206 Charlottesville Vacation Rentals & Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Charlottesville vacation rentals from 6 rental sites including Booking.com, HomeAway, TripAdvisor and more, ranging from $39 to $2000 a night.

Information about Charlottesville

About Charlottesville

Charlottesville, Virginia was rated America’s Happiest City in 2014 and was the hometown of three former presidents. Charlottesville has several cultural attractions, including the Virginia Discovery Museum and Thomas Jefferson’s Monticello. Charlottesville is also a great place for outdoor activities, such as hiking, since there is Shenandoah National Park. There are also several great day trips that you can take from Charlottesville, including Virginia Beach and Washington DC.

Things to Do in Charlottesville

See a concert at the Jefferson Theater, which was built in 1912. Take your kids to the Virginia Discovery Museum, which is open Monday through Saturday from 10am to 5pm. For restaurants, live music, and shopping, visit the Historic Downtown Mall. Eat authentic Mediterranean food at Bashir’s Taverna or grab a burger at Citizen Burger Bar. Try going to the South Street Brewery to try local Virginia beers. While staying in Charlottesville, make sure to visit Jefferson’s famous Monticello. For outdoor activities and adventures, visit the Shenandoah National Park, which includes 200,000 acres of land and 500 miles of trails. Walk down Skyline Drive or hike down part of the Appalachian Trail. Take a wine tour through a few of Charlottesville’s 12 vineyards.

Day Trips Near Charlottesville

Visit the nation’s capital while you are renting in Charlottesville. Washington, DC is about two hours and 15 minutes away from Charlottesville without traffic. Once in DC you can brush up on your American history by visiting the Lincoln Memorial, the Thomas Jefferson Memorial, and the National Museum of American History. If you love museums, make sure to visit the National Air and Space Museum and the International Spy Museum. Another good day trip from Charlottesville is to Richmond, Virginia, which is about an hour drive. Visit one of Richmond’s 18 breweries or take your family for a walk down Liberty Trail. For a day trip that’s a bit further away, you can visit Virginia Beach. Virginia Beach is about a three-hour drive from Charlottesville. Spend a few hours at the beach and then visit Virginia Aquarium.

Charlottesville Accommodation

You can rent a modern studio in the heart of Charlottesville or you can rent a cozy cottage right outside of downtown. If you’re traveling with a larger group, there are entire estates available for rent. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Charlottesville vacation rental today!

Transportation in Charlottesville

While renting in Charlottesville, you can utilize the CAT, which is the Charlottesville Area Transit. The bus runs seven days a week and only costs $0.75 per ride. Children age 12 and under are free. To save money, you can buy a three day or seven day pass on a smart card at the Downtown Transit Station. If you are planning on taking day trips, it is definitely easier to rent a car. Charlottesville is also a very bike friendly city, and was even named a Bicycle Friendly Community by the League of American Bicyclists. All of Charlottesville’s buses include bike racks for your convenience.

Vacation Rentals in Charlottesville

Looking for a vacation rental in Charlottesville? Tripping.com has 328 rental homes available in Charlottesville. Potential renters will find studios, 214 1-bedroom, 44 2-bedroom and 70 rentals with 3 or more bedrooms ranging from $39 a night to $2000 a night. Many of these properties are instantly bookable.

The average price of a nightly rental in Charlottesville is $274 while the average price of a weekly rental is $935. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Charlottesville home is $2380.

Wondering if you can bring your favorite dog or cat with you? We have 45 pet friendly vacation rentals available for you. In addition to accommodating pets, Charlottesville rentals offer a variety of amenities. In particular, 120 rentals have internet and wifi, 128 have TV and/or cable and 27 have a pool or hot tub.

Search properties from 6 rental sites in Charlottesville where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 146 Booking.com rentals, 97 HomeAway short term rentals and 50 TripAdvisor vacation rentals.