Apartments in St. Michaels and Villas - Holiday Lettings - Holiday Rentals St. Michaels

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63 Holiday homes

(3) Very Good 

    15

    Holiday home with swimming pool in McDaniel

    St. Michaels / McDaniel

    5 10 2 nights min

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

    from £610 / night

    £3,658 / week

    Book View

    from £610 / night

    (11) Very Good 

      30

      Holiday home in St. Michaels

      Talbot County / St. Michaels

      7 9 min stay varies

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

      from £304 / night

      £1,864 - £2,557 / week

      Book View

      Responds fast!
      avg. 2 hours 48 minutes

      from £304 / night

      (24) Excellent 

        27

        Holiday home in St. Michaels

        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 £156 / night

        £1,210 - £1,517 / week

        Book View

        Responds fast!
        avg. 2 hours 48 minutes

        from £156 / night

        (2) Excellent 

          18

          St. Michaels holiday home rental

          Talbot County / St. Michaels

          1 6 2 nights min

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

          from £199 / night

          £1,390 / week

          Book View

          from £199 / night

          (2) Excellent 

            12

            Holiday home in St. Michaels

            Talbot County / St. Michaels

            3 6 3 nights min

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

            from £196 / night

            £1,307 / week

            Book View

            from £196 / night

              18

              Holiday home in St. Michaels

              Talbot County / St. Michaels

              3 8 2 nights min

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

              from £650 / night

              £3,034 / week

              Book View

              Responds fast!
              avg. 3 hours 23 minutes

              from £650 / night

              (7) Very Good 

                23

                St. Michaels holiday cottage rental

                Talbot County / St. Michaels

                2 5 min stay varies

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

                from £165 / night

                £1,296 - £1,656 / week

                Book View

                Responds fast!
                avg. 2 hours 48 minutes

                from £165 / night

                (13) Excellent 

                  24

                  Holiday home in St. Michaels

                  Talbot County / St. Michaels

                  2 5 min stay varies

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

                  from £156 / night

                  £1,210 - £1,569 / week

                  Book View

                  Responds fast!
                  avg. 2 hours 48 minutes

                  from £156 / night

                  (3) Very Good 

                    25

                    Cottage letting in St. Michaels

                    Talbot County / St. Michaels

                    2 5 min stay varies

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

                    from £165 / night

                    £1,296 - £1,656 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 48 minutes

                    from £165 / night

                    (5) Excellent 

                      22

                      St. Michaels holiday home rental

                      Talbot County / St. Michaels

                      4 10 min stay varies

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

                      from £325 / night

                      £4,161 / week

                      Book View

                      from £325 / night

                        12

                        St. Michaels holiday cottage rental

                        Talbot County / St. Michaels

                        1 4 1 night min

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

                        from £174 / night

                        £1,218 / week

                        Book View

                        from £174 / night

                          14

                          St. Michaels holiday home rental

                          Talbot County / St. Michaels

                          3 6 1 night min

                          • 3 bedrooms
                          • sleeps 6
                          • 1 night min
                          • Child friendly
                          • Air conditioning
                          • Private garden

                          from £282 / night

                          £1,972 / week

                          Book View

                          from £282 / night

                          (1) Average 

                            38

                            Holiday villa in St. Michaels

                            Talbot County / St. Michaels

                            6 12 2 nights min

                            • 6 bedrooms
                            • sleeps 12
                            • 2 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 7 km
                            • Swimming pool

                            from £867 / night

                            £5,375 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 35 minutes

                            from £867 / night

                            Great rentals within 20 miles that match your search

                            Distance approx 16.39 miles from St. Michaels

                              23

                              Holiday home with shared pool in Preston

                              Maryland / Preston

                              1 2 1 night min

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

                              from £66 / night

                              £305 - £366 / week

                              Book View

                              from £66 / night

                              Distance approx 16.12 miles from St. Michaels

                              (5) Average 

                                55

                                Holiday home in Trappe

                                Talbot County / Trappe

                                3 6 2 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 97 km
                                • Child friendly

                                from £286 / night

                                £1,717 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 34 minutes

                                from £286 / night

                                Distance approx 16.12 miles from St. Michaels

                                (1) Very Good 

                                  34

                                  Holiday private room in Trappe

                                  Talbot County / Trappe

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Child friendly
                                  • Air conditioning
                                  • Pet friendly

