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55 Houses

    8

    Bay Cottage

    Maryland / Rock Hall

    Rock Hall house

    2 5 2 nights min

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

    Price per night from

    $228

    Responds fast!
    avg. 3 hours 15 minutes

    Price per night from

    $228

    (3) Excellent 

      12

      Sailors Crossing

      Maryland / Rock Hall

      Rock Hall house

      3 10 2 nights min

      • 3 bedrooms
      • sleeps 10
      • 2 nights min
      • Child Friendly
      • Pet Friendly

      Price per night from

      $388

      Responds fast!
      avg. 3 hours 15 minutes

      Price per night from

      $388

        9

        Bayside Retreat

        Maryland / Rock Hall

        Rock Hall house

        3 6 3 nights min

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

        Price per night from

        $229

        Responds fast!
        avg. 3 hours 15 minutes

        Price per night from

        $229

          88

          Great vacation rental located in the waterfront town of Rock Hall

          Maryland / Rock Hall

          Rock Hall house

          4 7 1 night min

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

          Price per night from

          $115

          Responds fast!
          avg. 2 hours 49 minutes

          Price per night from

          $115

            43

            Skeet shoot in the back yard of your rental

            Maryland / Rock Hall

            Rock Hall house

            3 5 1 night min

            • 3 bedrooms
            • sleeps 5
            • 1 night min
            • Child Friendly

            Price per night from

            $115

            Responds fast!
            avg. 2 hours 49 minutes

            Price per night from

            $115

              9

              Summer House in Rock Hall

              Maryland / Rock Hall

              Rock Hall house

              3 8 3 nights min

              • 3 bedrooms
              • sleeps 8
              • 3 nights min
              • Child Friendly
              • Car not necessary
              • Air conditioning

              Price per night from

              $229

              Responds fast!
              avg. 3 hours 15 minutes

              Price per night from

              $229

              Great rentals within 20 miles that match your search

              Distance approx 17.89 km from Rock Hall

                23

                Charming Eastport Home

                Maryland / Annapolis

                Annapolis house

                3 8 5 nights min

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

                Price per night from

                $342

                Price per night from

                $342

                Distance approx 4.9 km from Rock Hall

                (3) Very Good 

                  14

                  Retreat at a quiet, water front cottage

                  Maryland / Chestertown

                  Chestertown house

                  3 8 2 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 2 nights min
                  • Child Friendly
                  • Air conditioning
                  • Private garden
                  “A best kept secret!” I have had the pleasure of staying at Cliff Point many times. The view cannot be matched, water views more than 180 degrees, sunsets are stunning. But on top of that the house is so comfortable and charming, spacious and cozy. Ch

                  Price per night from

                  $337

                  Price per night from

                  $337

                  Distance approx 8.67 km from Rock Hall

                    26

                    Love Point Luxury Waterfront in Stevensville

                    Kent Island / Stevensville

                    Stevensville house

                    3 10 3 nights min

                    • 3 bedrooms
                    • sleeps 10
                    • 3 nights min
                    • Beach / lakeside relaxation
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $1,595

                    Price per night from

                    $1,595

                    Distance approx 14.44 km from Rock Hall

                    (1) Excellent 

                      32

                      KENT ISLAND-OCEAN VIEW Home for rent -4 bedrooms EASTERN SHORE sleeps 10-12

                      Maryland / Kent Island

                      Kent Island house

                      4 10 2 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 2 nights min
                      • Nearest beach 5 mi
                      • Swimming pool
                      • Air conditioning

                      Price per night from

                      $1,710

                      Responds fast!
                      avg. 11 minutes

                      Price per night from

                      $1,710

                      Distance approx 18.12 km from Rock Hall

                      (3) Very Good 

                        30

                        Beautiful Murray Hill Home (Annapolis)

                        Maryland / Annapolis

                        Annapolis house

                        4 9 min stay varies

                        • 4 bedrooms
                        • sleeps 9
                        • min stay varies
                        • Child Friendly
                        • Air conditioning
                        • Ask about pets
                        “Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decor

                        Price per night from

                        $485

                        Price per night from

                        $485

                        Distance approx 10.88 km from Rock Hall

                        (15) Excellent 

                          35

                          Luxury vacation condominum with private beach

                          Kent Island / Chester

                          Chester house

                          4 10 2 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 0.2 mi
                          • Child Friendly

                          Price per night from

                          $438

                          Price per night from

                          $438

                          Distance approx 19.08 km from Rock Hall

                            21

                            Annapolis Area Waterfront Home

                            Maryland / Annapolis

                            Annapolis house

                            5 11 min stay varies

                            • 5 bedrooms
                            • sleeps 11
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $627

                            Price per night from

                            $627

                            Distance approx 14.44 km from Rock Hall

                            (1) Excellent 

                              32

                              DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12

                              Kent Island / Chester

                              Chester house

                              4 10 2 nights min

                              • 4 bedrooms
                              • sleeps 10
                              • 2 nights min
                              • Nearest beach 127 mi
                              • Swimming pool
                              • Air conditioning

