Charlottesville Vacation Rentals in the Virginia Hills

The rolling Virginia hills greet you when you rent Charlottesville vacation rentals. From a presidential home to Civil War battlegrounds, the state of Virginia offers top vacation opportunities, especially at Charlottesville vacation homes. Charlottesville house rentals are less than 10 minutes from Monticello and the University of Virginia.

Charlottesville Vacation Homes for the Parents of College Freshman


If you are dropping off your freshman at college this year or very soon, consider Charlottesville vacation homes as your new vacation destinations. Your child can get comfortable in the dorms near the college, and you can spend a few days helping him or her get acclimated by staying in the available Charlottesville house rentals. By staying at Charlottesville mountain rentals, you can give your child one last homecooked meal before heading back to your own home.

Monticello Near Charlottesville House Rentals


Historically, the University of Virginia is very important because it was founded by Thomas Jefferson. His home at Monticello is one the state’s most impressive estates and it is seven miles from Interstate 64. If you are going to tour the school, you cannot forget the estate while staying at Charlottesville house rentals. Tours are given every few hours, and it takes a bit over three hours to tour the entire estate. After a nice morning at Monticello, it is possible to return to Charlottesville vacation homes for lunch before heading to another city attraction.

Museums of Charlottesville Vacation Rentals


The Lewis and Clark and Sacajawea Memorial is located in Midway Park and Main Street, another short drive from Charlottesville vacation rentals. You can learn about the explorers’ lives and how instrumental Sacajawea was to their expeditions. Once you have completed tours of local museums, you might consider the wineries in the area for a nice pre-dinner cocktail tour. If you enjoy the game of golf, consider checking out a Charlottesville rental near the golf course and go home with an improved game. Search for your vacation home today!

Other options for Central Virginia rentals include Lake Anna lodging, or vacation rentals in Wintergreen VA.

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Charlottesville: Houses, Cottages & More(85)

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The Loft On Main Street
    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 4
$300 - $400
per night

The Loft On Main Street

Book it Now!
2 night Minimum Stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
  1. Central Virginia >
  2. Charlottesville Condo
#472198vb
    Restored, close to UVA,wineries,shops,restaurants,
      2 Bedrooms,
    • 1 Bathroom
      • , Sleeps 4

    Restored, close to UVA,wineries,shops,restaurants,

    • 2 BR,
    • 1 BA,
    • Sleeps 4
    1. Central Virginia >
    2. Charlottesville Bungalow
    #333691vb
      (3)
      Downtown Charlottesville Carriage House- a Stay Charlottesville property
        1 Bedrooms,
      • 1 Bathroom
        • , Sleeps 4

      Downtown Charlottesville Carriage House- a Stay Charlottesville property

      • 1 BR,
      • 1 BA,
      • Sleeps 4
      1. Central Virginia >
      2. Charlottesville House
      #237611
        (4)
        Four beautiful reasons to visit Rosneath: Spring Summer Fall Winter
          3 Bedrooms,
        • 1 Half Bath
          • , Sleeps 8
        $265 - $350
        per night

        Four beautiful reasons to visit Rosneath: Spring Summer Fall Winter

        3 night Minimum Stay
        • 3 BR,
        • 1 HF BA,
        • Sleeps 8
        1. Central Virginia >
        2. Charlottesville Farmhouse
        #965063
          (26)
          House 408 Home Away From Home
            2 Bedrooms,
          • 2 Bathrooms
            • , Sleeps 6
          $230 - $275
          per night

          House 408 Home Away From Home

          2 night Minimum Stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
          1. Central Virginia >
          2. Charlottesville Apartment
          #475658vb
            Carriage House at Warren Mill, retreat near the James, close to C'ville, UVA
              2 Bedrooms,
            • 1 Bathroom
              • , Sleeps 6
            $150 - $200
            per night

            Carriage House at Warren Mill, retreat near the James, close to C'ville, UVA

            2 night Minimum Stay
            • 2 BR,
            • 1 BA,
            • Sleeps 6
            1. Central Virginia >
            2. Charlottesville Cottage
            #377455
              (6)
              1700`s-Era Western Albemarle farmhouse featuring extraordinary mountain views
                3 Bedrooms,
              • 2 Bathrooms, 
              • 1 Half Bath
                • , Sleeps 6
              $405
              per night

              1700`s-Era Western Albemarle farmhouse featuring extraordinary mountain views

              2 night Minimum Stay
              • 3 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 6
              1. Central Virginia >
              2. Charlottesville Cottage
              #3006296
                1 Review
                Charming and elegant guest house located on Locust Ave
                  1 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 4
                $155 - $195
                per night

                Charming and elegant guest house located on Locust Ave

                2 night Minimum Stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                1. Central Virginia >
                2. Charlottesville Cottage
                #396398
                  Elegantly renovated carriage house located in Farmington C.C. area
                    2 Bedrooms,
                  • 3 Bathrooms
                    • , Sleeps 6

                  Elegantly renovated carriage house located in Farmington C.C. area

                  • 2 BR,
                  • 3 BA,
                  • Sleeps 6
                  1. Central Virginia >
                  2. Charlottesville House
                  #928312
                    1 Review
                    Beautiful, downtown Executive Suite Apartment with stunning rooftop terrace.
                      2 Bedrooms,
                    • 1 Bathroom
                      • , Sleeps 4

                    Beautiful, downtown Executive Suite Apartment with stunning rooftop terrace.