                                  from £113 / night

                                  £677 / week

                                  Book View

                                  Responds fast!
                                  avg. 1 hour 34 minutes

                                  from £113 / night

                                  Distance approx 15.86 miles from St. Michaels

                                    16

                                    Holiday home in Cambridge

                                    Maryland / Cambridge

                                    6 14 3 nights min

                                    • 6 bedrooms
                                    • sleeps 14
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0 km
                                    • Air conditioning

                                    from £870 / night

                                    £5,219 / week

                                    Book View

                                    from £870 / night

                                    Distance approx 10.43 miles from St. Michaels

                                      25

                                      Stevensville holiday home rental

                                      Kent Island / Stevensville

                                      5 12 min stay varies

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

                                      from £370 / night

                                      £2,588 / week

                                      Book View

                                      Responds fast!
                                      avg. 58 minutes

                                      from £370 / night

                                      Distance approx 16.31 miles from St. Michaels

                                        29

                                        Home rental in Cambridge

                                        Maryland / Cambridge

                                        3 7 min stay varies

                                        • 3 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Child friendly
                                        • Air conditioning

                                        from £200 / night

                                        £1,401 / week

                                        Book View

                                        Responds fast!
                                        avg. 58 minutes

                                        from £200 / night

                                        Distance approx 15.75 miles from St. Michaels

                                          26

                                          Holiday villa in Annapolis

                                          Maryland / Annapolis

                                          5 20 min stay varies

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

                                          from £603 / night

                                          £2,601 - £6,068 / week

                                          Book View

                                          from £603 / night

                                          Distance approx 8.9 miles from St. Michaels Show on Map

                                          (1) Excellent 

                                            26

                                            Holiday home rental

                                            Kent Island / Stevensville

                                            3 10 min stay varies

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

                                            from £347 / night

                                            £2,427 / week

                                            Book View

                                            Responds fast!
                                            avg. 58 minutes

                                            from £347 / night

                                            Distance approx 3.11 miles from St. Michaels Show on Map

                                              37

                                              Home rental in Royal Oak with swimming pool

                                              Talbot County / Royal Oak

                                              5 10 min stay varies

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

                                              from £435 / night

                                              £5,139 / week

                                              Book View

                                              from £435 / night

                                              Distance approx 15.53 miles from St. Michaels

                                                13

                                                Holiday apartment in Centreville

                                                Maryland / Centreville

                                                1 3 1 night min

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

                                                from £102 / night

                                                £713 / week

                                                Book View

                                                from £102 / night

                                                Distance approx 19.6 miles from St. Michaels

                                                  24

                                                  Holiday apartment rental

                                                  Calvert County / Chesapeake Beach

                                                  1 4 min stay varies

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

                                                  from £61 / night

                                                  £425 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 58 minutes

                                                  from £61 / night

                                                  Distance approx 15.05 miles from St. Michaels

                                                    24

                                                    Shady Side holiday home rental

                                                    Maryland / Shady Side

                                                    2 5 2 nights min

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

                                                    from £161 / night

                                                    £1,127 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 58 minutes

                                                    from £161 / night

                                                    Distance approx 17.55 miles from St. Michaels

                                                      11

                                                      Holiday home in North Beach

                                                      Calvert County / North Beach

                                                      3 8 1 night min

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

                                                      from £435 / night

                                                      £3,045 / week

                                                      Book View

                                                      from £435 / night

                                                      Distance approx 17.96 miles from St. Michaels

                                                      (14) Excellent 

                                                        19

                                                        Holiday home rental

                                                        Maryland / Kent Island

                                                        3 12 3 nights min

                                                        • 3 bedrooms
                                                        • sleeps 12
                                                        • 3 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 5 km
                                                        • Child friendly

                                                        from £218 / night

                                                        £1,218 - £2,175 / week

                                                        Book View

                                                        from £218 / night

                                                        Distance approx 12.34 miles from St. Michaels

                                                        (3) Excellent 

                                                          21

                                                          Holiday home in Chester

                                                          Kent Island / Chester

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 14 km
                                                          • Child friendly

