Search Vacation Homes in Orlean

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 96 Vacation Homes in Orlean with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (28)
"We had a great time visiting with family and getting our much needed rest and relaxation at your beautiful house. Thanks!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

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

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Balcony & Pool Access: Modern Gainesville Home

Balcony & Pool Access: Modern Gainesville Home

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

Chic Front Royal Retreat Near Shenandoah River!

9.4 out of 10, Exceptional, (13)
"We had a wonderful stay at this property! The house was very clean, and the listing was completely accurate, which we really appreciated. Street parking was easy, making arrival and departure hassle-free. The home is perfect for a couple or even two couples, with a comfortable layout and plenty of space.One of the highlights was the great front and backyard, which our dog absolutely loved! It was a perfect setup for a pet-friendly getaway.The only minor issue was that the stairs felt slightly...
Chic Front Royal Retreat Near Shenandoah River!

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!

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

HB1 at Spring Haven Farm

9.8 out of 10, Exceptional, (52)
"Very quiet with wonderful surroundings! "
HB1 at Spring Haven Farm

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

The Treehouse - Hot Tub- River Access

The Treehouse - Hot Tub- River Access

⭐️Lunar Lookout ⭐️ NEW Build Geodesic Dome situated on 8 acres!

9.6 out of 10, Exceptional, (4)
"We stayed with our adult son and 2 dogs over Thanksgiving week. The house was very cool, had a great layout, comfortable furniture and well-equipped kitchen. On the down side, there was no heat in the bathrooms, the rain shower heads sprayed all over the place, the towels were more like blankets than towels (we went and purchased regular terry towels). The driveway is steep and would require 4-wheel drive in winter. We wanted to do some star gazing but there were so many outside lights...
⭐️Lunar Lookout ⭐️ NEW Build Geodesic Dome situated on 8 acres!

River Front Retreat

8.8 out of 10, Excellent, (36)
"We stayed as we are in between houses and wanted to have a larger place to host and cook the holiday meal. I will say that the house could definitely use some updates and also a deep cleaning. Generally, it was comfortable and the views of the river are beautiful. The whole house was well stocked with just about anything we needed that we forgot to bring. I would have loved it more during warm weather but even during the winter, it was comfortable. "
River Front Retreat

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

10.0 out of 10, Exceptional, (6)
"Stayed with my three daughters for a Galentine’s weekend and had a great time! Enjoyed some of the nearby hiking trails and soaked up the quiet beauty of the area."
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

Home w/ Hot Tub Near Shenandoah Nat'l Park!

10.0 out of 10, Exceptional, (23)
"Loved our stay here and loved the views! Such great house with everything we needed and Jim was a great host! We had a wonderful time in the hot tub and in the cabin and it was close to everything! Highly recommend!"
Home w/ Hot Tub Near Shenandoah Nat'l Park!

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

10.0 out of 10, Exceptional, (13)
"This house is beautiful and so thoughtfully decorated and stocked with everything you’d need for the perfect weekend. Highly recommend for anyone looking for a relaxing retreat to disconnect and reconnect with family and friends."
New - Modern Mountain Retreat w/ Hot tub and view!

The Nest at Chester Gap

10.0 out of 10, Exceptional, (97)
"Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby "
The Nest at Chester Gap

Huge house with a great escape

The price is AED 661
AED 843 total
includes taxes & fees
13 Apr - 14 Apr
Huge house with a great escape

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

10.0 out of 10, Exceptional, (9)
"Can't beat this location for a stay in Front Royal. Easy walk to Main Street for shops and food/drinks. Great fire pit area in the back yard. Older house with modern updates. Owner was very responsive and helpful. Highly recommended."
The price is AED 529
AED 1,402 total
includes taxes & fees
31 Mar - 1 Apr
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Linden Family Home w/ Yard < 5 Mi to Wineries!

2.0 star property
8.6 out of 10, Excellent, (7)
"House was in a great location. Close to many wineries! Missing the love/care. Cleaning service needs to be replaced. Dog hair found on bedding & floors which got stirred up with ceiling fan on. Limited glassware. No hand soap, dish soap to be found which made washing dishes impossible. Other than that, the house was fine. "
Linden Family Home w/ Yard < 5 Mi to Wineries!
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.
Don't see what you're looking for?
See all available properties in Orlean
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Orlean

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

9.6 out of 10, Exceptional, (343)
"Amazing view, and very quiet. Exactly what i was looking for. "
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

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

9.6 out of 10, Exceptional, (305)
"Beautiful cabin and spectacular location. Highly recommended for a great escape. Loved it!!!"
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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.