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Compare 77 Vacation Homes in Orlean with updated reviews, rates, and availability.

A large dining room table comfortably seats 10 people for large gatherings,

"Clean house with lots of space! Well stocked with all the necessities and little added extras that made for a wonderful stay for girls weekend! There were 4 of us and we had more house than we needed but loved it because we all had our own bedroom. Owners are very responsive. We had no issues and will definitely be back! Walking distance to town with shopping, restaurants, and wineries.short drive to hiking trails and more wineries! "

"Lovely time at the house with 7 girls. Clean, perfect for a group this size. Beautiful property. Easy to check in and out."

SAR 1,597 total

includes taxes & fees

26 Nov - 27 Nov

"Beautiful cozy home with a fantast view. Fenced in deck (our dog loved it as well as the fenced in yard)! Great location for day hikes! "

Front Royal Vacation Rental | 1BR | 2BA | 900 Sq Ft | Stairs Required

"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!"

Linden Vacation Rental | 3BR | 2BA | Stairs Required | 3,000 Sq Ft

"Very clean and quaint property. Beautiful sunset skies. Dogs have plenty of space to stretch their legs on the gorgeous grass."

3 Penny Acres was built in 1916 on the foundations of an 1800's cabin.

"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "

"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!"

"Home was very clean, great location and communication was outstanding. Sunset views were amazing! Home had everything anyone would need if you forgot to bring anything basic. I would recommend this home to anyone. I will definitely book this home again!!!!"

SAR 2,925 total

includes taxes & fees

13 Dec - 14 Dec

Browntown Vacation Rental | 3BR | 2BA | 1,516 Sq Ft | Step-Free Access

"This place has the most beautiful views! We were lucky to have perfectly clear skies and pleasant weather during our stay. Thoroughly enjoyed spending time on the porch, stargazing from the fire pit, and relaxing in the hot tub. Amazing trip!"

Chester Gap Vacation Rental | 3BR | 2.5BA | 2 Stories | 1,400 Sq Ft

"Quiet peaceful neighborhood. House is clean and spacious. Enjoyed relaxing on the deck, birdwatching, and admiring the Mountain View."

Welcome to Sweet Pea Cottage! We can't wait to host your stay:)

"The property was ok. There wasn't much of a view from the cottage. It was clean but kind of small. The gas grill on the deck was nice to have. The only major problem was that there was no hot water on our last day there. We notified the owner, but he could not get anyone out there until the next day, when we left. So that was kind of a bummer. No showers or hot water to properly do the dishes."

SAR 1,175 total

includes taxes & fees

1 Dec - 2 Dec

"The pictures don’t do it justice. Can’t wait to go back!!"

"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."

"The property was perfect for our large group and the hosts at Castleton Meadows were extremely kind, helpful and communicative. Would definitely return!!!"

Front Royal Vacation Rental | 2BR | 1BA | 908 Sq Ft | Stairs Required

"Fit all our needs. Enjoyed the area. "

Warrenton Vacation Rental | 5BR | 3.5BA | Stairs Required | 3,500 Sq Ft

"We had an awesome stay here! The location is super close to downtown Warrenton and the pricing is very reasonable for a group! I would definitely recommend this place and stay here again! "

"Host responded to my questions in a timely manner. Beautiful house."

"House very well equipped. Only negative thing I can say is mattresses were not very comfortable."

Warrenton Vacation Rental | 4BR | 2.5BA | 1,800 Sq Ft | 4 Steps to Enter

"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!"

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Other property types in Orlean

"We had a wonderful time in this cabin. It is very peaceful and quiet. The view is amazing and we loved watching all the wildlife. Perfect location to front royal and many wineries but staying in and enjoying the beautiful cabin and scenery was our favorite ! "