Holiday Apartments in Chesapeake Beach

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48 Holiday homes

    25

    Calvert County / Chesapeake Beach

    1 4 min stay varies

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

    from £63 / night

    £441 / week

    Book View

    Responds fast!
    avg. 10 minutes

    from £63 / night

    Great rentals within 20 miles that match your search

    Distance approx 31.6 km from Chesapeake Beach

      23

      Maryland / Annapolis

      3 8 5 nights min

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

      from £270 / night

      £1,797 / week

      Book View

      from £270 / night

      Distance approx 21.69 km from Chesapeake Beach

      (5) Excellent 

        22

        Talbot County / St. Michaels

        4 10 min stay varies

        • 4 bedrooms
        • sleeps 10
        • min stay varies
        • Beach / lakeside relaxation
        • Swimming pool
        • Child friendly

        from £450 / night

        £4,313 / week

        Book View

        from £450 / night

        Distance approx 30.04 km from Chesapeake Beach

          7

          Maryland / Edgewater

          1 4 1 night min

          • 1 bedroom
          • sleeps 4
          • 1 night min
          • Child friendly
          • Air conditioning
          • Pet friendly

          from £108 / night

          £755 / week

          Book View

          from £108 / night

          Distance approx 29.69 km from Chesapeake Beach

          (1) Excellent 

            18

            Maryland / Edgewater

            4 10 1 night min

            • 4 bedrooms
            • sleeps 10
            • 1 night min
            • Child friendly
            • Air conditioning
            • Pet friendly

            from £889 / night

            £6,220 / week

            Book View

            from £889 / night

            Distance approx 27.3 km from Chesapeake Beach

              24

              Calvert County / Saint Leonard

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min
              • Swimming pool
              • Child friendly
              • Air conditioning

              from £81 / night

              £566 / week

              Book View

              Responds fast!
              avg. 38 minutes

              from £81 / night

              Distance approx 23.6 km from Chesapeake Beach

              (1) Excellent 

                26

                Kent Island / Stevensville

                3 10 min stay varies

                • 3 bedrooms
                • sleeps 10
                • min stay varies
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £360 / night

                £2,516 / week

                Book View

                Responds fast!
                avg. 38 minutes

                from £360 / night

                Distance approx 31.68 km from Chesapeake Beach

                  15

                  Maryland / Annapolis

                  3 8 1 night min

                  • 3 bedrooms
                  • sleeps 8
                  • 1 night min
                  • Air conditioning
                  • Private garden

                  from £380 / night

                  £2,654 / week

                  Book View

                  from £380 / night

                  Distance approx 22.15 km from Chesapeake Beach

                    28

                    Talbot County / Neavitt

                    2 4 2 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 2 nights min
                    • Child friendly
                    • Air conditioning
                    • Pet friendly

                    from £167 / night

                    £1,164 / week

                    Book View

                    Responds fast!
                    avg. 38 minutes

                    from £167 / night

                    Distance approx 24.58 km from Chesapeake Beach

                    (3) Very Good 

                      15

                      St. Michaels / McDaniel

                      5 10 2 nights min

                      • 5 bedrooms
                      • sleeps 10
                      • 2 nights min
                      • Swimming pool
                      • Child friendly
                      • Air conditioning

                      from £629 / night

                      £3,774 / week

                      Book View

                      from £629 / night

                      Distance approx 21.98 km from Chesapeake Beach

                        8

                        Talbot County / Bozman

                        1 4 2 nights min

                        • 1 bedroom
                        • sleeps 4
                        • 2 nights min
                        • Swimming pool
                        • Ask owner if suitable for children
                        • Ask about pets

                        from £221 / night

                        £791 / week

                        Book View

                        from £221 / night

                        Distance approx 1.84 km from Chesapeake Beach Show on Map

                        (5) Very Good 

                          17

                          Calvert County / North Beach

                          1 5 2 nights min

                          • 1 bedroom
                          • sleeps 5
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 0.2 km
                          • Child friendly

                          from £144 / night

                          £674 - £944 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 12 minutes

                          from £144 / night

                          Distance approx 30.04 km from Chesapeake Beach

                            6

                            Maryland / Edgewater

                            1 4 1 night min

                            • 1 bedroom
                            • sleeps 4
                            • 1 night min
                            • Child friendly
                            • Air conditioning
                            • Pet friendly

