Photo by Janet Sumner

Orange Holiday Rentals

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Holiday Rentals in Orange

Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly
8.4 out of 10, Very good, 7 reviews
"This house was perfect for our family. The layout of the house afforded everyone comfort."
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly
Wilderness Presidential Resort
3.0 star property
9.6 out of 10, Exceptional, 12 reviews
"My husband said it was great he and some friends got the room for a fishing trip ."
Wilderness Presidential Resort
Wilderness Presidential By Tripforth
3.5 star property
9.2 out of 10, Wonderful, 59 reviews
"What a fantastic place to stay. The cabins are beautiful and sparkling clean. The beds are comfortable. The kitchens have everything one could ask for. The only minor suggestion is possibly bring an extra blanket or comforter. "
Wilderness Presidential By Tripforth
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The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, 96 reviews
"We had a great stay! The cabin was well stocked and Ken made sure we had everything we needed."
The Natchez - quiet front porch & rockers.
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, 20 reviews
"Everything went perfectly because of the good communication by the host."
The price is NZ$323
per night
17 Jun - 18 Jun
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
9.0 out of 10, Wonderful, 114 reviews
"Quiet and lonely was the reason to stay here and it did not disappoint. Will be staying here again."
Secluded Mountain Cabin, Lakefront, Hiking, Fishing, Relaxing
Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, 140 reviews
"Very nice well appointed home. We came in for a nearby family wedding and it was a great place to stay. Try to arrive during the day though as it is a little hard to find at night. But well worth opening and closing a gate or two. Fantastic view. Great space."
Old Rag View Horse Farm with Log Lodge and Treehouse
The House in the Holla at the foot of Shenandoah National Park
9.6 out of 10, Exceptional, 14 reviews
"Very Nice Surprise. Beautiful property...great water! Great firepit! Great house! We will return!!!"
The price is NZ$362
per night
11 Jun - 12 Jun
The House in the Holla at the foot of Shenandoah National Park
Lakefront home with deck, hot tub, game room, kayaks, & fireplace
9.0 out of 10, Wonderful, 8 reviews
"Great location Great place Some input Needs lower level game room carpeting And bar sink needs repaired Boat house lighting and electric needs fixed Actually 4 Hot tub area and screened deck needs cleaned Screen door needs repaired Few things The screened in porch on the first level, the door needs fixed. The screen is broken The chair in the lower Main bedroom first level one leg broken when we got there Instructions for the fireplace, a gas fireplace on the main level or...
Lakefront home with deck, hot tub, game room, kayaks, & fireplace
Quiet lake home with two kayaks, furnished deck, grill & fast WiFi - dogs OK
8.6 out of 10, Excellent, 14 reviews
"Great getaway location with a nice lot and deck areas. Moonlight terrace with a view of the inlet. Solid kitchen and space too."
Quiet lake home with two kayaks, furnished deck, grill & fast WiFi - dogs OK
Lakefront home with private hot tub, dock, lake views, fireplace, firepit & WiFi
6.8 out of 10, 10 reviews
"Great place to stay. A lot of amenities available and great atmosphere "
Lakefront home with private hot tub, dock, lake views, fireplace, firepit & WiFi
Dog-friendly lakefront home with pool table, grill, lake views, water access, AC
9.0 out of 10, Wonderful, 10 reviews
"Getting to and from the lakehouse was a breeze, the location was perfect. Check-In was seamless and so was communcation with the property manager. The house had everything you'd need for the most part, plent of space for everyone to enjoy their time. The dock was perfect for fishing and swimming, could use a power washing as it was littered with spiders. The house was clean but you could tell it had been awhile in-between guests as you'd find cobwebs and the elements haven't been great to the...
Dog-friendly lakefront home with pool table, grill, lake views, water access, AC
Lovely lakefront home with private brand-new dock, game room, beach, boat access
8.8 out of 10, Excellent, 28 reviews
"This home has everything you could possibly need for a long weekend away, It is peaceful and has beautiful views. We spent the long weekend kayaking and canoeing. Evenings were spent around the large dining room table then relaxing on the dock,deck, or fire pit! The home is situated in a very quiet neighborhood with beautiful homes and gardens. We gave this a 5 rating however we wanted to rate it as a 4.5 due to the need for a through cleaning of the outside living areas, mostly the screened in...
Lovely lakefront home with private brand-new dock, game room, beach, boat access
Stylish dog-friendly gem with kayaks, bikes, deck, firepit, private beach & dock
8.4 out of 10, Very good, 27 reviews
"We needed a "support" home to support a group of women on a Christian rettreat. This worked perfectly."
Stylish dog-friendly gem with kayaks, bikes, deck, firepit, private beach & dock
luxury living on Lake Anna! volleyball, outdoor kitchen, waterfront, firepit
luxury living on Lake Anna! volleyball, outdoor kitchen, waterfront, firepit
Dog-Friendly Lakefront Escape w/ Private Dock, Gazebo, Fast WiFi, & Game Room
9.8 out of 10, Exceptional, 30 reviews
"It was great having such a large space for our families to enjoy. A previous review noted that the water dispenser in the refrigerator was not working. During our stay, the water dispenser worked on the first day and then stopped working. Also noted in previous reviews is that as big and well-stocked with cooking tools that the kitchen is, it could use an update. The lower oven worked better than the upper one (in contrast to the last review, but in agreement with an older one...) one of the...
Dog-Friendly Lakefront Escape w/ Private Dock, Gazebo, Fast WiFi, & Game Room
Cozy waterfront cottage, firepit, screened in porch, waterfront oasis!
Cozy waterfront cottage, firepit, screened in porch, waterfront oasis!
Amazing Waterfront Home in Private setting!
9.4 out of 10, Exceptional, 187 reviews
"We had a great time on the lake!"
Amazing Waterfront Home in Private setting!
Lakefront home with fiber, dock, private swim area & water toys - dog-friendly
8.6 out of 10, Excellent, 26 reviews
"The house is great with lots of room. The majority of the inside of the home was clean. The basement had dirt and bugs that needed to be cleaned prior to stay. The only uncomfortable bed was the upstairs queen bed. It creaked every time you moved. The outside needed maintenance. The grass was not cut, the bush’s were all overgrown and we really could not swim off the dock. The outside pictures in the listing do not really look like that. This was really disappointing because it could be a...
Lakefront home with fiber, dock, private swim area & water toys - dog-friendly
Dog-friendly lake-view townhome with firepit, grill, kayaks, tennis, AC, & W/D
8.0 out of 10, Very good, 8 reviews
"The property was clean, nicely decorated and roomy. Did not have a lake view, but very short walk to the lake. Good location and close to restaurants. The problems we had is that the code was changed on the door. Got key out of lock box & very hard to open door. Chose this property as they had tennis & pickleball but lock would not work to let us in. Vacassa came to help but could not open it either. I asked a home owner we saw if I had the right code and he said, "yes.: He tried to open the...
Dog-friendly lake-view townhome with firepit, grill, kayaks, tennis, AC, & W/D
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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.

