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

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!"

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. "

"The cottage was just perfect for a short Girls Weekend trip. Jennifer and Federico were great communicators and responded quickly to any questions we had. The cottage is decorated nicely with lovely touches throughout. Comfortable beds. Loved the back yard. We sat in the Adirondacks most evenings and watched the deer graze! The location is wonderful for visiting Middleburg, Purcellville, Marshall and The Plains. Many wineries, breweries, shopping and good restaurants. And the mountain scenery...

"We had a wonderful weekend in Paris, VA and enjoyed the history of this beautiful old home. the hostess made sure we had everything we needed to accommodate having a toddler in our group. I would definitely stay here again!"

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

"We were looking for the perfect place to stay during our week in hunt country- convenient to the farm where we kept our horses and the restaurants in Middleburg. This exceeded our expectations. This house has been lovingly restored and is beautifully decorated. Its cozy, traditional vibe meshes perfectly with its modern updates. There are thoughtful touches everywhere- from a large selection of coffees, to the working fireplace, and many more. The beds and bedding are super comfortable. We...

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

"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! "

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

"Absolutely loved our stay and getting away from the hustle and bustle of everyday life. Host was very open, accommodating, and communicative which was greatly appreciated! "

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

"Fit all our needs. Enjoyed the area. "

Entire Colonial house across famous restaurant the Inn at little Washington Va

"This was our third time staying at this very clean and updated property. The owners are friendly and helpful. The location is perfect - within the little town of Washington and near The Inn at Little Washington. The house has everything one needs with warm touches like coffee and snacks. We love staying here. Thank you so much!"

AED 1,148 total

includes taxes & fees

9 Dec - 10 Dec

"The photos cannot give you back that charm and welcoming atmosphere that this house gave us at the first sight. The downstairs game area was a bonus! We enjoyed every single moment we spent there. Thank you again!"

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! "

"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!"

"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"

"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!!!!"

AED 2,861 total

includes taxes & fees

13 Dec - 14 Dec

"We were a group of 8 retired women visiting for the Solheim Cup. It was very convienent to the course, restuarants. Beautiful sunrises. Kitchen had everything you would need. Outside deck and furniture was nice, but in need of cleaning off. Kitchen had a big table that we could all eat at. The only thing we had a problem with was there were a lot of bunk beds and being seniors, we did not feel comfortable climbing up to the tops. But we improvised. Overall, it was an amazing weekend."

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

"This place is wonderful. The hot tub, wood burning stove, fire pits are all just as stated and shown in pictures. Everything is clean. Beds are comfy and kitchen is well stocked. Bathrooms are updated. Master Bath is beautiful. The location is great for winery tours and hiking. If you enjoy shopping or nightlife, this would not be a good choice. We thought it was heaven. Just a warning that if you are older or have mobility issues, the stairs are narrow and all bedrooms are upstairs. We didn’t...

"Delightfully warm home with all you could want for a comfortable stay. The farmhouse provided plenty of space and very comfortable beds for a good night sleep. The kitchen is well stocked and the wi-fi is reliable and strong. We highly recommend staying at this lovely 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 ! "

"Amazing!!!"

"The property is beautiful with all amenities as stated in the listing. Our only regret is not booking longer. We can’t wait to return!"

Recent reviews of Orlean hotels

Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel

5/5 Excellent

Great find

"We had a quick overnight stay on a road trip. The room was a nice size and had a built in bench to sit on or put a suitcase on. Bed was soft and comfortable and the water pressure was amazing."

A verified traveler stayed at Holiday Inn Express Hotel & Suites Warrenton, an IHG Hotel

Posted 16 hours ago