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Compare 76 Vacation Homes in Orlean with updated reviews, rates, and availability.

Big Sunny Family House
10.0 out of 10, Exceptional, (18)
"Six lady golfers stayed at Big Sunny and traveled to Gainesville to attend the Solheim Cup. We golfed at Shenandoah Valley Golf Course. We enjoyed the house very much. It had everything we needed. It was well supplied with all the extras! Nice to be in walking distance to restaurants and shops."
Big Sunny Family House
NEW LISTING! Contemporary Architectural Gem: Modern Retreat by RedAwning
10.0 out of 10, Exceptional, (1)
"Host responded to my questions in a timely manner. Beautiful house."
NEW LISTING! Contemporary Architectural Gem: Modern Retreat by RedAwning
Modern Mountain Retreat w/ Deck + Hot Tub!
10.0 out of 10, Exceptional, (63)
"Quiet peaceful neighborhood. House is clean and spacious. Enjoyed relaxing on the deck, birdwatching, and admiring the Mountain View."
Modern Mountain Retreat w/ Deck + Hot Tub!
Linden Family Home w/ Yard < 5 Mi to Wineries!
2.0 star property
9.0 out of 10, Wonderful, (2)
"This house is perfect for a big group. The owner and neighbor were very friendly and location was great for visiting local caverns. Took about 20 mins to get to skyline caverns and 45 mins to get to Luray caverns. Front Royal town is about a 15 min drive to get supply's. House was a new listing and I did give the owner some feedback on improvements since he asked for them. Great stay and would stay again!"
Linden Family Home w/ Yard < 5 Mi to Wineries!
6-Person House with private hot tub and screen porch
10.0 out of 10, Exceptional, (3)
"Gorgeous views from the back patio - we had a great time! I do wish we'd known that the Donkey was going to be in the field right out back, this was a huge plus - our kids would have loved it."
6-Person House with private hot tub and screen porch
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (20)
"The farmhouse was charming. The host has done a great job of updating the rooms and bathrooms while still keeping the charm of an 1800s farm house. The location was perfect for visiting wineries, orchards and upscale restaurants in nearby Marshall. There were 6 of us and it never felt crowded. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Hot tub w/ Sunset Views! Secluded mountain chalet
10.0 out of 10, Exceptional, (29)
"The house and scenery are beautiful! The house easily accommodated 6 adults and our family dog for 6 days/ 5 nights. There was plenty of parking for 3 cars. The host, David, gave detailed instructions prior to our arrival on how to use the amenities in the house. He also made himself available if we ever needed him. Excellent service! Highly recommend this host!"
Hot tub w/ Sunset Views! Secluded mountain chalet
Home w/ Hot Tub Near Shenandoah Nat'l Park!
9.8 out of 10, Exceptional, (16)
"The rental was beautiful. My only complaint is the toilet paper was thin. Otherwise, it was a breathtaking location and a nice home! We enjoyed our stay! "
Home w/ Hot Tub Near Shenandoah Nat'l Park!
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly
9.6 out of 10, Exceptional, (5)
"The property is very well done. Authentic farmhouse feel completely updated. We would definitely visit again"
1900s farmhouse with yard games, firepit, & renovated interior - dog-friendly
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
9.2 out of 10, Wonderful, (23)
"This cottage was perfect for our visit to the area to explore Shenandoah National Park and wineries. The town of Front Royal is so nice too! The cottage was super clean and had everything we needed. We loved relaxing in the sunroom with our doggie after a day of exploring. The host was very responsive."
The price is AED 748
AED 1,305 total
includes taxes & fees
2 Oct - 3 Oct
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
10 Person House with Private Hot tub on Spectacular Rural Estate
9.8 out of 10, Exceptional, (66)
"The property was perfect for our large group and the hosts at Castleton Meadows were extremely kind, helpful and communicative. Would definitely return!!!"
10 Person House with Private Hot tub on Spectacular Rural Estate
Spacious modern home with driveway parking and nearly one acre
10.0 out of 10, Exceptional, (1)
"Beautiful house .. We were so grateful that our group was able to stay all together in this house ! Parking is a little cazy with a steep hill but other then that it was perfect for what we wanted .. The host was great !!!! "
Spacious modern home with driveway parking and nearly one acre
Sunny Front Royal Vacation Rental w/ Hot Tub!