Other types of properties in Orange you may be interested in

Round Hill Inn
2.5 star property
9.4 out of 10, Exceptional, 533 reviews
"Always stay here when in the area. Rooms are nice and the staff is very friendly and welcoming "
The price is NZ$202
per night
18 Jun - 19 Jun
Round Hill Inn
Comfort Inn & Suites Orange - Montpelier
2.5 star property
8.2 out of 10, Very good, 657 reviews
"Excellent customer service and breakfast food "
The price is NZ$215
per night
2 Jul - 3 Jul
Comfort Inn & Suites Orange - Montpelier
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly
8.4 out of 10, Very good, 7 reviews
"This house was perfect for our family. The layout of the house afforded everyone comfort."
Lakeside retreat with a firepit, dock, sprawling deck, pool table - dog friendly
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Orange holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Orange. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Orange. Seeing all the best attractions is bound to make you fall in love with Orange. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Orange short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Orange?

Yes, there are holiday rentals close to the most popular sights 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?

Dog-friendly lake-view townhome with firepit, grill, kayaks, tennis, AC, & W/D: This holiday home rental outside of Orange is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Orange?

Expedia has 39 holiday rentals for your stay in Orange.

What can I see and do in Orange?

Enjoy the outdoors at Lake Anna and Rapidan River, or simply take in cultural attractions like James Madison Museum and The Arts Center in Orange. Other places in town to visit include James Madison's Montpelier and Montpelier.

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.

Recent reviews of Orange properties
Expedia verified reviews