

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 $112 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.