                            from £108 / night

                            £755 / week

                            Book View

                            from £108 / night

                            Distance approx 2.53 km from Chesapeake Beach Show on Map

                              9

                              Calvert County / North Beach

                              3 6 2 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Child friendly

                              from £270 / night

                              £1,348 - £1,663 / week

                              Book View

                              from £270 / night

                              Distance approx 29.22 km from Chesapeake Beach

                              (10) Very Good 

                              Certificate of Excellence

                                23

                                Talbot County / St. Michaels

                                2 5 min stay varies

                                • 2 bedrooms
                                • sleeps 5
                                • min stay varies
                                • Child friendly
                                • Air conditioning
                                • Pet friendly

                                Certificate of Excellence

                                from £194 / night

                                £1,505 - £1,716 / week

                                Book View

                                Responds fast!
                                avg. 2 hours 58 minutes

                                from £194 / night

                                Distance approx 21.75 km from Chesapeake Beach

                                (13) Excellent 

                                  34

                                  Talbot County / Bozman

                                  5 13 7 nights min

                                  • 5 bedrooms
                                  • sleeps 13
                                  • 7 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 15 km
                                  • Swimming pool

                                  from £620 / night

                                  £2,723 / week

                                  Book View

                                  from £620 / night

                                  Distance approx 31.43 km from Chesapeake Beach

                                  (2) Excellent 

                                    52

                                    Maryland / Annapolis

                                    3 6 2 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 2 nights min
                                    • Nearest beach 6 km
                                    • Child friendly
                                    • Car not necessary

                                    from £225 / night

                                    £898 - £1,024 / week

                                    Book View

                                    Responds fast!
                                    avg. 27 minutes

                                    from £225 / night

                                    Distance approx 4.37 km from Chesapeake Beach Show on Map

                                      11

                                      Calvert County / North Beach

                                      3 8 1 night min

                                      • 3 bedrooms
                                      • sleeps 8
                                      • 1 night min
                                      • Child friendly
                                      • Air conditioning
                                      • Pet friendly

                                      from £450 / night

                                      £3,145 / week

                                      Book View

                                      from £450 / night

                                      Distance approx 21.75 km from Chesapeake Beach

                                      (1) Excellent 

                                        9

                                        Talbot County / Bozman

                                        2 6 2 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Beach / lakeside relaxation
                                        • Swimming pool
                                        • Child friendly

                                        from £347 / night

                                        £1,362 - £2,148 / week

                                        Book View

                                        from £347 / night

                                        Distance approx 22.29 km from Chesapeake Beach

                                        (1) Excellent 

                                          18

                                          Talbot County / Neavitt

                                          2 5 min stay varies

                                          • 2 bedrooms
                                          • sleeps 5
                                          • min stay varies
                                          • Child friendly
                                          • Air conditioning
                                          • Pet friendly

                                          from £203 / night

                                          £1,415 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 51 minutes

                                          from £203 / night

                                          Distance approx 24.95 km from Chesapeake Beach

                                            12

                                            Talbot County / St. Michaels

                                            1 4 1 night min

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

                                            from £180 / night

                                            £1,258 / week

                                            Book View

                                            from £180 / night

                                            Distance approx 21.98 km from Chesapeake Beach

                                              6

                                              Talbot County / Bozman

                                              1 2 7 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 7 nights min
                                              • Swimming pool
                                              • Ask owner if suitable for children
                                              • Air conditioning

                                              from £221 / night

                                              £791 / week

                                              Book View

                                              from £221 / night

                                              Distance approx 26.78 km from Chesapeake Beach

                                                4

                                                Maryland / Edgewater

                                                3 2 7 nights min

                                                • 3 bedrooms
                                                • sleeps 2
                                                • 7 nights min
                                                • Air conditioning
                                                • Private garden

                                                from £90 / night

                                                £629 / week

                                                Book View

                                                from £90 / night

                                                Distance approx 26.75 km from Chesapeake Beach

                                                (1) Excellent 

                                                  56

                                                  Maryland / Annapolis

                                                  4 11 5 nights min

                                                  • 4 bedrooms
                                                  • sleeps 11
                                                  • 5 nights min
                                                  • Nearest beach 0.5 km
                                                  • Child friendly
                                                  • Pet friendly

                                                  from £450 / night

                                                  £3,145 / week

                                                  Book View

                                                  from £450 / night

                                                  Distance approx 28.14 km from Chesapeake Beach

                                                    6

                                                    Maryland / Cheltenham

                                                    6 6 2 nights min

                                                    • 6 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Child friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    from £158 / night

                                                    £1,348 / week

                                                    Book View

                                                    from £158 / night

                                                    Distance approx 16.32 km from Chesapeake Beach

                                                      24

                                                      Maryland / Shady Side

                                                      2 5 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • 2 nights min
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £212 / night

