Orlean Holiday Rentals

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Holiday Rentals in Orlean

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

9.6 out of 10, Exceptional, (340)
"My friend and I spent the weekend in John's Cozy Cabin to enjoy some time away from our urban settings and focus on writing in a quiet, secluded place. This cabin was just what we were seeking because it was tranquil, isolated, in serene settings in the forest along the Shenandoah River, and it had everything we needed. John was proactive in his approach, taking the time to discuss our needs and preferences before our stay. His thorough communication and attention to detail ensured that my...
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is AU$623
includes taxes & fees
18 Feb - 19 Feb
18th Century Stone Cottage minutes from historic Middleburg

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

9.6 out of 10, Exceptional, (300)
"Beautiful view, really nice wood burning fireplace, clean and cozy. Nice accommodations. Rustic in appearance and feel, with modern amenities."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (79)
"My husband and I had a lovely stay in this cabin for Thanksgiving. We had everything we needed to cook our Thanksgiving meal, stay cozy, and enjoy the views around the cabin. Thank you!"
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Cute cabin retreat near Shenandoah National Park and pet friendly!

9.2 out of 10, Wonderful, (10)
"Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen"
The price is AU$526
includes taxes & fees
16 Mar - 17 Mar
Cute cabin retreat near Shenandoah National Park and pet friendly!

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

10.0 out of 10, Exceptional, (36)
"Great and communicative host. Very accommodating. Spent a few hours in the hot tub enjoying the stars. Great kitchen to cook a lovely meal. Would stay again!"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

9.4 out of 10, Exceptional, (10)
"We loved our stay at this historic farmhouse in Culpeper. The location was perfect, halfway between Leesburg and Charlottesville and near central Virginia destinations. The listing and photos are accurate. Beds are very comfortable. First floor bedroom worked well for our family. Kitchen very well stocked, we even did some Christmas baking. Convenient to grocery stores and restaurants and parks. Yard was great for our dog. Recommended for family and friend groups who appreciate historic homes....
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

Front Royal Hilltop Cabin w/ Panoramic Views!

10.0 out of 10, Exceptional, (30)
"Five of us really enjoyed our weekend. Beautiful home with a great views. Greg made sure we had everything we needed. Would love to stay again. "
Front Royal Hilltop Cabin w/ Panoramic Views!

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

10.0 out of 10, Exceptional, (33)
"Great house! Lots of room and cozy. Even saw some deer! Highly recommend!"
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (66)
"The owner communicated well and was very responsive. The fireplace stove was great and we used the hot tub every day. Kitchen was well stocked. We cooked almost every meal and had everything we needed. The office space is a nice, private, comfortable space, as well. "
Modern Mountain Retreat w/ Deck + Hot Tub!

Historic apartment in Old Town Warrenton, Virginia

10.0 out of 10, Exceptional, (33)
"This was our second stay at this lovely VRBO and we had yet another wonderful experience. Bill is such a gracious host and made sure everything was just right for our visit. We won’t stay anywhere else when visiting our family in the Warrenton area and can’t wait to be back soon! Thank you Bill!"
The price is AU$393
includes taxes & fees
22 Feb - 23 Feb
Historic apartment in Old Town Warrenton, Virginia

New - Modern Mountain Retreat w/ Hot tub and view!

10.0 out of 10, Exceptional, (11)
"The house is beautiful. It is nicely decorated, spacious, very clean and super comfortable. The kitchen is huge and well stocked. The mountain views are lovely. The location is peaceful and close to hiking trails. All in all, a great place for a getaway."
New - Modern Mountain Retreat w/ Hot tub and view!

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
Historical cottage in the town of Paris

Historic home nestled in the heart of horse and wine country. Kids/pet friendly!

10.0 out of 10, Exceptional, (3)
"A beautiful cozy home set in a nice town. The original construction was in the 1790’s (President George Washington was still alive)!The dining at the Hunter’s Head Inn in nearby Upperville was superb!"
Historic home nestled in the heart of horse and wine country. Kids/pet friendly!

Christmas available! ~ Massive Arcade ~ Theater Room~ Hot tub ~ King Beds ~ BBQ

Christmas available! ~ Massive Arcade ~ Theater Room~ Hot tub ~ King Beds ~ BBQ

#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

10.0 out of 10, Exceptional, (4)
"Good experience. Well maintained. Very clean. Several nice detail extras. "
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

10.0 out of 10, Exceptional, (64)
"Cozy and romantic. This is a beautifully appointed historical cottage fit for the pages of Architectural Digest. The cottage has high-end amenities and all the comforts of a luxury hotel. The home is stocked with everything you may need. I felt like we were staying at a friend's home. Highly recommend."
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!

Luxury Lodge Fire Pit, Hot Tub, & Sauna

10.0 out of 10, Exceptional, (19)
"Beds were comfortable and slept well. House is nice with many amenities and dog amenities. Received no response from host regarding how to heat up the house and replacement batteries for the smoke detector. Improvised and used the gas fireplaces to supplement heat. Some of the showers were cold and didn't stay warm after a couple minutes."
Luxury Lodge Fire Pit, Hot Tub, & Sauna

Big Sunny Family House

10.0 out of 10, Exceptional, (28)
"The house was a beautiful, old farmhouse house. There were notes all around, giving clear guidance on where things were located. It was very clean and beautifully decorated. My favorite part was the large dining room table that allowed everyone to sit down and eat together. I would definitely stay there again."
Big Sunny Family House

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (27)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
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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Other types of properties in Orlean you may be interested in

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1001)
"Easy chk in, no problems, nice stay"
The price is AU$171
includes taxes & fees
19 Feb - 20 Feb
Hampton Inn Front Royal

Holiday Inn Express Hotel & Suites Warrenton by IHG

2.5 star property
8.6 out of 10, Excellent, (697)
"I enjoyed my one-night stay at this place. This is my second time staying here and I enjoyed the quietness of the hotel."
The price is AU$203
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Express Hotel & Suites Warrenton by IHG

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (467)
"Check in was a breeze; front desk clerk was engaging and very friendly. We were upgraded to a suite. The room was very clean and the bed comfortable. "
The price is AU$194
includes taxes & fees
5 Mar - 6 Mar
TownePlace Suites by Marriott Front Royal
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.

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?

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly: This holiday home rental outside of Orlean is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.