Charlestown Rentals

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6 Houses

(1) Excellent 

    25

    Waldins waterfront house with amazing views - Top of the Chesapeake

    Maryland / Charlestown

    Charlestown house

    3 8 3 nights min

    • 3 bedrooms
    • sleeps 8
    • 3 nights min
    • Child Friendly
    • Air conditioning
    • Pet Friendly

    Price per night from

    $324

    Price per night from

    $324

    Great rentals within 20 miles that match your search

    Distance approx 17.47 km from Charlestown

    (2) Very Good 

      39

      Big BD in Civil War House starting at 55$/night

      Maryland / Still Pond

      Still Pond house

      1 3 1 night min

      • 1 bedroom
      • sleeps 3
      • 1 night min
      • Nearest beach 5 mi
      • Child Friendly
      • Air conditioning

      Price per night from

      $65

      Responds fast!
      avg. 2 hours 10 minutes

      Price per night from

      $65

      Distance approx 17.47 km from Charlestown

        58

        Great BD in Civil War House starting at 55$/night

        Maryland / Still Pond

        Still Pond house

        2 6 1 night min

        • 2 bedrooms
        • sleeps 6
        • 1 night min
        • Nearest beach 5 mi
        • Child Friendly
        • Air conditioning

        Price per night from

        $63

        Responds fast!
        avg. 2 hours 10 minutes

        Price per night from

        $63

        Distance approx 7.34 km from Charlestown

          3

          Cozy Cute 1 Person Bedroom on Beautiful Wooded private property

          Maryland / Elkton

          Elkton room

          1 1 5 nights min

          • 1 bedroom
          • sleeps 1
          • 5 nights min
          • Air conditioning
          • Pet Friendly
          • Private garden

          Price per night from

          $26

          Responds fast!
          avg. 1 hour 3 minutes

          Price per night from

          $26

          Distance approx 7.25 km from Charlestown

            3

            Full size 1-2 person bedroom in beautiful wooded private property(PURPLE)

            Maryland / Elkton

            Elkton house

            1 2 5 nights min

            • 1 bedroom
            • sleeps 2
            • 5 nights min
            • Child Friendly
            • Air conditioning
            • Pet Friendly

            Price per night from

            $30

            Responds fast!
            avg. 1 hour 3 minutes

            Price per night from

            $30

            Distance approx 15.93 km from Charlestown

              7

              TOWNHOUSE

              Delaware / Bear

              Bear townhouse

              4 7 1 night min

              • 4 bedrooms
              • sleeps 7
              • 1 night min
              • Child Friendly
              • Air conditioning

              Price per night from

              $121

              Price per night from

              $121