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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 75 Vacation Homes in Orlean with updated reviews, rates, and availability.

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
Outdoor spa 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
Modern Mountain Retreat w/ Deck + Hot Tub!
Chester Gap Vacation Rental | 3BR | 2.5BA | 2 Stories | 1,400 Sq Ft

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!
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!
Outdoor fire place and patio

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!
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
Living area

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

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!
Cozy Country Getaway in the Heart of Upperville
Exterior

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (7)
"Highly recommend this place."
Cozy Country Getaway in the Heart of Upperville
Huge house with a great escape
Exterior

Huge house with a great escape

The price is AED 470
AED 634 total
includes taxes & fees
9 Mar - 10 Mar
Huge house with a great escape
Big Sunny Family House
A large dining room table comfortably seats 10 people for large gatherings,

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
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
View of the Cottage in the summertime.

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
Chic Front Royal Retreat Near Shenandoah River!
Front Royal Vacation Rental | 2BR | 1BA | 908 Sq Ft | Stairs Required

Chic Front Royal Retreat Near Shenandoah River!

9.4 out of 10, Exceptional, (13)
"Fit all our needs. Enjoyed the area. "
Chic Front Royal Retreat Near Shenandoah River!
Warrenton Gem: Walk to Downtown!
Warrenton Vacation Rental | 4BR | 2.5BA | 1,800 Sq Ft | 4 Steps to Enter

Warrenton Gem: Walk to Downtown!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Home was a perfect fit for the 6 of us for the weekend. Warrenton is super cute!"
Warrenton Gem: Walk to Downtown!
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Welcome to this DC Retreat! A 5BR home with large, heated pool sitting on 8 wooded acres close to wineries, hiking, and history

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

9.6 out of 10, Exceptional, (13)
"We had a small family gathering here around Christmas and we absolutely loved it! We immediately felt right at home. It is a gorgeous property, well appointed, and very comfortable. The game room was a huge hit with everyone. We're hoping to make it an annual tradition, hopefully for longer than one night next time!"
The price is AED 1,576
AED 1,915 total
includes taxes & fees
12 Mar - 13 Mar
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Historic spacious home in the heart of Upperville, VA
Exterior

Historic spacious home in the heart of Upperville, VA

10.0 out of 10, Exceptional, (3)
"We loved staying here, by far our favorite part was the gardens. We sat outside as much as we could and it made the whole setting so lovely. A well appointed kitchen and nice linens made our stay so comfortable. Our kids found soccer balls and things to play with. I can't recommend it enough for a big family group!"
Historic spacious home in the heart of Upperville, VA
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
3 Penny Acres was built in 1916 on the foundations of an 1800's cabin.

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
River Front Retreat
Good morning view

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
Stunning House with Private Pool and Hot Tub on Rural Estate
Pool

Stunning House with Private Pool and Hot Tub on Rural Estate

10.0 out of 10, Exceptional, (81)
"Just stayed at this house for the second time and it was just perfect. The house is large and rambling, so after gathering round the patio or in one of the dining rooms, everyone also had a little privacy. The kitchen had all the right tools and multiple fridges and dishwashers made everything so easy. The pool is great, as are the views. Cannot say enough good things about the Meadows! "
Stunning House with Private Pool and Hot Tub on Rural Estate
Multi-Gen Family Mountain House
Exterior

Multi-Gen Family Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was lovely! We appreciated the cleanliness and the coziness of the large and spacious home. It had everything we needed plus more. It was the right choice for a perfect night to celebrate our friend's upcoming nuptials. The host was very responsive and check in was simple. Would recommend!. "
Multi-Gen Family Mountain House
Hot tub w/ Sunset Views! Secluded mountain chalet
Bright, light chalet

Hot tub w/ Sunset Views! Secluded mountain chalet

10.0 out of 10, Exceptional, (34)
"We (three generations) thoroughly enjoyed our three nights over Christmas. The house has cery comfortable areas for the whole family to cook, eat, play games and watch TV. I would definitely recommend it and the host was very communicative and helpful. "
Hot tub w/ Sunset Views! Secluded mountain chalet
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Interior

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 536
AED 1,406 total
includes taxes & fees
24 Feb - 25 Feb
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Home w/ Hot Tub Near Shenandoah Nat'l Park!
Browntown Vacation Rental | 3BR | 2BA | 1,516 Sq Ft | Step-Free Access

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!
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 property types in Orlean

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Riverview from covered deck area

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
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is AED 1,010
AED 1,439 total
includes taxes & fees
24 Feb - 25 Feb
18th Century Stone Cottage minutes from historic Middleburg
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Sunset on the porch

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

9.6 out of 10, Exceptional, (301)
"Clean and cozy cabin! Location was quiet and relaxing, but not far from sights, activities and dining. Especially loved the fireplace and beautiful view.Perfect spot for a weekend getaway! "
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.