Search Vacation Homes in Greenwood

"This was our second time staying at Sarah's cottage downtown. It's super convenient for our family of four and small dog when we're in town to visit family."

"Great location and very comfortable accommodations. We explored Charlottesville and the Wineries during the day and were able to walk to breakfast and dinner every day for fantastic meals. Can’t wait to return!!"

"This was the best house to relax and unwind with a group of friends! We immediately fell in love with the coziness of the house. The location is great and was easy to get to. Would 10/10 recommend! "

"Such a great property and the owners are great! The house is super close to everything and the neighborhood is great. We can’t wait to book again! "

"Excellent decor. Very comfortable bed. Would stay again."

"Great location for our family visit for holiday…access was simple and straightforward. Single bathroom was tight but manageable. There were several areas that needed deep cleaning including window ledges, baseboards and blinds which had caked dirt and bugs"

"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "

"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...

"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "

"The house was really cozy with lots of space inside and outside to enjoy. We enjoyed playing games, sitting by the fire inside and outside, and visiting the local wineries and breweries. Ashley was an excellent host and quick to respond with any questions. "

"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "

"This was a perfect place for our bestie gathering. The location is beautiful...secluded and lovely. The house was truly impeccable. We loved the space. It was so well appointed with the little things that you may need. Simply awesome! Thank you to these great hosts!thoughtfully!"