Villa holiday rentals in Charlottesville

We stayed at Darwin’s beautiful and clean home for my son’s JMU graduation. We had plenty of space for all of us and we were very comfortable. Darwin is very responsive to any issue and the check in is very easy. I would easily recommend this place to anyone looking for a clean, comfortable, spacious, and quiet place to stay.

John and Gaby are excellent hosts. They were so flexible and kind that I felt as if I were communicating with family. It put me at ease and I was able to concentrate on all of the logistics that come with Mother of the Bride biz. I would definitely return for a weekend away and I wouldn’t hesitate to bring our dog with us. I had also rented two other locations in the vicinity and Maple Crest stood out, by far, as the most enjoyable experience and most personable interactions. We had the time of our lives and are very grateful that John and Gaby generously share their beautiful home!

We loved staying at Ben's beautiful house in Wintergreen. It was very private, clean and comfortable. When sitting on the deck it was like staying up in a canape of trees. We had a wonderful and relaxing few days and Ben is very easy to contact and gets right back to you should you need anything.

Great getaway location with beautiful views and plenty of space to enjoy and relax for a few days.

Thanks Laura for answering promptly and staying on the line to work out all kinks associated. Easy communication and the vacation was great, the space was perfect.

Veronica is an amazing host and we had a wonderful time staying there. The place is true to the name - A Time to Chill. We felt right at home as soon as we stepped inside. The kids had a fun time playing arcade games and Foosball. Our evenings were spend mostly in the backyard either in the hot tub or having fun around the bonfire. We couldn't try the pizza oven and felt we should have stayed longer. Definitely, a highly recommended place and we will love to be back soon.

The Greenhouse on John's property was perfect for our short-term stay. We really wished we could have stayed longer to fully enjoy the expansive property and further enjoy the beautiful landscape. John was a wonderful host; he proactively communicated with us prior to our arrival, met us at the entrance to the property to show us the way upon arrival, and checked on us throughout our stay. He has a lovely property and is doing a fabulous job of preserving and restoring it. The location was perfect for all of our planned activities in Gordonsville and Keswick. We will definitely consider staying at John's property on a future visit to the area.

This place is heaven on Earth! The house is gorgeous and it’s full of details that make it extremely cozy. Jack is a wonderful host! Be prepared for a very friendly man, always willing to socialize and make you feel like home. I am so happy that we found this place, so close from the park and wineries. If you want to spend the day at the house, that’s also a great idea, because the backyard is full of trees, birds and places to relax. Also, if you’re lucky, you’ll see cats, wild turkeys or even deer. Ask Jack for recommendations basically about anything! He’ll provide you with fun stories and a huge respect for nature. This really felt like our country, Chile 🇨🇱. We’re coming back sooner than later ☺️

I’m a regular at Singing Springs. Same peaceful oasis as ever; Jack is very accommodating. I haven’t had a delicious home-cooked breakfast at any other Airbnb. I was sad not to have Mom with me but she’s coming tomorrow. ❤️

We stayed at Darwin’s beautiful and clean home for my son’s JMU graduation. We had plenty of space for all of us and we were very comfortable. Darwin is very responsive to any issue and the check in is very easy. I would easily recommend this place to anyone looking for a clean, comfortable, spacious, and quiet place to stay.

We loved staying at Ben's beautiful house in Wintergreen. It was very private, clean and comfortable. When sitting on the deck it was like staying up in a canape of trees. We had a wonderful and relaxing few days and Ben is very easy to contact and gets right back to you should you need anything.

Thanks Laura for answering promptly and staying on the line to work out all kinks associated. Easy communication and the vacation was great, the space was perfect.

Veronica is an amazing host and we had a wonderful time staying there. The place is true to the name - A Time to Chill. We felt right at home as soon as we stepped inside. The kids had a fun time playing arcade games and Foosball. Our evenings were spend mostly in the backyard either in the hot tub or having fun around the bonfire. We couldn't try the pizza oven and felt we should have stayed longer. Definitely, a highly recommended place and we will love to be back soon.

Jack was a wonderful host. He was attentive and responsive throughout my stay. He made me breakfast every morning which was a huge perk. I hope to come back someday.

Jacks is the best for a getaway to just relax and enjoy the nature. We drove 45 mins to Old Rag to hike for the day then got to make dinner and relax in the hot tub. Bed was super comfy and will highly recommend Jacks place. Jack is accommodating and helpful and great to chat with or respect your privacy as well.