Deal Island Rentals

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14 Houses

    21

    The Relax-Inn Deal Island

    Maryland / Deal Island

    Deal Island cottage

    3 6 3 nights min

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

    Price per night from

    $144

    Responds fast!
    avg. 45 minutes

    Price per night from

    $144

    Great rentals within 20 miles that match your search

    Distance approx 7 km from Deal Island Show on Map

    (1)  

      22

      Chesapeake Bay Sunrises AND Sunsets

      Maryland / Westover

      Westover house

      2 6 2 nights min

      • 2 bedrooms
      • sleeps 6
      • 2 nights min
      • Beach / lakeside relaxation
      • Nearest beach 72 mi
      • Air conditioning

      Price per night from

      $195

      Price per night from

      $195

      Distance approx 2.68 km from Deal Island Show on Map

      (3) Very Good 

        21

        Water water everywhere in this gorgeous home

        Maryland / Chance

        Chance house

        3 8 2 nights min

        • 3 bedrooms
        • sleeps 8
        • 2 nights min
        • Beach / lakeside relaxation
        • Nearest beach 0.3 mi
        • Child Friendly

        Price per night from

        $287

        Price per night from

        $287

        Distance approx 11.08 km from Deal Island

        (1) Excellent 

          24

          Secluded Private Mansion Estate's 'Bayhouse'

          Maryland / Marion Station

          Marion Station house

          5 10 3 nights min

          • 5 bedrooms
          • sleeps 10
          • 3 nights min
          • Swimming pool
          • Child Friendly
          • Air conditioning

          Price per night from

          $744

          Responds fast!
          avg. 2 hours 23 minutes

          Price per night from

          $744

          Distance approx 16.3 km from Deal Island

          (9) Excellent 

          Certificate of Excellence

            29

            Barbara's Villa on the Pocomoke River - A Splendid Riverfront Single Family Home

            Maryland / Rehobeth

            Rehobeth house

            3 10 5 nights min

            • 3 bedrooms
            • sleeps 10
            • 5 nights min
            • Nearest beach 30 mi
            • Child Friendly
            • Air conditioning

            Certificate of Excellence

            Price per night from

            $184

            Responds fast!
            avg. 33 minutes

            Price per night from

            $184

            Distance approx 11.4 km from Deal Island

              4

              Victorian Bed & Breakfast - Jane Austen room

              Maryland / Princess Anne

              Princess Anne b and b

              1 2 1 night min

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

              Price per night from

              $138

              Price per night from

              $138

              Distance approx 19.85 km from Deal Island

                9

                Eastern Shore Waterfront Home, Ready for Spring and Summer!

                Maryland / Fishing Creek

                Fishing Creek house

                3 10 3 nights min

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

                Price per night from

                $258

                Price per night from

                $258

                Distance approx 15.99 km from Deal Island

                  24

                  NEW! Historic Hoopersville Home on Chesapeake Bay!

                  Maryland / Fishing Creek

                  Fishing Creek house

                  7 17 min stay varies

                  • 7 bedrooms
                  • sleeps 17
                  • min stay varies
                  • Child Friendly
                  • Air conditioning
                  • Pet Friendly

                  Price per night from

                  $338

                  Responds fast!
                  avg. 33 minutes

                  Price per night from

                  $338

                  Distance approx 11.23 km from Deal Island

                    5

                    Kingsbay Cottage/Chalet

                    Maryland / Marion Station

                    Marion Station house

                    1 4 min stay varies

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

                    Price per night from

                    $205

                    Responds fast!
                    avg. 2 hours 23 minutes

                    Price per night from

                    $205

                    Distance approx 19.41 km from Deal Island

                    (1) Very Good 

                      17

                      Vacation On The Eastern Shore

                      Maryland / Hebron

                      Hebron house

                      3 6 3 nights min

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

                      Price per night from

                      $258

                      Price per night from

                      $258

                      Distance approx 11.4 km from Deal Island

                        4

                        Victorian Bed & Breakfast - Robert L. Stevenson room

                        Maryland / Princess Anne

                        Princess Anne b and b

                        1 2 1 night min

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

                        Price per night from

                        $126

                        Price per night from

                        $126

                        Distance approx 11.4 km from Deal Island

                          4

                          Victorian Bed & Breakfast - Langston Hughes room

                          Maryland / Princess Anne

                          Princess Anne b and b

                          1 2 1 night min

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

                          Price per night from

                          $126

                          Price per night from

                          $126

                          Distance approx 11.23 km from Deal Island

                            26

                            Kingsbay Waterside Retreat Compound

                            Maryland / Marion Station

                            Marion Station house

                            5 10 3 nights min

                            • 5 bedrooms
                            • sleeps 10
                            • 3 nights min
                            • Swimming pool
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $831

                            Responds fast!
                            avg. 2 hours 23 minutes

                            Price per night from

                            $831

                            Distance approx 11.09 km from Deal Island

                              14

                              Kingsbay Mansion Executive Bed and Breakfast Wedding and Event Venue

                              Maryland / Marion Station

                              Marion Station house

                              5 10 3 nights min

                              • 5 bedrooms
                              • sleeps 10
                              • 3 nights min
                              • Swimming pool
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $2,056

                              Responds fast!
                              avg. 2 hours 23 minutes

                              Price per night from

                              $2,056