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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 89 Vacation Homes in Orlean with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (31)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
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
Terrace/patio

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

9.8 out of 10, Exceptional, (49)
"Wonderful house and grounds for a family wedding."
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Terrace/patio

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

9.8 out of 10, Exceptional, (47)
"Great home for a family trip, very spacious for the family to spread out. "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
Balcony & Pool Access: Modern Gainesville Home
Children's area

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 SAR 488
SAR 1,779 total
includes taxes & fees
11 May - 12 May
Balcony & Pool Access: Modern Gainesville Home
Big Sunny Family House
Fridge, microwave, oven, stovetop

Big Sunny Family House

10.0 out of 10, Exceptional, (30)
"Wonderful stay. "
The price is SAR 563
SAR 1,528 total
includes taxes & fees
13 May - 14 May
Big Sunny Family House
Chic Front Royal Retreat Near Shenandoah River!
Fridge, microwave, stovetop, dishwasher

Chic Front Royal Retreat Near Shenandoah River!

9.6 out of 10, Exceptional, (16)
"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!
Modern Mountain Retreat w/ Deck + Hot Tub!
Fridge, microwave, stovetop, dishwasher

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (69)
"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
Fridge, microwave, oven, stovetop

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

10.0 out of 10, Exceptional, (36)
"Very nice stay !!"
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly
HB1 at Spring Haven Farm
Interior

HB1 at Spring Haven Farm

9.8 out of 10, Exceptional, (54)
"We have stayed here several times. It is always comfortable and a good stay. "
HB1 at Spring Haven Farm
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (12)
"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
The Treehouse - Hot Tub- River Access
Dining

The Treehouse - Hot Tub- River Access

The Treehouse - Hot Tub- River Access
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!
Interior

⭐️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!
River Front Retreat
Terrace/patio

River Front Retreat

8.8 out of 10, Excellent, (36)
"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
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
Property grounds

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

10.0 out of 10, Exceptional, (8)
"The cabin was clean and well appointed and very comfortable."
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries
Home w/ Hot Tub Near Shenandoah Nat'l Park!
TV, books, stereo

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

10.0 out of 10, Exceptional, (25)
"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!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (16)
"The house was perfect for our group trip. There is plenty of common space, beautiful decor, and small features like phone chargers everywhere. Would absolutely stay again!"
New - Modern Mountain Retreat w/ Hot tub and view!
The Nest at Chester Gap
Beach

The Nest at Chester Gap

10.0 out of 10, Exceptional, (98)
"Very enjoyable; peaceful, isolated--excellent place to relax; good hiking nearby "
The Nest at Chester Gap
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (11)
"Great proximity to Shenandoah N P ! Comfortable beds! Appreciated the host let us check in early."
The price is SAR 525
SAR 1,390 total
includes taxes & fees
21 May - 22 May
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Linden Family Home w/ Yard < 5 Mi to Wineries!
TV, books

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

2.0 star property
8.6 out of 10, Excellent, (7)
"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!
The Warren House: 5 minutes to Shenandoah National Park!
Fridge, microwave, oven, stovetop

The Warren House: 5 minutes to Shenandoah National Park!

10.0 out of 10, Exceptional, (5)
"Very Clean, all basic amenities available, perfect location for hiking golf"
The Warren House: 5 minutes to Shenandoah National 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.
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
Sign in
Sign up, it's free

Other property types in Orlean

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Outdoor dining

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"The cabin is beautiful and tucked away in the trees. Amazing colors this time of year and was such a great little getaway. Highly recommend staying here!"
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
2 bedrooms, WiFi, bed sheets

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

9.6 out of 10, Exceptional, (309)
"The cabin is a very cozy getaway location, with a great view just out the window."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (40)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is SAR 1,031
SAR 1,469 total
includes taxes & fees
11 May - 12 May
18th Century Stone Cottage minutes from historic Middleburg
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.