Vacation Rentals & Apartments in Charlottesville

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98 apartments

(27) Excellent 

22

Elegant Jefferson-era Farmhouse - Charlottesville

Virginia / Charlottesville

Charlottesville house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly
  • Air conditioning
“Great weekend!” We celebrated a girl's weekend in late March at Rosneath. We were completely impressed with the house. Not only is it charming, it is also has beautiful updates (I wish I could always cook in a kitchen like that). It really had everyth
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Map

Price per night from

$171

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$171

Details

(17) Very Good 

18

The Recycled House - Walk Downtown

Virginia / Charlottesville

Charlottesville house

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
“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 neighbor
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Map

Price per night from

$288

Price per night from

$288

Details

(4) Excellent 

37

The Warren | Country Home - 1 Mile from King Family Vineyards in Lovely Crozet

Virginia / Charlottesville

Charlottesville house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Amazing views, country comfort, updated amenities” Stayed at The Warren with 5 other girls for a bachelorette weekend, and we can't wait for our next trip back! The house has a definitely country charm, but the plumbing, heat, appliances, and bathroom
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Map

Price per night from

$559

Price per night from

$559

Details
15

Buttercup | Walk to Downtown Mall from Private Apartment - LT Stays Welcome!

Virginia / Charlottesville

Charlottesville apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Map

Price per night from

$345

Price per night from

$345

Details

(51) Excellent 

Certificate of Excellence

20

The Cottage at Sunnybank B&B

Virginia / Charlottesville

Charlottesville b and b

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“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
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Certificate of Excellence

Map

Price per night from

$188

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$188

Details

(1) Excellent 

20

Ivy Farms | Spacious Private Apartment Suite; 4 mi to UVa, Near Stonefield & 29

Virginia / Charlottesville

Charlottesville apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$229

Price per night from

$229

Details

(1) Excellent 

21

Cottage at Falling Meadows Farm | Charming single family home in wine country

Virginia / Charlottesville

Charlottesville house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$610

Price per night from

$610

Details

(1) Excellent 

12

Quarters Farm

Virginia / Charlottesville

Charlottesville farmhouse

4 11 2 nights min

  • 4 bedrooms
  • sleeps 11
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$316

Price per night from

$316

Details
16

Valley Point Cottage | Scenic Getaway up Garth Road, Just 3 miles to UVa

Virginia / Charlottesville

Charlottesville cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Air conditioning

Map

Price per night from

$173

Price per night from

$173

Details

(7) Excellent 

28

Civil War Cabin Built by Confederate Soldier in Blue Ridge Mountains

Virginia / Charlottesville

Charlottesville log cabin

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Serene cabin near running creek” Dear Stan, We had a wonderful stay last month in the logwood cabin, that dates back to the Civil War. It was a very unique cabin with a homely, quaint feel. There was a lovely little fireplace and the cabin felt ver
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Map

Price per night from

$182

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$182

Details
30

Jefferson Park Circle | Beautiful & Spacious Home; Walk to UVa/Scott Stadium

Virginia / Charlottesville

Charlottesville house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Car not necessary
  • Air conditioning
  • Private garden

Map

Price per night from

$711

Price per night from

$711

Details

(8) Excellent 

Certificate of Excellence

24

H'Owl at the Moon Farm

Virginia / Charlottesville

Charlottesville log cabin

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Certificate of Excellence

Map

Price per night from

$211

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$211

Details

(4) Excellent 

20

Milton Cottage | Solar-Friendly Cottage Near Monticello, C'ville & Area Wineries

Virginia / Charlottesville

Charlottesville cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

Map

Price per night from

$188

Price per night from

$188

Details

(1) Excellent 

15

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

Virginia / Charlottesville

Charlottesville house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Map

Price per night from

$719

Price per night from

$719

Details

(14) Very Good 

13

Anna Valley Farm -- Close to Charlottesville!

Virginia / Charlottesville

Charlottesville house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“A real home!!!” The owner is quick to reply to inquiries, and he has lived in this house. So you have everything you need to cook with in a beautiful kitchen (glasses, dishes, Clean pots and pans, great stove, bowls, and gadgets.) Inside, the home is
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Map

Price per night from

$202

Responds fast!
avg. 1 hour 52 minutes

Price per night from

$202

Details
44

Pocahontas | Large, Historical Summer Home, Convenient to C'ville, Wineries

Virginia / Charlottesville

Charlottesville house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$711

Price per night from

$711

Details

(24) Excellent 

21

Afton Cottage: UVA, Monticello, Hiking, Wineries, Breweries.

Virginia / Charlottesville

Charlottesville cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Great at-home feel” This is a great place in the quiet of the country, birds (and squirrels) in the birdfeeders on the porch, hawks (and buzzards) overhead, and sometimes deer grazing in the back yard. A lovely retreat in the woods but close to Charlo
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Map

Price per night from

$252

Price per night from

$252

Details

(9) Excellent 

15

Ivy Guest | Spacious Above-Garage Apartment Convenient to C'ville & Crozet

Virginia / Charlottesville

Charlottesville apartment

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“The place to stay near Charlottesville” Lisa and Keith could not have been nicer or more helpful. Although we do know the area pretty well, their hints of eateries for that particular area were just right. The accommodations were perfect. We were a
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Map

Price per night from

$173

Price per night from

$173

Details

(1) Excellent 

21

Ramsay Estate | Carriage House on Historic Estate with Blue Ridge Views

Virginia / Charlottesville

Charlottesville cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$258

Price per night from

$258

Details
24

Braeside Annex | Comfort Close to UVa & Boars Head - LT Stays Welcome!

