Orlean Holiday Rentals

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Holiday Rentals in Orlean

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is AU$628
includes taxes & fees
19 Feb - 20 Feb
18th Century Stone Cottage minutes from historic Middleburg

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

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

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

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!

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!

Whitetail Cabin | Couple's Retreat w/ Hot Tub

10.0 out of 10, Exceptional, (15)
"This place checks all the boxes! It’s a cozy place with a great view and hot tub. The only niggle is the door to the patio has a crack in it so air seeps through. Otherwise, fantastic place! "
The price is AU$489
includes taxes & fees
23 Feb - 24 Feb
Whitetail Cabin | Couple's Retreat w/ Hot Tub

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

9.8 out of 10, Exceptional, (47)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

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

10.0 out of 10, Exceptional, (36)
"The house and location are wonderful. The house was immaculate, easy to find, and a short drive to groceries."
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

#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

Historic apartment in Old Town Warrenton, Virginia

10.0 out of 10, Exceptional, (32)
"Cute and cozy appartment attached to bigger house with shared driveway. Very clean, Host was very quick to respond! I would stay here again! There were alos toys and books provided so my 2 year old stayed happy! "
The price is AU$400
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!

Cute cabin retreat near Shenandoah National Park and pet friendly!

9.2 out of 10, Wonderful, (9)
"Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen"
Cute cabin retreat near Shenandoah National Park and pet friendly!

Fantasy Cottage: Private Pond, Waterfall, Hot Tub

10.0 out of 10, Exceptional, (161)
"The location and privacy were the primary reasons why we chose this cabin. It’s located on a beautiful piece of land, near a river. The cabin was so cozy and comfortable. We even had a Christmas tree that was lit up to welcome us! We felt comfortable with letting our dogs explore, knowing that the property was large and secluded enough as to not disturb anyone. Our group included myself, my spouse, and our 2 teens. The WiFi was secure and fast, which was a must for our teens. The cabin was clean...
Fantasy Cottage: Private Pond, Waterfall, Hot Tub

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

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

9.2 out of 10, Wonderful, (220)
"Very nice accommodations "
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River

Huge house with a great escape

The price is AU$277
includes taxes & fees
9 Mar - 10 Mar
Huge house with a great escape

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

10.0 out of 10, Exceptional, (67)
"Thanksgiving week with family and friends at the Cottage was perfect. This home is extremely comfortable, relaxing, well stocked with needed kitchen supplies. Was so fun being in the middle of town but felt like you were in the middle of nowhere. Thank you so much for making such a wonderful home available for rent."
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA

Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

9.2 out of 10, Wonderful, (43)
"We enjoyed our visit with family in the area. The farm was a quiet place away from town. House worked well for us :)"
Cozy Rixeyville Cottage w/ Deck, Grill, & Stabling

Cozy studio close to Skyline Drive, Hiking, and Main Street.

The price is AU$343
includes taxes & fees
17 Feb - 18 Feb
Cozy studio close to Skyline Drive, Hiking, and Main Street.
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, (998)
"Nice"
The price is AU$156
includes taxes & fees
18 Feb - 19 Feb
Hampton Inn Front Royal

Baymont by Wyndham Warrenton

2.5 star property
6.6 out of 10, (999)
"Clean and that’s the most important thing. Very up to date!"
The price is AU$127
includes taxes & fees
18 Feb - 19 Feb
Baymont by Wyndham Warrenton

Hilton Garden Inn Haymarket

3.0 star property
9.6 out of 10, Exceptional, (165)
"I didn't like the lack of a clock with display. The automatic function of the heat/cool in the winter results in cold air blowing causing discomfort. "
The price is AU$263
includes taxes & fees
27 Feb - 28 Feb
Hilton Garden Inn Haymarket
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.