Orlean Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Orlean

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, (269)
"Great views, lots of wildlife, peaceful, the mountain goat trail to the water was interesting."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
9.4 out of 10, Exceptional, (300)
"We loved the cabin. Furniture and pots & pans could use a serious update. I cook all the time but it was very difficult with the old pots & pans."
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Relaxing log home on a private mountainside in Rappahannock County, Virginia
10.0 out of 10, Exceptional, (29)
"This house was wonderful…clean, well appointed and comfortable! Our dog loved meeting the deer and loved roaming the extensive grounds. Property manager was very responsive. there were no downsides to this lovely cabin stay!. Thank you. MG and Al Rook"
Relaxing log home on a private mountainside in Rappahannock County, Virginia
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
9.2 out of 10, Wonderful, (211)
"It was fun to play parcheesi again!"
Rustic Mountain Log Cabin Perched on a cliff side above the Shenandoah River
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly
10.0 out of 10, Exceptional, (1)
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly
Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.
10.0 out of 10, Exceptional, (13)
"Beautiful property for a birthday celebration. Ronnie was an excellent host!"
The price is $800
$1,264 total
includes taxes & fees
Jun 23 - Jun 24
Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.
Big Sunny Family House
10.0 out of 10, Exceptional, (12)
"Proximity to RMA campus worked perfectly for our extended family attending graduation ceremonies and celebrations."
Big Sunny Family House
Chic Front Royal Retreat Near Shenandoah River!
10.0 out of 10, Exceptional, (5)
"The location was minutes from Skyline Drive and we were close to tons of hiking. Front and back yard were both fenced and great for my niece and my dogs. House was super clean and had everything we needed. Only suggestion is a bigger couch or more seating in the living room. It was a little tight trying to relax at night in front of the TV."
Chic Front Royal Retreat Near Shenandoah River!
Historical cottage in the town of Paris
10.0 out of 10, Exceptional, (21)
"Cozy, small house that is close to the mountains & hiking. Sky Meadows State Park is very close; the ridge above includes the AT. Civilization vis a vis Middleburg, Marshall, and Purcellville are all within a pleasant, half-hour drive. Eating in the screened-in porch was great!"
The price is $169
$305 total
includes taxes & fees
Jul 1 - Jul 2
Historical cottage in the town of Paris
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (39)
"Our lives are so busy and we were really blessed to be able to step away and enjoy a peaceful time in a lovely place."
The price is $206
$447 total
includes taxes & fees
Jul 9 - Jul 10
Escape to Shenandoah River, Hot Tub after a Hike!
Historic apartment in Old Town Warrenton, Virginia
10.0 out of 10, Exceptional, (21)
"The property was amazing in a wonderful neighborhood. The building has an amazing history, the smokehouse history was fun to learn about, and the town had an event called "first Friday" where local bands and vendors showcased on Friday night, and our host was always attentive to our needs, available, and pleasant. This stay was perfect! 10/10"
The price is $165
$267 total
includes taxes & fees
Jun 19 - Jun 20
Historic apartment in Old Town Warrenton, Virginia
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (19)
"Middleburg is a quaint Virginia town with lots of history, and to stay in this 1800 century cottage added to the entire experience. Tim (owner) is absolutely fabulous and so accommodating. Tim spent time with us (by our request) and gave us the history of the cottage and plantation. The cottage is well stocked, comfortable, and exactly as the pictures show. But to sit out on the patio looking out over the landscape was wonderful and so peaceful! Middleburg, itself, is full of wineries, shops and...
The price is $270
$391 total
includes taxes & fees
Jul 7 - Jul 8
18th Century Stone Cottage minutes from historic Middleburg
Cozy 1BR Apt Minutes From Skyline Drive!!
9.8 out of 10, Exceptional, (15)
"My partner and I stayed here to visit Shenandoah National Park and it was a great location that is very close to the park. The host gave us privacy and there was a separate entrance into the space."
The price is $135
$252 total
includes taxes & fees
Jun 21 - Jun 22
Cozy 1BR Apt Minutes From Skyline Drive!!
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (16)
"The property is a beautiful farmhouse. The owner has done a great job on giving it creature comforts. Property is very private with a cute stream and hiking trail on the property. We knew that the owner wanted to meet at us at check in, however we are very used to and love contactless check-ins, we did find that less than ideal to coordinate and meet a stranger after 10 hours of driving. We will probably stray away from that requirement in the future."
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Sunny Front Royal Vacation Rental w/ Hot Tub!
9.8 out of 10, Exceptional, (6)
"The house was newly renovated, clean, well stocked and spacious. My husband and I spent a long weekend hiking and enjoying the change of the season."
Sunny Front Royal Vacation Rental w/ Hot Tub!
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
10.0 out of 10, Exceptional, (21)
"Thank you Asad and Erika, my fiance and I had an amazing few days on top of the beautiful mountains. The house was beautiful, very clean, fully stocked, and I enjoyed the adorable Bear theme through out the home, so many details! So inviting, warm and even had a beautiful piano. There was various games and activities in the home, not to mention about 15 minutes from downtown! Great location! We enjoyed the amazing views, and the peace! We even hired an amazing local photographer Joe Stein...
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
HB1 at Spring Haven Farm
9.8 out of 10, Exceptional, (45)
"Was an overnight stay for a memorial service we attended."
HB1 at Spring Haven Farm
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
10.0 out of 10, Exceptional, (63)
"Enjoyable stay. Property as described. Thx."
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Crimson Lane!
Hidden Gem on Hidden Valley Lane
10.0 out of 10, Exceptional, (12)
"Quiet location, peaceful sounds of birds."
The price is $185
$440 total
includes taxes & fees
Jun 19 - Jun 20
Hidden Gem on Hidden Valley Lane
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (39)
"We stayed for a week while visiting Upperville. It was easy access to our destinations and the home comfortably fit 8 of us. The setting was quiet yet convenient to highway. Lots of inviting outdoor spaces! Communication with the property owner was very prompt and a minor problem quickly resolved. Very satisfied with this home and will definitely return if needing a place to stay near Upperville."
Family Gathering Space with a PRIVATE TRAIL WALK TO WINE!
Don't see what you're looking for?
See all available properties in Orlean
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 Orlean you may be interested in

Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (300)
"Everything about the property love the spa."
The price is $550
$679 total
includes taxes & fees
Jun 30 - Jul 1
Salamander Resort And Spa
Baymont by Wyndham Warrenton
2.5 star property
6.6 out of 10, (1000)
"suite itself was nice & had no cleanliness issues or smell, but the hallways smelled of mildew probably from people not completely drying off from the pool and walking on the carpet in the hallway to get to their room. staff was friendly and very helpful. "
The price is $79
$85 total
includes taxes & fees
Jul 2 - Jul 3
Baymont by Wyndham Warrenton
Hampton Inn Front Royal
2.5 star property
8.8 out of 10, Excellent, (1000)
"Easy check in, clean room that was cool on a hot day! Really nice accommodations"
The price is $110
$122 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn 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.

Everything you need to know about Orlean vacation rentals

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

Orlean vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orlean. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Orlean in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Orlean rentals

At Expedia, we put the best Orlean vacation 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 Orlean 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 Orlean vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orlean. 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 vacation rentals in Orlean?

Yes, we have vacation rentals near top points of interest in Orlean, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Orlean has to offer?

1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly: This vacation home near Orlean is located in a rural location and has a fireplace, a patio, and air-conditioning 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 you can cook with friends or family.

What can I see and do in Orlean?

While you're exploring the area, Dickey Ridge Visitor Center and Front Royal Entrance Shenandoah National Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Barrel Oak Winery and Linden Vineyards.

What are vacation rentals like in Orlean?

Vacation rentals are privately owned properties you can book for a couple days or more in Orlean. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for small groups.

Recent reviews of Orlean properties
Expedia verified reviews