                                                          from £248 / night

                                                          £1,736 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 hours 4 minutes

                                                          from £248 / night

                                                          Distance approx 5.19 miles from St. Michaels Show on Map

                                                          (1) Excellent 

                                                            9

                                                            Bozman holiday home rental

                                                            Talbot County / Bozman

                                                            2 6 2 nights min

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

                                                            from £336 / night

                                                            £1,318 - £2,079 / week

                                                            Book View

                                                            from £336 / night

                                                            Distance approx 16.55 miles from St. Michaels

                                                              11

                                                              Holiday apartment in Stevensville

                                                              Kent Island / Stevensville

                                                              2 6 2 nights min

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

                                                              from £286 / night

                                                              £1,696 / week

                                                              Book View

                                                              from £286 / night

                                                              Distance approx 19.56 miles from St. Michaels

                                                              (1) Excellent 

                                                                17

                                                                Annapolis holiday home rental

                                                                Maryland / Annapolis

                                                                3 7 2 nights min

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

                                                                from £248 / night

                                                                £2,001 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 1 minutes

                                                                from £248 / night

                                                                Distance approx 5.18 miles from St. Michaels Show on Map

                                                                  6

                                                                  Holiday cottage with shared pool in Bozman

                                                                  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 £214 / night

                                                                  £767 / week

                                                                  Book View

                                                                  from £214 / night

                                                                  Distance approx 18.76 miles from St. Michaels

                                                                    24

                                                                    Holiday home in Annapolis

                                                                    Maryland / Annapolis

                                                                    3 6 3 nights min

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

                                                                    from £327 / night

                                                                    £2,284 / week

                                                                    Book View

                                                                    from £327 / night

                                                                    Distance approx 5.19 miles from St. Michaels Show on Map

                                                                    (13) Excellent 

                                                                      34

                                                                      Holiday home with swimming pool in Bozman

                                                                      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 £601 / night

                                                                      £2,636 / week

                                                                      Book View

                                                                      from £601 / night

                                                                      Distance approx 16.39 miles from St. Michaels

                                                                        31

                                                                        Holiday home in Annapolis

                                                                        Maryland / Annapolis

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £390 / night

                                                                        £2,725 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 58 minutes

                                                                        from £390 / night

                                                                        Distance approx 17.32 miles from St. Michaels

                                                                          17

                                                                          Woolford holiday guest house accommodation

                                                                          Maryland / Woolford

                                                                          1 2 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Air conditioning
                                                                          • Private garden

                                                                          from £156 / night

                                                                          £1,036 / week

                                                                          Book View

                                                                          from £156 / night

                                                                          Distance approx 19.67 miles from St. Michaels

                                                                          (1) Excellent 

                                                                            18

                                                                            Holiday home in Annapolis

                                                                            Maryland / Annapolis

                                                                            3 11 2 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 11
                                                                            • 2 nights min
                                                                            • Ask owner if suitable for children
                                                                            • Air conditioning
                                                                            • Private garden

                                                                            from £606 / night

                                                                            £4,703 / week

                                                                            Book View

                                                                            from £606 / night

                                                                            Distance approx 19.47 miles from St. Michaels

                                                                            (1)  

                                                                              7

                                                                              Holiday home in Annapolis

                                                                              Maryland / Annapolis

                                                                              3 8 3 nights min

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

                                                                              from £392 / night

                                                                              £3,393 / week

                                                                              Book View

                                                                              from £392 / night

                                                                              Distance approx 16.31 miles from St. Michaels

                                                                              (2)  

                                                                                26

                                                                                Holiday home in Annapolis

                                                                                Maryland / Annapolis

                                                                                3 9 2 nights min

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

                                                                                from £305 / night

                                                                                £2,134 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 9 minutes

                                                                                from £305 / night

                                                                                Distance approx 11.05 miles from St. Michaels

                                                                                (1) Excellent 

                                                                                  32

                                                                                  Holiday home with swimming pool in Kent Island

                                                                                  Maryland / Kent Island

                                                                                  4 10 2 nights min

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

                                                                                  from £1,307 / night

                                                                                  £4,181 - £5,226 / week

                                                                                  Book View

                                                                                  from £1,307 / night

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