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

Holiday Rentals in Orange

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Our top choices for Orange holiday rentals

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.
The price is €142
includes taxes & fees
16 Nov - 17 Nov
Newly renovated entire guest suite in Orange County.

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
The price is €249
includes taxes & fees
12 Nov - 13 Nov
The Pembroke Room in the historic Holladay House

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.
The price is €303
includes taxes & fees
12 Nov - 13 Nov
The Blenheim Suite in historic Holladay House

4. Lake access w/hot tub, game room,boat slip, kayaks & more

Lake access w/hot tub, game room,boat slip, kayaks & more
Orange
10.0 out of 10, Exceptional, (10 reviews)
"Everything was amazing "
United States
Jeff L.
Lake access w/hot tub, game room,boat slip, kayaks & more

5. 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, (159 reviews)
"Excellent hotel. Very clean, comfortable, and great view of the water. Will definitely stay again"
United States
Josh
The price is €113
includes taxes & fees
8 Dec - 9 Dec
Boardwalk Hotel on Lake Anna by Kasa

6. 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 €159
includes taxes & fees
12 Nov - 13 Nov
Servants' Cottage on 600 Acre Working Horse/Cattle Estate

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
9.6 out of 10, Exceptional, (48 reviews)
"Beautiful property and family friendly."
United States
Tracy
The price is €152
includes taxes & fees
12 Nov - 13 Nov
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

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, (156 reviews)
"Picture perfect, seemless check in and the coffee and maple oatmeal were my cherry on top!"
United States
Rachel
The price is €169
includes taxes & fees
10 Dec - 11 Dec
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

9. 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 €196
includes taxes & fees
12 Nov - 13 Nov
Pre-Civil War Servants' Cottage on Huge Horse and Cattle Farm near Charlottesville, Virginia

10. Elegant Chalet on a 600-Acre Horse and Cattle Ranch

Elegant Chalet on a 600-Acre Horse and Cattle Ranch
Gordonsville
9.8 out of 10, Exceptional, (159 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
The price is €223
includes taxes & fees
12 Nov - 13 Nov
Elegant Chalet on a 600-Acre Horse and Cattle Ranch

11. '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, (90 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is €245
includes taxes & fees
16 Nov - 17 Nov
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

12. 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)
The price is €260
includes taxes & fees
12 Nov - 13 Nov
Romantic A-Frame for 2 w/ Hot Tub + Fire Pit

13. 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 €213
includes taxes & fees
1 Dec - 2 Dec
Historic Madison Eagle Inn

14. 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.
The price is €205
includes taxes & fees
12 Nov - 13 Nov
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

15. 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
The price is €177
includes taxes & fees
12 Nov - 13 Nov
Moonfire Farm Shenandoah region cozy getaway

16. “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.
The price is €278
includes taxes & fees
12 Nov - 13 Nov
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

17. 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)
"Wonderful home, great location. "
United States
Jeanna S.
The price is €308
includes taxes & fees
12 Nov - 13 Nov
Charming 3-Bed Cottage on Main Street in Historic Gordonsville

18. 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, (35 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
The price is €168
includes taxes & fees
15 Nov - 16 Nov
Skyline Dr; Wineries; Small Family; Games; Skiing, Sleeps 4; Short Stays; EV+

19. 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.
The price is €369
includes taxes & fees
12 Nov - 13 Nov
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

20. The Ranch at Wine Country - Complimentary Bottle!

The Ranch at Wine Country - Complimentary Bottle!
Gordonsville
10.0 out of 10, Exceptional, (54 reviews)
"This wonderful Wine Country retreat was terrific for my family. We really enjoyed our stay. Comfortable, clean, safe, quiet, nicely remodeled, and well equipped (kitchen/dining; bathrooms; linens). Complimentary bottle of wine was a nice touch.And T's (Trevor's) thoughtful and professional communication and coordination of the rental process was much appreciated.If you are looking for a place to stay around Gordonsville or Charlottesville, we highly recommend T's Wine Country retreat."
United States
Jeffrey W.
The price is €388
includes taxes & fees
12 Nov - 13 Nov
The Ranch at Wine Country - Complimentary Bottle!
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

Find out more about Orange

Everything you need to know about Orange holiday rentals

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

Orange holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orange holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orange holiday rentals we have selected for you start as low as €95 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orange rentals

At Expedia, we put the best Orange holiday 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 holiday.

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. 

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?

Lakeside Comfort: 6BR w/ Game Room: This holiday 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 holiday with amenities such as 1 hot tub.

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 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.