Charlottesville holiday homes

We found 415 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Select from 174 houses, 60 apartments and other holiday rentals to find the perfect place for your stay in Charlottesville. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The lively city of Charlottesville awaits you

Enjoy the area's live music, theatre scene and wineries with a rental holiday home in Charlottesville. Renowned for its university setting, sporting events and shopping, this city welcomes all visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Charlottesville

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Charlottesville a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Jefferson Vineyards (3.1 mi / 5 km)
  • Trump Winery (6.2 mi / 10.1 km)
  • Keswick Vineyards and Winery (10.7 mi / 17.3 km)
  • Pippin Hill Farm & Vineyards (11.1 mi / 17.9 km)
  • King Family Vineyards (13.9 mi / 22.3 km)
  • Barboursville Vineyards (14.1 mi / 22.7 km)

Exploring the mountains and other natural features in Charlottesville

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Charlottesville. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Shenandoah National Park (21.3 mi / 34.2 km)
  • Carter Mountain Orchard (2.7 mi / 4.3 km)
  • Rockfish Gap Entrance Shenandoah (20.7 mi / 33.2 km)
  • Blue Ridge Parkway North Entrance (20.7 mi / 33.3 km)
  • Swift Run Gap Entrance Shenandoah (23 mi / 37 km)
  • Doyles River Falls (18.6 mi / 29.9 km)

Transport options to and around Charlottesville

The nearest airport is in Charlottesville, VA (CHO-Charlottesville-Albemarle), located 7.7 mi (12.5 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 28.1 mi (45.3 km) away.

If you'd rather travel by train, the main station is Charlottesville Station.

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