                    • 2 BR,
                    • 1 BA,
                    • Sleeps 4
                    1. Central Virginia >
                    2. Charlottesville Apartment
                    #930615
                      Peaceful Georgian Colonial - Heart of Monticello Wine Trail
                        4 Bedrooms,
                      • 3 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 12
                      $350
                      per night

                      Peaceful Georgian Colonial - Heart of Monticello Wine Trail

                      Book it Now!
                      2 night Minimum Stay
                      • 4 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 12
                      1. Central Virginia >
                      2. Charlottesville Estate
                      #920012
                        (5)
                        Afton Cottage:UVA, Monticello, Shenandoah Nat Park, Hiking, Wineries
                          2 Bedrooms,
                        • 1 Bathroom
                          • , Sleeps 5
                        $195 - $240
                        per night

                        Afton Cottage:UVA, Monticello, Shenandoah Nat Park, Hiking, Wineries

                        • 2 BR,
                        • 1 BA,
                        • Sleeps 5
                        1. Central Virginia >
                        2. Charlottesville Cottage
                        #229040
                          (75)
                          Country House w/Private Pool & Mountain View, near Vineyards, 12 mi to Cville
                            2 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 6
                          $300 - $425
                          per night

                          Country House w/Private Pool & Mountain View, near Vineyards, 12 mi to Cville

                          2 night Minimum Stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                          1. Central Virginia >
                          2. Charlottesville House
                          #364449
                            (39)
                            Servants' Cottage on 600 Acre Working Horse/Cattle Estate
                              Studio,
                            • 1 Bathroom
                              • , Sleeps 4
                            $75 - $160
                            per night

                            Servants' Cottage on 600 Acre Working Horse/Cattle Estate

                            • Studio,
                            • 1 BA,
                            • Sleeps 4
                            1. Central Virginia >
                            2. Charlottesville Cottage
                            #442721vb
                              (8)
                              Woodrock Lodge - Enchanting Woodsy Setting Close to NGIC Location
                                3 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 8
                              $166
                              per night

                              Woodrock Lodge - Enchanting Woodsy Setting Close to NGIC Location

                              6 night Minimum Stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 8
                              1. Central Virginia >
                              2. Charlottesville Lodge
                              #330887
                                (7)
                                Special Offer Enchanting Woodsy Setting Close to NGIC (May 22 - October 31)
                                Acadiana - Luxurious home close to UVA Football, weddings, golf & wineries
                                  4 Bedrooms,
                                • 5 Bathrooms, 
                                • 1 Half Bath
                                  • , Sleeps 10
                                $575 - $875
                                per night

                                Acadiana - Luxurious home close to UVA Football, weddings, golf & wineries

                                2 night Minimum Stay
                                • 4 BR,
                                • 5 BA,
                                • 1 HF BA,
                                • Sleeps 10
                                1. Central Virginia >
                                2. Charlottesville House
                                #332104
                                  (29)
                                  Historic, Quiet Studio Apt on the River Near Uva and Downtown.
                                    1 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 3
                                  $115
                                  per night

                                  Historic, Quiet Studio Apt on the River Near Uva and Downtown.

                                  Book it Now!
                                  2 night Minimum Stay
                                  • 1 BR,
                                  • 1 BA,
                                  • Sleeps 3
                                  1. Central Virginia >
                                  2. Charlottesville House
                                  #398822
                                    1 Review
                                    First St- Tree House- 3rd Floor Apartment Located Downtown
                                      1 Bedrooms,
                                    • 1 Bathroom
                                      • , Sleeps 4

                                    First St- Tree House- 3rd Floor Apartment Located Downtown

                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                    1. Central Virginia >
                                    2. Charlottesville Apartment
                                    #978823
                                      (11)
                                      House408 in Downtown Charlottesville
                                        2 Bedrooms,
                                      • 1 Bathroom
                                        • , Sleeps 4

                                      House408 in Downtown Charlottesville

                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                      1. Central Virginia >
                                      2. Charlottesville Apartment
                                      #242761
                                        (13)
                                        Private Log Cabin on 66 Acres in the Heart of Monticello.....
                                          2 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 4
                                        $150
                                        per night

                                        Private Log Cabin on 66 Acres in the Heart of Monticello.....

