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60 Houses

(1) Excellent 

    24

    'Anny's Farm House' in Round Hill Wine Country!

    Loudoun County / Round Hill

    Round Hill house

    4 8 min stay varies

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

    Price per night from

    $327

    Responds fast!
    avg. 36 minutes

    Price per night from

    $327

    Great rentals within 20 miles that match your search

    Distance approx 12.53 km from Round Hill

      21

      Beautiful & Spacious Detached Home

      Loudoun County / Leesburg

      Leesburg house

      5 10 3 nights min

      • 5 bedrooms
      • sleeps 10
      • 3 nights min
      • Child Friendly
      • Air conditioning
      • Private garden

      Price per night from

      $263

      Responds fast!
      avg. 2 hours 27 minutes

      Price per night from

      $263

      Distance approx 16.04 km from Round Hill

      (19) Very Good 

      Certificate of Excellence

        27

        RIVERKEEPER INN, Waterfront Cottage on the Potomac

        West Virginia / Harpers Ferry

        Harpers Ferry bungalow

        1 4 min stay varies

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

        Certificate of Excellence

        Price per night from

        $137

        Responds fast!
        avg. 52 minutes

        Price per night from

        $137

        Distance approx 11.7 km from Round Hill

          15

          Private and Remodeled Historic 2 Bedroom Condo in Heart of Downtown Charles Town

          West Virginia / Charles Town

          Charles Town apartment

          2 5 1 night min

          • 2 bedrooms
          • sleeps 5
          • 1 night min
          • Child Friendly
          • Air conditioning

          Price per night from

          $114

          Price per night from

          $114

          Distance approx 13.25 km from Round Hill

          (2) Excellent 

            6

            Marbrun House in Historic Harpers Ferry

            West Virginia / Harpers Ferry

            Harpers Ferry room

            1 2 1 night min

            • 1 bedroom
            • sleeps 2
            • 1 night min
            • Air conditioning
            • Private garden

            Price per night from

            $86

            Responds fast!
            avg. 1 hour 39 minutes

            Price per night from

            $86

            Distance approx 18.95 km from Round Hill

              5

              Wine Country Retreat 60 miles from DC

              Virginia / Markham

              Markham house

              4 12 2 nights min

              • 4 bedrooms
              • sleeps 12
              • 2 nights min
              • Child Friendly
              • Pet Friendly

              Price per night from

              $573

              Responds fast!
              avg. 2 hours 42 minutes

              Price per night from

              $573

              Distance approx 6.67 km from Round Hill

              (4) Excellent 

              Certificate of Excellence

                29

                Golden Room at Loudoun Valley Manor near Leesburg

                Loudoun County / Waterford

                Waterford house

                1 2 1 night min

                • 1 bedroom
                • sleeps 2
                • 1 night min
                • Air conditioning
                • Private garden

                Certificate of Excellence

                Price per night from

                $109

                Responds fast!
                avg. 26 minutes

                Price per night from

                $109

                Distance approx 10.07 km from Round Hill

                  29

                  3 Bed - UNAVAILABLE

                  Loudoun County / Paeonian Springs

                  Paeonian Springs b and b

                  3 6 1 night min

                  • 3 bedrooms
                  • sleeps 6
                  • 1 night min

                  Price per night from

                  $556

                  Price per night from

                  $556

                  Distance approx 16.09 km from Round Hill

                    4

                    Sheraton Vistiana

                    Loudoun County / Ashburn

                    Ashburn condo

                    2 6 7 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 7 nights min
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $205

                    Price per night from

                    $205

                    Distance approx 17.92 km from Round Hill

                    (7) Excellent 

                      40

                      Loudoun Escape

                      Loudoun County / Ashburn

                      Ashburn house

                      5 5 min stay varies

                      • 5 bedrooms
                      • sleeps 5
                      • min stay varies
                      • Air conditioning

                      Price per night from

                      $458

                      Responds fast!
                      avg. 1 hour 5 minutes

                      Price per night from

                      $458

                      Distance approx 14.26 km from Round Hill

                        15

                        Catoctin Valley Country Home

                        Loudoun County / Lovettsville

                        Lovettsville house

                        3 8 2 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 2 nights min
                        • Child Friendly
                        • Air conditioning
                        • Private garden

                        Price per night from

                        $682

                        Responds fast!
                        avg. 2 hours 23 minutes

                        Price per night from

                        $682

                        Distance approx 6.67 km from Round Hill

                        (3) Excellent 

                        Certificate of Excellence

                          28

                          Turquoise room at Loudoun Valley Manor - near Leesburg off Route 9

                          Loudoun County / Waterford

                          Waterford house

                          1 2 1 night min

                          • 1 bedroom
                          • sleeps 2
                          • 1 night min
                          • Air conditioning
                          • Private garden

