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162 Charlottesville Holiday Rentals is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Charlottesville holiday rentals from 6 rental sites including HomeAway,, TripAdvisor and more, from $53 a night.

Charlottesville Information

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

Save hundreds with a vacation home rental from and forget the hotel room. For the ultimate getaway, Charlottesville offers 162 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Charlottesville start at an average price of $285 a night with long-term rentals averaging $25 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 127 of Charlottesville’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 21 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 115 vacation home rentals.

Traveling with your dog or cat? Choose from 43 pet-friendly rentals in Charlottesville that allow you to bring your extended family’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 6 vacation rental sites in Charlottesville where the top providers in that area are HomeAway,, and TripAdvisor. There are 66 HomeAway rentals, 42 short term rentals and 22 TripAdvisor vacation rentals.