                              Price per night from

                              $1,368

                              Responds fast!
                              avg. 11 minutes

                              Price per night from

                              $1,368

                              Distance approx 18.2 km from Rock Hall

                              (20) Excellent 

                                25

                                *BOOK NOW* Beautiful Cottage in historic Annapolis

                                Maryland / Annapolis

                                Annapolis cottage

                                3 6 2 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 1 mi
                                • Child Friendly

                                Price per night from

                                $365

                                Responds fast!
                                avg. 2 hours 19 minutes

                                Price per night from

                                $365

                                Distance approx 10.64 km from Rock Hall

                                (3) Excellent 

                                  7

                                  Cottage On Kent

                                  Maryland / Chestertown

                                  Chestertown cottage

                                  1 3 1 night min

                                  • 1 bedroom
                                  • sleeps 3
                                  • 1 night min
                                  • Air conditioning
                                  • Private garden

                                  Price per night from

                                  $223

                                  Price per night from

                                  $223

                                  Distance approx 17.66 km from Rock Hall

                                  (1) Excellent 

                                    17

                                    Excellent Location in Downtown Annapolis- walk to everything !

                                    Maryland / Annapolis

                                    Annapolis house

                                    3 7 2 nights min

                                    • 3 bedrooms
                                    • sleeps 7
                                    • 2 nights min
                                    • Child Friendly
                                    • Air conditioning
                                    • Pet Friendly

                                    Price per night from

                                    $325

                                    Responds fast!
                                    avg. 1 hour 1 minutes

                                    Price per night from

                                    $325

                                    Distance approx 13.17 km from Rock Hall

                                    (2) Excellent 

                                      10

                                      C/ean & Cozy

                                      Maryland / Annapolis

                                      Annapolis room

                                      1 2 1 night min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 1 night min
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $68

                                      Price per night from

                                      $68

                                      Distance approx 17.99 km from Rock Hall

                                      (2) Excellent 

                                        52

                                        Walk to Shops/Eateries Charming Cottage. Dogs Wel.

                                        Maryland / Annapolis

                                        Annapolis house

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 6 mi
                                        • Child Friendly
                                        • Car not necessary

                                        Price per night from

                                        $285

                                        Responds fast!
                                        avg. 27 minutes

                                        Price per night from

                                        $285

                                        Distance approx 19.01 km from Rock Hall

                                        (2)  

                                          26

                                          3BR Annapolis Home on Oyster Creek w/Amazing Views

                                          Maryland / Annapolis

                                          Annapolis house

                                          3 9 2 nights min

                                          • 3 bedrooms
                                          • sleeps 9
                                          • 2 nights min
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $914

                                          Responds fast!
                                          avg. 41 minutes

                                          Price per night from

                                          $914

                                          Distance approx 17.36 km from Rock Hall

                                            24

                                            Charming Artists Home in Eastport/Annapolis

                                            Maryland / Annapolis

                                            Annapolis house

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Ask about children
                                            • Air conditioning

                                            Price per night from

                                            $428

                                            Price per night from

                                            $428

                                            Distance approx 18.23 km from Rock Hall

                                              25

                                              Waterfront Stevensville House w/ Pier & 2 Decks!

                                              Kent Island / Stevensville

                                              Stevensville house

                                              5 12 min stay varies

                                              • 5 bedrooms
                                              • sleeps 12
                                              • min stay varies
                                              • Child Friendly
                                              • Air conditioning
                                              • Pet Friendly

                                              Price per night from

                                              $486

                                              Responds fast!
                                              avg. 41 minutes

                                              Price per night from

                                              $486

                                              Distance approx 18.25 km from Rock Hall

                                              (6) Excellent 

                                                19

                                                Charming and Spacious Annapolis Victorian

                                                Maryland / Annapolis

                                                Annapolis house

                                                6 12 min stay varies

                                                • 6 bedrooms
                                                • sleeps 12
                                                • min stay varies
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $857

                                                Responds fast!
                                                avg. 1 hour 19 minutes

                                                Price per night from

                                                $857

                                                Distance approx 13.17 km from Rock Hall

                                                  12

                                                  Clean & Spacious

                                                  Maryland / Cape Saint Claire

                                                  Cape Saint Claire house

                                                  4 9 1 night min

                                                  • 4 bedrooms
                                                  • sleeps 9
                                                  • 1 night min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $400

                                                  Price per night from

                                                  $400

                                                  Distance approx 8.81 km from Rock Hall

                                                    11

                                                    Love Point Bay Vacation Home

                                                    Kent Island / Stevensville

                                                    Stevensville apartment

                                                    2 6 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $376

                                                    Price per night from

                                                    $376

                                                    Distance approx 17.31 km from Rock Hall

                                                    (1)  

                                                      7

                                                      Charming Townhouse - Steps to City Dock and USNA

                                                      Maryland / Annapolis

                                                      Annapolis house

                                                      3 8 3 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 3 nights min
                                                      • Child Friendly
                                                      • Car not necessary
                                                      • Ask about pets

