Orlean Holiday Rentals

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Holiday Rentals in Orlean

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (90)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

9.2 out of 10, Wonderful, (233)
"Nice cabin to relax and unwind. "
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

Modern Mountain Retreat w/ Deck + Hot Tub!

9.8 out of 10, Exceptional, (74)
"Very comfortable and spacious place with all the comforts of home. We wanted to get away and just relax for a few days and this was perfect!"
Modern Mountain Retreat w/ Deck + Hot Tub!

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (362)
"So quiet and access to hikes, trails, towns and other amenities all within 5-8miles. "
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (46)
"We had a nice stay at this location. The property managers were extremely quick to respond and helpful pointing out must visit locations while at the property."
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (322)
"Very clean with amazing views. "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is NZ$674
includes taxes & fees
19 Aug - 20 Aug
18th Century Stone Cottage minutes from historic Middleburg

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris

Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.

9.6 out of 10, Exceptional, (31)
"The home and grounds were beautiful. We had a wonderful time. "
The price is NZ$1,952
includes taxes & fees
21 Aug - 22 Aug
Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.

The Vue - Mountain top hot tub overlooking the Shenandoah River

2.0 star property
9.8 out of 10, Exceptional, (6)
"Love the view and beautiful appointed decor throughout the home…"
The price is NZ$682
includes taxes & fees
27 Aug - 28 Aug
The Vue - Mountain top hot tub overlooking the Shenandoah River

Apple Mountain Retreat

10.0 out of 10, Exceptional, (14)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is NZ$395
includes taxes & fees
20 Aug - 21 Aug
Apple Mountain Retreat

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

10.0 out of 10, Exceptional, (45)
"The home is super clean and well maintained! "
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.8 out of 10, Exceptional, (12)
"We loved the property and the access to the river."
The price is NZ$694
includes taxes & fees
1 Sept - 2 Sept
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

9.8 out of 10, Exceptional, (69)
"Communication with the host was excellent and an early check in was incredibly helpful - the house served its purpose exactly as expected - hosting friends for the weekend with easy access to the countryside of VA."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

10.0 out of 10, Exceptional, (14)
"We needed a place to stay for our golf foursome. Thisfour bedroom property met all of our needs."
The price is NZ$645
includes taxes & fees
26 Aug - 27 Aug
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

10.0 out of 10, Exceptional, (2)
"Easy check-in, excellent communication. Home was very clean with quality furnishings and bedding. Lots of thoughtful touches and extras. Located along Shenandoah River makes it picturesque."
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

River Front Retreat

8.8 out of 10, Excellent, (39)
"We enjoyed our stay at this property. It was exactly what we were looking for for a peaceful weekend getaway."
River Front Retreat

Whitetail Summit - Shenandoah/hot tub/wineries

10.0 out of 10, Exceptional, (43)
"Everything I was looking for in a peaceful retreat from the city! Nothing better than Shenandoah living. The house was very well furnished, quiet, clean, spacious, and the bed provided one of my best sleeps in years!! Perfectly situated between Front Royal and Winchester. Both providing great food and shopping options. And throw a dart to find a winery or brewery; dozens in the area! "
Whitetail Summit - Shenandoah/hot tub/wineries

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (57)
"This is a great place for a large group or family. Lots of beds. Large table for dining. Great backyard for running"
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Secluded 4 bedroom log style home with screened porches, deck and fishing pond.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Super relaxing stay…..many thanks!"
Secluded 4 bedroom log style home with screened porches, deck and fishing pond.
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 Orlean Hotel Reviews

Frequently asked questions

Are there holiday rentals in Orlean?

Yes, there are holiday rentals close to the most popular sights in Orlean, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Orlean has to offer?

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing: This holiday home rental outside of Orlean is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Orlean?

While exploring the area, visit family-friendly sights like Northern Fauquier Community Park, or get outside and enjoy nature at Dickey Ridge Visitor Center. In the wider area, you’ll find Barrel Oak Winery and Linden Vineyards.

What are holiday rentals like in Orlean?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orlean. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family getaway.