Vacation Rentals & Apartments in Charlottesville

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38 apartments

The Cottage at Sunnybank B&B

Charlottesville b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Idyllic, relaxing setting with attentive but unobtrusive hosts including Joe, the sweetest dog ever.” Location easy to find. Peaceful with beautiful pool and walking trails. Nice places to visit nearby though it was not easy to leave the cottage. Anne and Jim made sure we had everything we needed but gave us plenty of privacy. It was almost like we'd rented the entire property. Every comfort was there from our exact food preferences to comfortable accommodations and private patio. Will visit again as soon as we can.

Responds fast! avg. 1 hour 44 minutes

Price per night from

$193

The Recycled House - Walk Downtown

Charlottesville house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Great Visit!” My friends and I stayed here for a UVa football game and this place was perfect! Debra was very warm and welcoming. We are already planning out next trip!

Price per night from

$316

Minutes from UVA; Feel Like You're in the Country

Charlottesville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$717

Howl at the Moon Farm and Cabin

Charlottesville log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$286

Servants' Cottage on Huge Horse/Cattle Farm

Charlottesville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Pond House on Huge Horse Farm

Charlottesville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$253

Charlottesville, 1830's Row-house 1 Block from Downtown Pedestrian Mall

Charlottesville house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 9

Responds fast! avg. 26 minutes

Price per night from

$687

Avon House in Historic Downtown near the mall, UVA, restaurants & free trolley

Charlottesville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$1,261

Walk to UVA from Historic Rugby Rd

Charlottesville house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,718

Fully Furnished, Countryside Apt. near UVA; 2 Kings or King+2 Twins

Charlottesville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$247

Walk to UVA from Historic Rugby Rd

Charlottesville studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$228

1223-27 Park Street

Charlottesville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$714

Charlottesville Downtown Retreat

Charlottesville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$172

Mountain Retreat Nestled in the Virginia Foothills

Charlottesville house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$402

Sunhouse on Monticello in downtown Charlottesville

Charlottesville house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$134

Arbor House basement for the VA Film Fest in Nov.

Charlottesville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$195

Great rentals within 20 miles that match your search

Angel Nest Bed & Breakfast

Keswick house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$1,032

Maren Estate (Mountain Estate 20 min to UVA)

Afton house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Price per night from

$1,949

Wine tasting, Civil War sites,near Charlottesville

Palmyra cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$201

Gordonville Va, SHENANDOAH CROSSING

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 58 minutes

Price per night from

$138

Fairhunt Farm Guest Quarters

Scottsville apartment

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$144

2 Bedroom Cabin Sleeps 6

Gordonsville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$224

Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$201

Beautiful Shenandoah Crossing

Gordonsville lodge

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$230

Angel Nest Bed & Breakfast Room 1

Keswick private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Angel Nest Bed & Breakfast Room 2

Keswick private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Angel Nest Bed & Breakfast Room 3

Keswick private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

Angel Nest Bed & Breakfast Room 5

Keswick private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$1,032

Angel Nest Bed & Breakfast Room 6

Keswick private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$287

The Cottage at Still Pond Farm

Stanardsville cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$343

2 BEDROOM CABIN SHENANDOAH CROSSING GORDENSVILLE VIRGINIA

Virginia Beach log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$201

Try glamping in a Yurt in the Shenandoah Valley, VA

Gordonsville yurt

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$492

La Maison des Ours

Earlysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$316

Touchstone Manor

Dyke manor house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

Price per night from

$1,605

Farm Cottage in the Heart of Virginia's Wine Country!

Afton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$287

Mountain Retreat to the Fox Den at Meadow Springs

Ruckersville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$114

Paradise Mountain Estate

Greenwood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$275

The Lodge in Sugar Hollow

Crozet house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$459

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About Charlottesville

Charlottesville, Virginia

Charlottesville, Virginia always ranks high when it comes to best places to live. The city is refined yet vibrant thanks to the campus of the University of Virginia. This, together with a historic past, makes for a great vacation destination. To find the right Charlottesville vacation book, browse and book on FlipKey.

About Charlottesville

Charlottesville is named after British King George III’s wife, Queen Charlotte of Mecklenburg-Strelitz, and is located in the center of the State of Virginia.

Sitting along the Rivanna River in the shadow of the Blue Ridge Mountains, Charlottesville is 70 miles from the state capital Richmond and 115 miles from the nation’s capital Washington DC.

Home to both Thomas Jefferson and James Monroe, the town owes much to the legacy of the former presidents.

Playing only a bit part in the Revolutionary War, Charlottesville was spared the destruction and burning that the State of Virginia suffered at the hands of the Union Army during the Civil War, except for a skirmish with General George Armstrong Custer in which the Yankee fled after thinking he was up against a superior force.

Today, Charlottesville is a trendy university town with a pedestrianized center full of hip restaurants and bars.

What to do in Charlottesville

The number one spot on any tourist’s itinerary has to be a visit to Thomas Jefferson’s home at Monticello. Built and then re-built over 40 years, Monticello and its gardens are a reflection on what life was like for a plantation owner during the Revolutionary period.

After seeing how Jefferson lived, the next logical step is to visit his greatest achievement, the University of Virginia. Founded in 1819, the nearly 1,700-acre campus is a colonial work of art surrounded by majestic lawns.

Being so close to the Blue Ridge Mountains, you cannot go home without taking Skyline Drive through Shenandoah National Park. The scenery is so spectacular that the speed limit along the 105-mile route is posted at 35mph to help avoid accidents.

Shenandoah is also the place to go for hiking, biking, canoeing, horseback riding, fishing, bird watching, and astronomy.

Top Charlottesville travel tips

With four distinct seasons, the best time to see Charlottesville at its best is during the fall when the students are back on campus following summer vacation and the leaves are changing color along Skyline Drive.

With the town having no professional sports teams nearby, the U. Va Cavaliers have a huge following. Try to attend a football game and join in with the crowd as they link arms and sing “The Good Old Song” following a hometown touchdown.

During the summer, Charlottesville’s downtown brick lined shops come alive for “Fridays After Five” with live music and festivities throughout the night.

Whether you visit as a couple or as a family, Charlottesville is the American South at its best. Full of history and ideally suited for mountain excursions, make this your next vacation destination. You can find a wide range of Charlottesville vacation rental properties to suit all needs by visiting FlipKey.

Top Destination reviews

The Cottage at Sunnybank B&B
Beauty and relaxation!!!

We can not say enough about our stay here!!! This is our second time and we are most definitely planning more trips here!!! If your looking for a very nice relaxing, peaceful, beautiful, romantic place to stay look no further!!! Anne and Jim go out of their way to make you as comfortable as possible. We so enjoy everything about this place! If you choose to stay here you will not regret it but will want to continue to come back time after time!!! Thank you so much Anne for your delicious treats and all you do to make us so comfortable and for sharing your beautiful cottage with us!!! Cant wait to come back!!!see more
The Recycled House - Walk Downtown
Do not miss this opportunity!

What a fabulous house! The house is unique, the location is excellent, and Debra is a wonderful host. As I sat on the front porch in the morning and early evening, I began to think It was my home as I waved to neighbors walking by on the path. I look forward to another visit. Oh, and the delicious cookies Debra left in the cookie jar hit the mark for someone with a sweet tooth.see more

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