                          Certificate of Excellence

                          Price per night from

                          $98

                          Responds fast!
                          avg. 26 minutes

                          Price per night from

                          $98

                          Distance approx 13.08 km from Round Hill

                          (2) Excellent 

                            5

                            Gorgeous Mountain Views - Walk to historic town

                            West Virginia / Harpers Ferry

                            Harpers Ferry apartment

                            3 6 2 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 2 nights min
                            • Child Friendly
                            • Air conditioning
                            • Ask about pets

                            Price per night from

                            $258

                            Responds fast!
                            avg. 1 hour 11 minutes

                            Price per night from

                            $258

                            Distance approx 17.91 km from Round Hill

                              4

                              Compound Historic Nature Preserve

                              West Virginia / Kearneysville

                              Kearneysville tented camp

                              1 15 min stay varies

                              • 1 bedroom
                              • sleeps 15
                              • min stay varies
                              • Child Friendly
                              • Pet Friendly

                              Price per night from

                              $29

                              Price per night from

                              $29

                              Distance approx 6.67 km from Round Hill

                              (1) Excellent 

                                25

                                Green room - suite at Loudoun Valley Manor

                                Loudoun County / Waterford

                                Waterford house

                                1 2 1 night min

                                • 1 bedroom
                                • sleeps 2
                                • 1 night min
                                • Air conditioning
                                • Private garden

                                Price per night from

                                $121

                                Responds fast!
                                avg. 26 minutes

                                Price per night from

                                $121

                                Distance approx 12.2 km from Round Hill

                                (11) Excellent 

                                  19

                                  Ruby Summit Point - Your Home at the Track

                                  West Virginia / Summit Point

                                  Summit Point house

                                  3 6 2 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 2 nights min
                                  • Air conditioning
                                  • Ask about pets
                                  • Private garden
                                  “Convenience and Comfort at the Track” Ruby Summit Point is a great place to say with a group of friends over a track weekend. Very close to the track so no time wasted commuting to distant hotels. Very nicely upgraded kitchen and entire house. Beautif
                                  …see more

                                  Price per night from

                                  $229

                                  Price per night from

                                  $229

                                  Distance approx 13.3 km from Round Hill

                                  (6) Excellent 

                                    4

                                    Cantuta Inn Bed & Breakfast - Shallows Room 1

                                    West Virginia / Harpers Ferry

                                    Harpers Ferry b and b

                                    1 2 2 nights min

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

                                    Price per night from

                                    $149

                                    Price per night from

                                    $149

                                    Distance approx 10.03 km from Round Hill

                                    (1) Excellent 

                                      22

                                      Restoration B&B - Washington Room

                                      Loudoun County / Paeonian Springs

                                      Paeonian Springs b and b

                                      1 2 1 night min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 1 night min

                                      Price per night from

                                      $189

                                      Price per night from

                                      $189

                                      Distance approx 13.17 km from Round Hill

                                      (6) Very Good 

                                        15

                                        Two Rivers Guest House. Walk to rivers, parks, downtown and restaurants

                                        West Virginia / Harpers Ferry

                                        Harpers Ferry house

                                        2 6 2 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $275

                                        Price per night from

                                        $275

                                        Distance approx 18.82 km from Round Hill

                                        (1) Excellent 

                                          14

                                          Mountain Lodge on 86 Acre Horse Estate

                                          Montgomery County / Poolesville

                                          Poolesville villa

                                          4 14 2 nights min

                                          • 4 bedrooms
                                          • sleeps 14
                                          • 2 nights min
                                          • Child Friendly
                                          • Ask about pets

                                          Price per night from

                                          $859

                                          Responds fast!
                                          avg. 2 hours 18 minutes

                                          Price per night from

                                          $859

                                          Distance approx 15.48 km from Round Hill

                                            30

                                            The House Above the Barn

                                            Loudoun County / Aldie

                                            Aldie apartment

                                            3 6 2 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 2 nights min
                                            • Child Friendly
                                            • Air conditioning
                                            • Pet Friendly

                                            Price per night from

                                            $229

                                            Price per night from

                                            $229

                                            Distance approx 10.07 km from Round Hill

                                              11

                                              Restoration B&B Capital

                                              Loudoun County / Paeonian Springs

                                              Paeonian Springs b and b

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min

                                              Price per night from

                                              $201

                                              Price per night from

                                              $201

                                              Distance approx 13.31 km from Round Hill

                                                4

                                                Cantuta Inn Bed & Breakfast - Shallows Room 3

                                                West Virginia / Harpers Ferry

                                                Harpers Ferry b and b

                                                1 2 2 nights min

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

                                                Price per night from

                                                $149

                                                Price per night from

                                                $149

                                                Distance approx 11.7 km from Round Hill

                                                  12

                                                  Private One Bedroom Condo in Downtown Charles Town Above Future Microbrewery

                                                  West Virginia / Charles Town

                                                  Charles Town apartment

                                                  1 4 1 night min

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

                                                  Price per night from

                                                  $114

                                                  Price per night from

                                                  $114

                                                  Distance approx 6.67 km from Round Hill

                                                    18

                                                    Burgundy room - Loudoun Valley Manor

                                                    Loudoun County / Waterford

                                                    Waterford b and b

                                                    1 2 1 night min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 1 night min
                                                    • Air conditioning
                                                    • Private garden

