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Vacation Homes in Orlean

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (11)
"Great place, very relaxing"
Cozy Country Getaway in the Heart of Upperville

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

2.0 star property
8.6 out of 10, Excellent, (12)
"Great place to stay on a nice mountain my family and dogs loved itMike was great and answered any questions we had will definitely book again in the future"
Linden Family Home w/ Yard < 5 Mi to Wineries!

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

10.0 out of 10, Exceptional, (20)
"This is a very comfortable and spacious house with beautiful mountain views. We had a great time here!"
New - Modern Mountain Retreat w/ Hot tub and view!

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

9.8 out of 10, Exceptional, (27)
"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!

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

10.0 out of 10, Exceptional, (9)
"Wonderful hosts and a great home! Lots of extra special touches."
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

Spectacular Home : Horse, Bike and Wine Country

10.0 out of 10, Exceptional, (1)
"We came to stay close to Shenandoah University for our daughter's graduation. We had ten guests (had thought up to 16 and we had plenty of room)! We had a blast! The home allowed for plenty of sleeping space, room for us all to eat together, hang out, and sit by the firepit. We were close to many vineyards. The whole weekend was a dream! Thanks, Anna!"
Spectacular Home : Horse, Bike and Wine Country

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 While the kitchen is a bit outdated, it still had everything we needed for preparing meals.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

River Front Retreat

8.6 out of 10, Excellent, (37)
"The home is in a very cool location. We loved the drive to the house. There were great views of the river. The home had everything needed to enjoy the river, but our stay was too cold to enjoy the river. Overall, the home was just what we were looking for!"
River Front Retreat

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

10.0 out of 10, Exceptional, (34)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

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

9.6 out of 10, Exceptional, (13)
"Cute clean house, it’s very close to Main St. Culpeper and plenty to do in the area."
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

Pano Views! Old Hollow Estate Horse Farm

Pano Views! Old Hollow Estate Horse Farm

Sunset Haven - 10 min from Skyline Drive. Hot Tub

9.8 out of 10, Exceptional, (7)
"Really enjoyed our stay. The house was lovely with amazing views. The bar and game room were fun. Lots of detail and thought were put into making this house feel like home. We will definitely be back!"
The price is AED 1,836
AED 2,848 total
includes taxes & fees
8 Jul - 9 Jul
Sunset Haven - 10 min from Skyline Drive. Hot Tub

Balcony & Pool Access: Modern Gainesville Home

10.0 out of 10, Exceptional, (1)
"The townhouse was great- very clean and plenty of room for my family of six. I do wish there was a bigger bed in the Master bedroom- the mattress was thin and the bed was squeaky to sleep in. Property manager was great- very easy to communicate with very helpful. "
The price is AED 474
AED 1,783 total
includes taxes & fees
22 Jun - 23 Jun
Balcony & Pool Access: Modern Gainesville Home

Chic Front Royal Retreat Near Shenandoah River!

9.6 out of 10, Exceptional, (18)
"Very great location (to both the quaint downtown of Front Royal to the Shenandoah national park. the house had everything we needed for our 4-night stay (and we did a lot of cooking in the house too). Also, a walk away from the river and trails. Great stay, correspondence, and value!"
Chic Front Royal Retreat Near Shenandoah River!

Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries

10.0 out of 10, Exceptional, (12)
"This property was perfect for our extended family. The kitchen was well stocked and had everything we needed. The game room was a big hit for everybody, as was the hot tub and fire pit. Plenty of space for everybody and things for everybody to do. The owners were great to work with. Would definitely stay here again. "
Arcade room ~ Hot Tub ~ Firepit ~ BBQ ~ King beds ~ Nearby Wineries/Breweries

LUX Mountain View - Hot tub, WiFi, AC

The price is AED 1,238
AED 2,394 total
includes taxes & fees
14 Jul - 15 Jul
LUX Mountain View - Hot tub, WiFi, AC

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

9.6 out of 10, Exceptional, (4)
"The property is beautiful and just outside of Front Royal. We visited local vineyards and hit the skyline drive on the way home. We loved relaxing in the GeoDome home!"
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

Summit Hill House with Pond with Mountain Views

10.0 out of 10, Exceptional, (13)
"Summit Hill House was the perfect location for a cozy winter getaway with friends. The house is comfortably appointed and had everything we needed. "
Summit Hill House with Pond with Mountain Views

HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR

10.0 out of 10, Exceptional, (5)
"This was such an amazing and beautiful property! The house is just as pictured, it is so wonderful. The adults and children all enjoyed our long weekend, the host has excellent communication, and the whole process went very smoothly. "
HOT TUB! PRIME LEAF PEEPING! Gorgeous 4BR

Charming Private Suite in Historic Colonial House – right beside from The Inn!

10.0 out of 10, Exceptional, (14)
"an excellent option if dining at the INN"
The price is AED 572
AED 921 total
includes taxes & fees
23 Jun - 24 Jun
Charming Private Suite in Historic Colonial House – right beside from The Inn!
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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