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

Our top choices for Orange vacation 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
$266 nightly
The price is $289
Sep 4 - Sep 5
Total with taxes and fees
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.
$324 nightly
The price is $352
Sep 4 - Sep 5
Total with taxes and fees
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
$140 nightly
The price is $157
Sep 27 - Sep 28
Total with taxes and fees
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, (133 reviews)
"Love This place wish I could I stay longer"
United States
Troy
$169 nightly
The price is $191
Sep 7 - Sep 8
Total with taxes and fees
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.
$186 nightly
The price is $200
Sep 7 - Sep 8
Total with taxes and fees
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A white single-story building with a metal roof, a front door, and two small bushes.

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
$189 nightly
The price is $203
Sep 7 - Sep 8
Total with taxes and fees
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
$180 nightly
The price is $193
Sep 7 - Sep 8
Total with taxes and fees
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.
$271 nightly
The price is $291
Sep 7 - Sep 8
Total with taxes and fees
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
$249 nightly
The price is $264
Sep 7 - Sep 8
Total with taxes and fees
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.
$288 nightly
The price is $309
Sep 7 - Sep 8
Total with taxes and fees
'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
$236 nightly
The price is $246
Oct 4 - Oct 5
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.

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.
$297 nightly
The price is $319
Sep 4 - Sep 5
Total with taxes and fees
“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.
$248 nightly
The price is $266
Sep 6 - Sep 7
Total with taxes and fees
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
$198 nightly
The price is $224
Sep 8 - Sep 9
Total with taxes and fees
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.
$338 nightly
The price is $363
Sep 7 - Sep 8
Total with taxes and fees
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
$332 nightly
The price is $355
Sep 7 - Sep 8
Total with taxes and fees
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
$187 nightly
The price is $214
Sep 7 - Sep 8
Total with taxes and fees
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.
$263 nightly
The price is $292
Sep 7 - Sep 8
Total with taxes and fees
The Cabin at the Lake
A wooden cabin with a deck, large windows, and a tree with pink blossoms.

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

Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
Gordonsville
$277 nightly
The price is $297
Sep 7 - Sep 8
Total with taxes and fees
Charming Cottage Overlooking Gorgeous Citation Bass and Bream Pond near Charlottesville
A white single-story house with a porch, a chimney, and a small tree in front.

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

Classic Cottage Rental on Huge Horse and Cattle Farm near Charlottesville
Gordonsville
$277 nightly
The price is $297
Sep 7 - Sep 8
Total with taxes and fees
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

Round Hill Inn

Round Hill Inn

10/10 Excellent
"Bethany was vey helpful at check in and recommended a great restaurant, Main St Tavern, right down the road. There was just something about this place, old school motel charm, unlike all the newer chain motels. Beautiful grounds and views of the distant mountains. Breakfast was open for business early, I walked down at 5:55 am thinking I’d get a cup of coffee and breakfast was all ready. Very fair price and the town has a cool vibe. I’d stay again in a heartbeat."
Geoffrey K. 1-night trip
Posted 19 hours ago
Round Hill Inn

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?

Lakefront Luxury - 10BR, Pool w/ Heat, Hot Tub: This vacation home rental outside of Orange is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Orange?

Expedia has 40 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.