Cottages in Orange County

"Beautiful setting and very peaceful. We enjoyed the friendly horse, too. Next time we are in the area, we will certainly plan on staying here again."

"We had a wonderful stay at this charming cottage in Keswick over Labor Day weekend. The outdoor space was perfect for relaxing — we loved dining at the table outside and spending evenings around the fire pit. The location was also ideal for exploring the area; we enjoyed visiting Monticello and Carter Mountain Orchard during our trip. A peaceful, comfortable getaway that made our holiday weekend truly special!"

"We loved our stay here. If you’re looking for a private, quiet, and secluded place that is still convenient to good restaurants, wineries, shops, and historic sites, this place is for you. Our host was so helpful, and her dogs were an added bonus. We would stay here again."

"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"

"Lovely spot near Charlottesville, great for families or small groups. Guesthouse was clean and has a nice kitchen. "

"The location was absolutely stunning — one of the most beautiful places I’ve stayed, and the house itself was just as lovely. Everything was clean, peaceful, and true to the photos. Unfortunately, the host experience wasn’t as positive. She lives next door and sent additional rules at the last minute, then seemed to scrutinize us throughout the stay. I’m 28, and she made a comment about my age that gave the impression she was uncomfortable with younger guests. It was disappointing because we...

"Place was as listed. Host was gracious and communicative. Had an enjoyable few days in the area."

"Nice, relaxing get away. "

"Our stay was excellent! Great location to unwind and also close to town! "

"It was a lovely place to stay and the hosts were so kind. "

"Enjoyable stay, peaceful stay. No wifi or internet but had a great DVD library to enjoy. Cabin was very clean and very nicely set up and very surprising to see everything that you can think of needed for your stay."

"Incredible stay with my family, lovely hosts, in a very convenient place near a beautiful part of Shenandoah. Super clean, comfortable, and pleasant. Couldn’t ask for more! 10/10 Thank you! "