                                                      Price per night from

                                                      $514

                                                      Price per night from

                                                      $514

                                                      Distance approx 13.97 km from Rock Hall

                                                        4

                                                        Brookstone RV

                                                        Maryland / Edgemere

                                                        Edgemere caravan/mobile home

                                                        1 4 2 nights min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 2 nights min
                                                        • Child Friendly

                                                        Price per night from

                                                        $75

                                                        Price per night from

                                                        $75

                                                        Distance approx 16.76 km from Rock Hall

                                                        (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

                                                          $63

                                                          Responds fast!
                                                          avg. 2 hours 49 minutes

                                                          Price per night from

                                                          $63

                                                          Distance approx 15.27 km from Rock Hall

                                                            13

                                                            Luxury Apartment with Private Entrance

                                                            Maryland / Centreville

                                                            Centreville apartment

                                                            1 3 1 night min

                                                            • 1 bedroom
                                                            • sleeps 3
                                                            • 1 night min
                                                            • Air conditioning
                                                            • Private garden

                                                            Price per night from

                                                            $134

                                                            Price per night from

                                                            $134

                                                            Distance approx 17.24 km from Rock Hall

                                                            (1) Excellent 

                                                              18

                                                              Stunning Home in the Heart of Downtown Annapolis

                                                              Maryland / Annapolis

                                                              Annapolis house

                                                              3 11 2 nights min

                                                              • 3 bedrooms
                                                              • sleeps 11
                                                              • 2 nights min
                                                              • Ask about children
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $794

                                                              Price per night from

                                                              $794

                                                              Distance approx 12.92 km from Rock Hall

                                                                25

                                                                Annapolis Townhome w/Deck by Nature Trails & River

                                                                Maryland / Annapolis

                                                                Annapolis house

                                                                1 4 min stay varies

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

                                                                Price per night from

                                                                $102

                                                                Responds fast!
                                                                avg. 39 minutes

                                                                Price per night from

                                                                $102

                                                                Distance approx 18.51 km from Rock Hall

                                                                  24

                                                                  Charming Annapolis Home w/ Yard - 5 Mins to Dwtn!

                                                                  Maryland / Annapolis

                                                                  Annapolis house

                                                                  4 10 min stay varies

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • min stay varies
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $366

                                                                  Responds fast!
                                                                  avg. 39 minutes

                                                                  Price per night from

                                                                  $366

                                                                  Distance approx 18.19 km from Rock Hall

                                                                    30

                                                                    NEW! Annapolis House in Bay Ridge Maryland!

                                                                    Maryland / Annapolis

                                                                    Annapolis house

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $515

                                                                    Responds fast!
                                                                    avg. 39 minutes

                                                                    Price per night from

                                                                    $515

                                                                    Distance approx 13.93 km from Rock Hall

                                                                      24

                                                                      NEW! Annapolis Home w/ Deck & Whitehall Bay Access

                                                                      Maryland / Cape Saint Claire

                                                                      Cape Saint Claire house

                                                                      4 8 min stay varies

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

                                                                      Price per night from

                                                                      $251

                                                                      Responds fast!
                                                                      avg. 39 minutes

                                                                      Price per night from

                                                                      $251

                                                                      Distance approx 17.93 km from Rock Hall

                                                                        39

                                                                        Annapolis Home w/ Bay Views - Near Naval Academy!

                                                                        Maryland / Annapolis

                                                                        Annapolis house

                                                                        5 11 min stay varies

                                                                        • 5 bedrooms
                                                                        • sleeps 11
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $819

                                                                        Responds fast!
                                                                        avg. 1 hour 45 minutes

                                                                        Price per night from

                                                                        $819

                                                                        Distance approx 19.45 km from Rock Hall

                                                                          26

                                                                          Annapolis Crows Nest Cottage: Chesapeake Bay View

                                                                          Maryland / Annapolis

                                                                          Annapolis villa

                                                                          5 20 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 20
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.2 mi
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $796

                                                                          Price per night from

                                                                          $796

                                                                          Distance approx 14.63 km from Rock Hall

                                                                            24

                                                                            Contemporary Pasadena Apt w/Fireplace -Near River!

                                                                            Maryland / Pasadena

                                                                            Pasadena apartment

                                                                            2 4 min stay varies

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

                                                                            Price per night from

                                                                            $101

                                                                            Responds fast!
                                                                            avg. 15 minutes

                                                                            Price per night from

                                                                            $101

                                                                            Distance approx 10.61 km from Rock Hall

                                                                            (5) Excellent 

                                                                            Certificate of Excellence

                                                                              28

                                                                              Cozy & Spacious Chestertown Home

                                                                              Maryland / Chestertown

                                                                              Chestertown house

                                                                              4 8 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 2 nights min
                                                                              • Nearest beach 8 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Certificate of Excellence

                                                                              Price per night from

                                                                              $287

                                                                              Responds fast!
                                                                              avg. 2 hours 16 minutes

                                                                              Price per night from

                                                                              $287