9.8 out of 10, Exceptional, (7)
"A great property, beautifully decorated and furnished, located in a bucolic setting with a magnificent view of the mountains and skyline. Can't say enough how nice!"
Sunny Front Royal Vacation Rental w/ Hot Tub!
Chic Front Royal Retreat Near Shenandoah River!
10.0 out of 10, Exceptional, (11)
"The description and pictures of this house are very accurate. It was clean and one of the better houses we've stayed in, especially since it is pet-friendly. It is small, but it was perfect for just the two of us. The Downsides: 1. As others mentioned, the sofa is not very comfortable. 2. There are no TVs in the bedrooms. 3. The steps are steep and the treads slope toward you some. I wouldn't wear socks and come down them and if you aren't used to stairs at all, be careful. I wouldn't feel...
Chic Front Royal Retreat Near Shenandoah River!
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
9.4 out of 10, Exceptional, (9)
"What a beautiful home and property! The home is very spacious and beautifully furnished (and complete with toys and many games!). The pool and hot tub allowed many hours of fun, relaxation and conversation. Everything you need for a weeklong stay was provided (sheets, blankets, pool and bath towels, toilet paper, paper towels and even coffee filters!) Best of all, the owners were very responsive to questions!"
The price is AED 1,723
AED 2,048 total
includes taxes & fees
30 Sep - 1 Oct
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 Warrenton Home w/ Patio & Hot Tub!
Historic Warrenton Home w/ Patio & Hot Tub!
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!. "
The price is AED 735
AED 1,892 total
includes taxes & fees
28 Oct - 29 Oct
Multi-Gen Family Mountain House
River Front Retreat
8.8 out of 10, Excellent, (32)
"We had another vacation for the books! Had a great time with family. Justin was very quick to respond to any needs. Some improvements from last year which was great. Dock still a little challenging. Downstairs mattresses could use an upgrade. Overall the location and space of the home is perfect! We really enjoyed vacation 2024 and hope to plan another for 2025!"
River Front Retreat
Family Farmhouse & Huge Yard with a PRIVATE TRAIL WALK TO WINE!
10.0 out of 10, Exceptional, (42)
"We loved the grounds and the house was perfect, homey, roomy and had everything we needed. It was a short walk to the winery, there's a lovely creek in the back and we loved hanging out outside on the back patio with the fireplace as well as inside the house. There was room for everyone and so peaceful! "
Family Farmhouse & Huge Yard with a PRIVATE TRAIL WALK TO WINE!
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
10.0 out of 10, Exceptional, (57)
"This is the most charming, quaint, beautiful VRBO we’ve ever stayed at! The restoration of this incredible property was obviously a labor of love, every single detail was considered and the end result is just perfect! We had everything we needed in terms of amenities and Nick provided such great recommendations for restaurants and wineries nearby. If you have a chance to visit this beautiful part of Virginia we’d highly recommend staying at the Atoka House!"
Stylishly restored 1800's historic home- heart of Virginia hunt & wine country!
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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

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
9.8 out of 10, Exceptional, (281)
"Once again…. a wonderful, peaceful time! We brought our dog with us this time and he had a blast! Toured some wineries and just a short drive for some amazing food. Coffee on the porch and outside fires at night are the best. Already booked next year to come back with friends! "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
9.4 out of 10, Exceptional, (315)
"The wooded cliffside location overlooking the Shenandoah River was peaceful. The log cabin had a new bedroom/bath addition, wrap around decking and wood and gas fireplaces. The kitchen had all the required utensils. There were a lot of rules and instructions that could be considered helpful. If you're checking in late, bring coffee if you want it in the morning and be prepared to make the bed with the linens provided. A great place for a relaxing weekend or longer stay. "
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!
10.0 out of 10, Exceptional, (67)
"We had an excellent 4-night stay at Rachelle and Don's cabin. They were good communicators and eager to please. The cabin was clean, cozy and comfortable with a modern vibe. We loved how quiet it was. The large elevated deck overlooking the woods was great for enjoying our morning coffee and having dinner and a drink. It's close to local hiking and not far from a nice small town and Shenandoah National Park, etc. We would definitely recommended this cabin (and we'll be back)."
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!
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.