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

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

10.0 out of 10, Exceptional, (31)
"We enjoyed a retreat from the city in this lovingly cared for farmhouse. Tom was super responsive and our kids had a great time playing in the creek and in the woods. "
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, (48)
"A great place to host family for an event. House has remarkable space and property was great to hang out or for the kids to run around. Host was super responsive. "
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 While the kitchen is a bit outdated, it still had everything we needed for preparing meals.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

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 558
AED 1,847 total
includes taxes & fees
21 May - 22 May
Balcony & Pool Access: Modern Gainesville Home

Big Sunny Family House

10.0 out of 10, Exceptional, (30)
"The house was clean, the kitchen had sufficient utensils and supplies, the location was close to restaurants."
The price is AED 551
AED 1,496 total
includes taxes & fees
13 May - 14 May
Big Sunny Family House

Chic Front Royal Retreat Near Shenandoah River!

9.6 out of 10, Exceptional, (16)
"We had a great stay and loved the house! It was just right for the three of us. Beautifully decorated, welcoming, and well-stocked for our needs. Would definitely stay here again!"
Chic Front Royal Retreat Near Shenandoah River!

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (68)
"We had a great stay! Comfy beds and close to everything we had planned. The house is on a quiet street with a great deck with a view of the mountains. Our host was proactive with communications very responsive to any questions we had. We would stay here again."
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, (35)
"This house is beautiful in pictures, but even better in person. Great for a large family with children. We loved our stay here…we had everything we needed. The decorations and furniture are so nice. Thanks for a great stay! "
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

HB1 at Spring Haven Farm

9.8 out of 10, Exceptional, (53)
"Great experience and communication. Accurate description of listing. We booked this location to be in a convenient location of the Old Rag trailhead and the National Park entrance. Nice towns close by with restaurants and breweries. Overall great weekend! "
HB1 at Spring Haven Farm

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

9.6 out of 10, Exceptional, (11)
"The house was exceptionally clean. The keyless entry was eady to use. There was a bedroom on the first floor which was wonderful as I have difficulty with stairs. All in all a very pleasant stay."
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly

The Treehouse - Hot Tub- River Access

The Treehouse - Hot Tub- River Access

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

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 ⭐️ Geodesic Dome on 8 acres with HOT TUB!

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, (7)
"Great “base camp” for those who want to explore the national park and other area attractions but don’t like roughing it. Beautiful area and lots to see! The house was clean, kitchen had everything you might need, and the hot tub was relaxing in the evening!"
#CozyCleanCabin#HotTub#WoodStove#PetsOK#near BMLodge&Skyline D&Wineries

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

10.0 out of 10, Exceptional, (25)
"Our family of 6 adults enjoyed the weekend at this lovely home. It was a perfect location to access Shenandoah National Park. We enjoyed the views and hot tub after our hike. We also used the gas grill to make dinner together one night."
Home w/ Hot Tub Near Shenandoah Nat'l Park!

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

10.0 out of 10, Exceptional, (16)
"Our family stayed here for spring break and it was fantastic! The home was the perfect location between Front Royal and the Shenandoah National Park and had absolutely everything you could need. The house is exactly like the photos in the listing, a beautifully decorated, modern mountain retreat. Absolutely gorgeous inside with a fabulous view from the amazing gourmet kitchen. There was lots to do outside too with the spacious patio & fire pit, plus the hot tub area. The owner was very...
New - Modern Mountain Retreat w/ Hot tub and view!

The Nest at Chester Gap

10.0 out of 10, Exceptional, (98)
"First, Julie responded immediately to any need and was easy to reach. A few points on what this cabin is and is not. Access is easy, only the last 500' is gravel, no 4 wheel required. The neighborhood is not the best but being at the end of the lane and tree cover gives good privacy and screening. The cabin- a contemporary structure with a very rustic interior. The 2nd br is a loftwith bath on the 1st FL. Large master br and bath - very nice and a well equipped kitchen. Very large outdoor...
The Nest at Chester Gap

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

10.0 out of 10, Exceptional, (10)
"3 siblings and spouses wanted a great location for wine, food and proximity to DC for the blossom festival without the craziness of the DC area. The house was amazing. Nicely renovated with all the amenities. Quiet neighborhood and easy walk into Front Royal - for food, drinks and shopping. Our host was very accommodating and even though we had a small issue with the coffee pot, he treated us to coffee for the entire trip - thank you! Highly recommend and we will be back. "
The price is AED 514
AED 1,394 total
includes taxes & fees
29 Apr - 30 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!

The Warren House: 5 minutes to Shenandoah National Park!

10.0 out of 10, Exceptional, (5)
"2nd time renting this little house near downtown Front Royal. It's super clean and tidy, has everything you need for an extended stay. Great launching point for day hikes in the Shenandoah National Park, visits to local wineries, 2 minutes from Main Street, and close to the interstate...and only an hour from DC! Recommend! "
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.
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Other property types in Orlean

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (39)
"Great little cozy cottage near Middleburg with great outdoor space and all necessary amenities. Booking, check-in and communication with owner were excellent. "
The price is AED 1,010
AED 1,454 total
includes taxes & fees
28 Apr - 29 Apr
18th Century Stone Cottage minutes from historic Middleburg

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

9.6 out of 10, Exceptional, (307)
"Very clean with amazing views. "
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.