                                        2 night Minimum Stay
                                        • 2 BR,
                                        • 1 BA,
                                        • Sleeps 4
                                        1. Central Virginia >
                                        2. Charlottesville Cabin
                                        #902202
                                          (124)
                                          Country Cottage Jewel – near Monticello, local Wineries and U.Va.
                                            2 Bedrooms,
                                          • 1 Bathroom
                                            • , Sleeps 4
                                          $225
                                          per night

                                          Country Cottage Jewel – near Monticello, local Wineries and U.Va.

                                          2 night Minimum Stay
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 4
                                          1. Central Virginia >
                                          2. Charlottesville Cottage
                                          #272476
                                            (8)
                                            Spectacular 85 acre retreat Blue Ridge Mountain Wine Country with private pool
                                              5 Bedrooms,
                                            • 3 Bathrooms
                                              • , Sleeps 18
                                            $500 - $650
                                            per night

                                            Spectacular 85 acre retreat Blue Ridge Mountain Wine Country with private pool

                                            2 - 7 night Minimum Stay
                                            • 5 BR,
                                            • 3 BA,
                                            • Sleeps 18
                                            1. Central Virginia >
                                            2. Charlottesville House
                                            #185451
                                              (18)
                                              'Pond House' - on Huge Horse Farm; Great for Young Families
                                                2 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 7
                                              $125 - $275
                                              per night

                                              'Pond House' - on Huge Horse Farm; Great for Young Families

                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 7
                                              1. Central Virginia >
                                              2. Charlottesville Cottage
                                              #920018
                                                (27)
                                                1856 Manor House on 600-Acre Horse/Cattle Estate; Great For All Ages.
                                                  4 Bedrooms,
                                                • 4 Bathrooms
                                                  • , Sleeps 14
                                                $252 - $625
                                                per night

                                                1856 Manor House on 600-Acre Horse/Cattle Estate; Great For All Ages.

                                                • 4 BR,
                                                • 4 BA,
                                                • Sleeps 14
                                                1. Central Virginia >
                                                2. Charlottesville Farmhouse
                                                #369146
                                                  (9)
                                                  Restored, UVA,Downtown,Wineries, Monticello
                                                    2 Bedrooms,
                                                  • 1 Bathroom
                                                    • , Sleeps 4
                                                  $245
                                                  per night

                                                  Restored, UVA,Downtown,Wineries, Monticello

                                                  2 night Minimum Stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • Sleeps 4
                                                  1. Central Virginia >
                                                  2. Charlottesville Cottage
                                                  #275064
                                                    (5)
                                                    Skyline Crest - Spectacular Blue Ridge Mountain Retreat
                                                      2 Bedrooms,
                                                    • 2 Bathrooms
                                                      • , Sleeps 4

                                                    Skyline Crest - Spectacular Blue Ridge Mountain Retreat

                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 4
                                                    1. Central Virginia >
                                                    2. Charlottesville House
                                                    #983379
                                                      (20)
                                                      Anna Valley Farm in Charlottesville
                                                        2 Bedrooms,
                                                      • 2 Bathrooms
                                                        • , Sleeps 5
                                                      $150
                                                      per night

                                                      Anna Valley Farm in Charlottesville

                                                      2 night Minimum Stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 5
                                                      1. Central Virginia >
                                                      2. Charlottesville House
                                                      #974932
                                                        2 Reviews
                                                        Three Homes, One 600-Acre Estate = Your Perfect Wedding or Event Venue
                                                          7 Bedrooms,
                                                        • 6 Bathrooms
                                                          • , Sleeps 25
                                                        $500 - $1,000
                                                        per night

                                                        Three Homes, One 600-Acre Estate = Your Perfect Wedding or Event Venue

                                                        1 - 2 night Minimum Stay
                                                        • 7 BR,
                                                        • 6 BA,
                                                        • Sleeps 25
                                                        1. Central Virginia >
                                                        2. Charlottesville Estate
                                                        #442723vb
                                                          Downtown Luxury - Trolley to UVA campus and stadium
                                                            3 Bedrooms,
                                                          • 4 Bathrooms
                                                            • , Sleeps 8
                                                          $545 - $845
                                                          per night

                                                          Downtown Luxury - Trolley to UVA campus and stadium

                                                          2 night Minimum Stay
                                                          • 3 BR,
                                                          • 4 BA,
                                                          • Sleeps 8
                                                          1. Central Virginia >
                                                          2. Charlottesville House
                                                          #326455
                                                            (10)
                                                            4 miles from UVA-Relax in our WELL APPOINTED HOME on 5 acres with PRIVATE POND
                                                              6 Bedrooms,
                                                            • 4 Bathrooms
                                                              • , Sleeps 15
                                                            $600
                                                            per night

                                                            4 miles from UVA-Relax in our WELL APPOINTED HOME on 5 acres with PRIVATE POND

                                                            2 night Minimum Stay
                                                            • 6 BR,
                                                            • 4 BA,
                                                            • Sleeps 15
                                                            1. Central Virginia >
                                                            2. Charlottesville House
                                                            #474696vb
                                                              • 1 - 30 of 85
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