Virginia / Charlottesville

Charlottesville apartment

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning

Map

Price per night from

$258

Price per night from

$258

Details

(2) Excellent 

10

Jasmine Cottage | Private King Suite in Lewis Mtn; Walk to UVa/Scott Stadium

Virginia / Charlottesville

Charlottesville cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning
“Convenient and Peaceful” Jasmine Hill is a remarkable property. The inviting studio had been recently renovated (I believe within the year) and was extremely clean and neat. The space is large, and the ample windows make the area feel even more open.
…see more

Map

Price per night from

$202

Price per night from

$202

Details

(2) Excellent 

9

Rooster Hill Bed and Breakfast

Virginia / Charlottesville

Charlottesville b and b

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Ask about children
  • Air conditioning
“I so enjoyed the peace, and the love that is felt when you arriv” Great Hospitality and beautiful surrounding's,very clean and very well maintained
…see more

Map

Price per night from

$380

Price per night from

$380

Details

(1) Excellent 

11

Charlottesville Lake and Mtn B and B

Virginia / Charlottesville

Charlottesville house

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Map

Price per night from

$345

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$345

Details

(1) Excellent 

11

Servants' Cottage on Huge Horse/Cattle Farm

Virginia / Charlottesville

Charlottesville cottage

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Map

Price per night from

$172

Price per night from

$172

Details
2

Ingleridge | Luxurious Two-Bedroom Annex, Just 3 miles to UVa

Virginia / Charlottesville

Charlottesville apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Air conditioning
  • Private garden

Map

Price per night from

$397

Price per night from

$397

Details
19

Martin Suite | Scenic Views, Close to the Heart of C'ville - LT Stays Welcome!

Virginia / Charlottesville

Charlottesville apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$230

Price per night from

$230

Details

(4) Very Good 

26

Private Pet-Friendly 3BR Blue Ridge Mtn Cabin - Huge Deck

Virginia / Charlottesville

Charlottesville log cabin

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“Wonderful cabin on the Blue Ridge Parkway” Staying at this cabin was the highlight of the vacation for my kids. We shared it with my brother and his family and the kids had a wonderful time between the loft bedroom and the short hiking trail around t
…see more

Map

Price per night from

$263

Responds fast!
avg. 2 hours 25 minutes

Price per night from

$263

Details
30

Bollingwood | B&B Style Guestroom(s) in Lewis Mtn; Walk to UVA/Scott Stadium

Virginia / Charlottesville

Charlottesville b and b

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$153

Price per night from

$153

Details
19

Amazing Gaze | Spacious Home w/ Hot Tub, Grill & Mountain Views Near C'ville

Virginia / Charlottesville

Charlottesville house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$859

Price per night from

$859

Details
18

Locust Hill | Queen Guest Room at Birthplace of Meriwether Lewis - Close to UVa

Virginia / Charlottesville

Charlottesville house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Map

Price per night from

$204

Price per night from

$204

Details
16

Cville Overnight

Virginia / Charlottesville

Charlottesville b and b

3 7 1 night min

  • 3 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Ask about pets

Map

Price per night from

$344

Responds fast!
avg. 3 hours 23 minutes

Price per night from

$344

Details
14

Plainfields Cottage | Explore VA With Easy Access to Cville, Wineries & Hiking

Virginia / Charlottesville

Charlottesville cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$153

Price per night from

$153

Details

(1) Excellent 

25

The Hathaway | Comfort & Convenience to UVA & Downtown C'ville | Extended Stays

Virginia / Charlottesville

Charlottesville house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Map

Price per night from

$345

Price per night from

$345

Details

(1) Excellent 

11

Bradford Suite | B&B Style Suite off 29, Close to UVa & Downtown C'ville

Virginia / Charlottesville

Charlottesville apartment

2 2 min stay varies

  • 2 bedrooms
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Map

Price per night from

$153

Price per night from

$153

Details
10

Modern, Convenient, and Comfortable Condo in Charlottesville

Virginia / Charlottesville

Charlottesville apartment

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Air conditioning

Map

Price per night from

$150

Price per night from

$150

Details

(2) Very Good 

15

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

Virginia / Charlottesville

Charlottesville house

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Map

Price per night from

$457

Price per night from

$457

Details
20

Pond House on Huge Horse Farm

Virginia / Charlottesville

Charlottesville cottage

2 7 1 night min

  • 2 bedrooms
  • sleeps 7
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Map

Price per night from

$252

Price per night from

$252

Details
31

Charming Temple Hill Farm Cottage_ close to UVa

Virginia / Charlottesville

Charlottesville cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Map

Price per night from

$229

Price per night from

$229

Details

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.