Vacation Rentals & Apartments in Charlottesville

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103 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

    Price per night from

    $170

    Responds fast!
    avg. 1 hour 14 minutes

    Price per night from

    $170

    (5) 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

      Price per night from

      $630

      Price per night from

      $630

      (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

        Price per night from

        $687

        Price per night from

        $687

        (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

          Certificate of Excellence

          Price per night from

          $188

          Responds fast!
          avg. 1 hour 53 minutes

          Price per night from

          $188

            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

            Price per night from

            $344

            Price per night from

            $344

            (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

              Price per night from

              $258

              Price per night from

              $258

                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

                Price per night from

                $802

                Price per night from

                $802

                  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

                  Price per night from

                  $802

                  Price per night from

                  $802

                  (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

                    Price per night from

                    $258

                    Price per night from

                    $258

                    (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

                      Price per night from

                      $287

                      Price per night from

                      $287

                      (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

                        Price per night from

                        $182

                        Responds fast!
                        avg. 2 hours 12 minutes

                        Price per night from

                        $182

                          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

                          Price per night from

                          $195

                          Price per night from

                          $195

                            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

                            Price per night from

                            $229

                            Price per night from

                            $229

                            (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.

                              Price per night from

                              $201

                              Price per night from

                              $201

                              (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

                                Price per night from

                                $172

                                Price per night from

                                $172

                                (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

                                  Price per night from

                                  $315

                                  Price per night from

                                  $315

                                  (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

                                    Price per night from

                                    $201

                                    Responds fast!
                                    avg. 1 hour 44 minutes

                                    Price per night from

                                    $201

                                    (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

                                      Price per night from

                                      $716

                                      Price per night from

                                      $716

                                      (1) Excellent 

                                        6

                                        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

                                        Price per night from

                                        $344

                                        Responds fast!
                                        avg. 3 hours 20 minutes

                                        Price per night from

                                        $344

                                        (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

                                          Price per night from

                                          $252

                                          Price per night from

                                          $252

                                          (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

                                            Price per night from

                                            $212

                                            Price per night from

                                            $212

                                            (9) Excellent 

                                            Certificate of Excellence

                                              27

                                              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
                                              • Pet Friendly

                                              Certificate of Excellence

                                              Price per night from

                                              $190

                                              Responds fast!
                                              avg. 1 hour 42 minutes

                                              Price per night from

                                              $190

                                              (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

                                                Price per night from

                                                $378

                                                Price per night from

                                                $378

                                                  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

                                                  Price per night from

                                                  $172

                                                  Price per night from

                                                  $172

                                                  (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

                                                    Price per night from

                                                    $263

                                                    Responds fast!
                                                    avg. 2 hours 12 minutes

                                                    Price per night from

                                                    $263

                                                      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

                                                      Price per night from

                                                      $258

                                                      Price per night from

                                                      $258

                                                      (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

                                                        Price per night from

                                                        $172

                                                        Responds fast!
                                                        avg. 1 hour 20 minutes

                                                        Price per night from

                                                        $172

                                                          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

                                                          Price per night from

                                                          $447

                                                          Price per night from

                                                          $447

                                                            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

                                                            Price per night from

                                                            $859

                                                            Price per night from

                                                            $859

                                                              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

                                                              Price per night from

                                                              $229

                                                              Price per night from

                                                              $229

                                                                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

                                                                Price per night from

                                                                $344

                                                                Responds fast!
                                                                avg. 3 hours 20 minutes

                                                                Price per night from

                                                                $344

                                                                (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

                                                                  Price per night from

                                                                  $172

                                                                  Price per night from

                                                                  $172

                                                                    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

                                                                    Price per night from

                                                                    $172

                                                                    Price per night from

                                                                    $172

                                                                      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

                                                                      Price per night from

                                                                      $252

                                                                      Responds fast!
                                                                      avg. 1 hour 20 minutes

                                                                      Price per night from

                                                                      $252

                                                                      (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

                                                                        Price per night from

                                                                        $457

                                                                        Price per night from

                                                                        $457

                                                                        (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

                                                                          Price per night from

                                                                          $344

                                                                          Price per night from

                                                                          $344

                                                                            39

                                                                            Cope Foster | B&B-Style Guestroom; Walk to Charlottesville's Downtown Mall

                                                                            Virginia / Charlottesville

                                                                            Charlottesville b and b

                                                                            2 2 min stay varies

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

                                                                            Price per night from

                                                                            $144

                                                                            Price per night from

                                                                            $144

                                                                              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

                                                                              Price per night from

                                                                              $171

                                                                              Price per night from

                                                                              $171

                                                                              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.