                                                    Price per night from

                                                    $109

                                                    Responds fast!
                                                    avg. 26 minutes

                                                    Price per night from

                                                    $109

                                                    Distance approx 11.9 km from Round Hill Show on Map

                                                      26

                                                      Large Modern House, VA Wine Country

                                                      Virginia / Upperville

                                                      Upperville house

                                                      7 14 2 nights min

                                                      • 7 bedrooms
                                                      • sleeps 14
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $228

                                                      Price per night from

                                                      $228

                                                      Distance approx 15.52 km from Round Hill

                                                        30

                                                        Private apartment, full kitchen, king&queen beds

                                                        Loudoun County / Ashburn

                                                        Ashburn apartment

                                                        1 3 1 night min

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • 1 night min
                                                        • Child Friendly

                                                        Price per night from

                                                        $114

                                                        Price per night from

                                                        $114

                                                        Distance approx 13.24 km from Round Hill

                                                          7

                                                          Vacation Rental: Armory Quarters B

                                                          West Virginia / Harpers Ferry

                                                          Harpers Ferry cottage

                                                          2 4 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Ask about children
                                                          • Air conditioning
                                                          • Pet Friendly

                                                          Price per night from

                                                          $184

                                                          Price per night from

                                                          $184

                                                          Distance approx 13.25 km from Round Hill

                                                            9

                                                            Vacation Rental: Canal House Cottage

                                                            West Virginia / Harpers Ferry

                                                            Harpers Ferry cottage

                                                            1 3 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 3
                                                            • min stay varies
                                                            • Ask about children
                                                            • Air conditioning
                                                            • Pet Friendly

                                                            Price per night from

                                                            $149

                                                            Price per night from

                                                            $149

                                                            Distance approx 13.22 km from Round Hill

                                                              8

                                                              Ledge House B&B: Suite 3

                                                              West Virginia / Harpers Ferry

                                                              Harpers Ferry house

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Ask about children
                                                              • Air conditioning

                                                              Price per night from

                                                              $166

                                                              Price per night from

                                                              $166

                                                              Distance approx 13.23 km from Round Hill

                                                                12

                                                                Country Cottage with Super Location All Private Suite & Breakfast Included

                                                                West Virginia / Harpers Ferry

                                                                Harpers Ferry apartment

                                                                2 5 2 nights min

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

                                                                Price per night from

                                                                $149

                                                                Price per night from

                                                                $149

                                                                Distance approx 13.26 km from Round Hill

                                                                  13

                                                                  Light Horse Inn: Suite 7

                                                                  West Virginia / Bolivar

                                                                  Bolivar house

                                                                  1 2 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • min stay varies
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $195

                                                                  Price per night from

                                                                  $195

                                                                  Distance approx 13.26 km from Round Hill

                                                                    20

                                                                    Vacation Rental: Boundary Cottage

                                                                    West Virginia / Harpers Ferry

                                                                    Harpers Ferry house

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Ask about children
                                                                    • Air conditioning
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $247

                                                                    Price per night from

                                                                    $247

                                                                    Distance approx 13.25 km from Round Hill

                                                                      11

                                                                      Light Horse Inn: Suite 4

                                                                      West Virginia / Harpers Ferry

                                                                      Harpers Ferry house

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Ask about children
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $195

                                                                      Price per night from

                                                                      $195

                                                                      Distance approx 13.27 km from Round Hill

                                                                        14

                                                                        Vacation Rental: The Loft at the Barn

                                                                        West Virginia / Harpers Ferry

                                                                        Harpers Ferry apartment

                                                                        1 2 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • min stay varies
                                                                        • Ask about children
                                                                        • Air conditioning
                                                                        • Pet Friendly

                                                                        Price per night from

                                                                        $149

                                                                        Price per night from

                                                                        $149

                                                                        Distance approx 13.25 km from Round Hill

                                                                          10

                                                                          Vacation Rental: Ridge View Flat

                                                                          West Virginia / Bolivar

                                                                          Bolivar apartment

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Ask about children
                                                                          • Air conditioning
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $149

                                                                          Price per night from

                                                                          $149

                                                                          Distance approx 13.23 km from Round Hill

                                                                            11

                                                                            Vacation Rental: Riley House

                                                                            West Virginia / Harpers Ferry

                                                                            Harpers Ferry house

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Ask about children
                                                                            • Air conditioning
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $281

                                                                            Price per night from

                                                                            $281

                                                                            Distance approx 13.29 km from Round Hill

                                                                              6

                                                                              Light Horse Inn: Suite 3

                                                                              West Virginia / Harpers Ferry

                                                                              Harpers Ferry house

                                                                              1 2 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • min stay varies
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $178

                                                                              Price per night from

                                                                              $178