                                                      £1,478 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 10 minutes

                                                      from £212 / night

                                                      Distance approx 29.44 km from Chesapeake Beach

                                                        7

                                                        Talbot County / St. Michaels

                                                        2 4 2 nights min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 2 nights min
                                                        • Child friendly
                                                        • Air conditioning
                                                        • Private garden

                                                        from £346 / night

                                                        £1,977 / week

                                                        Book View

                                                        from £346 / night

                                                        Distance approx 31.77 km from Chesapeake Beach

                                                          15

                                                          Maryland / Annapolis

                                                          2 5 min stay varies

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • min stay varies
                                                          • Car not necessary
                                                          • Air conditioning
                                                          • Private garden

                                                          from £225 / night

                                                          £2,247 / week

                                                          Book View

                                                          from £225 / night

                                                          Distance approx 29.26 km from Chesapeake Beach

                                                          (24) Excellent 

                                                            27

                                                            Talbot County / St. Michaels

                                                            2 5 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 5
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Child friendly
                                                            • Car not necessary

                                                            from £176 / night

                                                            £1,326 - £1,573 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 58 minutes

                                                            from £176 / night

                                                            Distance approx 23.26 km from Chesapeake Beach

                                                            (3) Very Good 

                                                              36

                                                              Talbot County / Wittman

                                                              5 10 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 6 km
                                                              • Swimming pool

                                                              from £877 / night

                                                              £5,618 - £6,561 / week

                                                              Book View

                                                              from £877 / night

                                                              Distance approx 25.33 km from Chesapeake Beach

                                                                10

                                                                Calvert County / Saint Leonard

                                                                2 6 3 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £234 / night

                                                                £998 / week

                                                                Book View

                                                                from £234 / night

                                                                Distance approx 31.49 km from Chesapeake Beach

                                                                  18

                                                                  Talbot County / St. Michaels

                                                                  3 8 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £674 / night

                                                                  £3,146 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 2 hours 38 minutes

                                                                  from £674 / night

                                                                  Distance approx 31.88 km from Chesapeake Beach

                                                                    24

                                                                    Maryland / Annapolis

                                                                    3 6 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Ask owner if suitable for children
                                                                    • Air conditioning

                                                                    from £337 / night

                                                                    £2,360 / week

                                                                    Book View

                                                                    from £337 / night

                                                                    Distance approx 29.85 km from Chesapeake Beach

                                                                    (2) Excellent 

                                                                      18

                                                                      Talbot County / St. Michaels

                                                                      1 6 2 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 6
                                                                      • 2 nights min
                                                                      • Child friendly
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      from £206 / night

                                                                      £1,441 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 37 minutes

                                                                      from £206 / night

                                                                      Distance approx 29.26 km from Chesapeake Beach

                                                                      (4) Excellent 

                                                                        25

                                                                        Talbot County / St. Michaels

                                                                        2 5 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Pet friendly

                                                                        from £194 / night

                                                                        £1,506 - £1,717 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 58 minutes

                                                                        from £194 / night

                                                                        Distance approx 29.3 km from Chesapeake Beach

                                                                        (12) Very Good 

                                                                          30

                                                                          Talbot County / St. Michaels

                                                                          7 9 min stay varies

                                                                          • 7 bedrooms
                                                                          • sleeps 9
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £351 / night

                                                                          £2,202 - £2,652 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 2 hours 58 minutes

                                                                          from £351 / night

                                                                          Distance approx 18.91 km from Chesapeake Beach

                                                                            32

                                                                            Maryland / Croom

                                                                            4 8 2 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 2 nights min
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            from £225 / night

                                                                            £1,573 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 41 minutes

                                                                            from £225 / night

                                                                            Distance approx 26.22 km from Chesapeake Beach

                                                                              26

                                                                              Maryland / Annapolis

                                                                              5 20 2 nights min

                                                                              • 5 bedrooms
                                                                              • sleeps 20
                                                                              • 2 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Nearest beach 0.2 km
                                                                              • Child friendly

                                                                              from £625 / night

                                                                              £2,697 - £3,452 / week

                                                                              Book View

                                                                              from £625 / night

                                                                              Distance approx 29.58 km from Chesapeake Beach

                                                                                10

                                                                                Calvert County / Lusby

                                                                                1 4 2 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 4
                                                                                • 2 nights min
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £59 / night

                                                                                £189 - £315 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 20 minutes

                                                                                from £59 / night

                                                                                Distance approx 23.83 km from Chesapeake Beach

                                                                                  20

                                                                                  Maryland / Croom

                                                                                  4 8 2 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 2 nights min
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  • Pet friendly

                                                                                  from £99 / night

                                                                                  £692 / week

                                                                                  Book View

                                                                                  from £99 / night