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St. Michaels: Houses, Cottages & More (216)

  • 1 - 50 of 216
Additional fees apply. Taxes may be added.
    • 4 BR
    • 4 BA
    • Sleeps 8
    59
      • 6 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 11
      21
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        55
          • 8 BR
          • 7 BA
          • 2 HF BA
          • Sleeps 20
          24
            • 8 BR
            • 5 BA
            • Sleeps 12
            7
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 9
              17
                • 3 BR
                • 2 BA
                • Sleeps 6
                51
                  • 2 BR
                  • 2 BA
                  • Sleeps 4
                  43
                    • 4 BR
                    • 4 BA
                    • Sleeps 8
                    9
                      • 6 BR
                      • 3 BA
                      • Sleeps 12
                      2 Reviews
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        24
                          • 2 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 5
                          20
                            • 5 BR
                            • 5 BA
                            • Sleeps 10
                            13
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 10
                              2 Reviews
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                39
                                  • 3 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  2 Reviews
                                    • 6 BR
                                    • 5 BA
                                    • 1 HF BA
                                    • Sleeps 12
                                    1 Review
                                      • 4 BR
                                      • 3 BA
                                      • 1 HF BA
                                      • Sleeps 8
                                      34
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        1 Review
                                          • 6 BR
                                          • 5 BA
                                          • 2 HF BA
                                          • Sleeps 12
                                          2 Reviews
                                            • 2 BR
                                            • 1 BA
                                            • 2 HF BA
                                            • Sleeps 5
                                            4
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 5
                                              23
                                                • 4 BR
                                                • 2 BA
                                                • Sleeps 6
                                                12
                                                  • 5 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 10
                                                  55
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 9
                                                    14
                                                      • 5 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 10
                                                      2 Reviews
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 6
                                                        8
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 6
                                                          3
                                                            • 4 BR
                                                            • 4 BA
                                                            • 2 HF BA
                                                            • Sleeps 10
                                                            8
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              2 Reviews
                                                                • 6 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                5
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                    • 5 BR
                                                                    • 4 BA
                                                                    • Sleeps 10
                                                                    28
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      3
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 10
                                                                        5
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 10
                                                                          12
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            3
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              10
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Sleeps 8
                                                                                30
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 4
                                                                                  17
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    5
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                      10
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        14
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 6
                                                                                          34
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            25
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 8
                                                                                                View details for price
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                1 Review
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 5
                                                                                                  2 Reviews
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    27
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 6
                                                                                                      • 1 - 50 of 216
                                                                                                       

                                                                                                      Recent St. Michaels Reviews

                                                                                                      Wonderful Labor Day Vacation

                                                                                                      5 of 5
                                                                                                      I booked the Villa Dun Well as the location to celebrate my sister's 40th birthday and we could not have been more impressed with the space!! The view was out of this world and the activities available on the premises were wonderful from the kayaks to the dock to the salt water pool. We loved it all! Barbara and everyone else involved with the rental were incredibly helpful and attentive to every need and request. The house has the newest appliances and is very convenient to the Tilghman Island restaurants and to St. Michaels. We were sad to leave and could have spent a full week at the Villa with the abundance of things to do. We hope to make the Villa an annual trip and cannot wait to go back!!
                                                                                                      • Submitted: Sep 19, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      The property was beautiful and the sunsets spectacular!

                                                                                                      5 of 5
                                                                                                      We enjoyed staying at the home. We caught crabs and fish from the pier. We enjoyed using the kayaks that were provided. We saw many varieties of water fowl and other wildlife. I would suggest getting window coverings for the master bathroom and bedroom.
                                                                                                      • Submitted: Sep 13, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful location, super cool house, great time!

                                                                                                      4 of 5
                                                                                                      We went here to celebrate our one year anniversary. We also stayed here in January 2016 so this was our second visit. Such a beautiful property, close to town, relaxing...really everything you could want. Only suggestion would be to bring extras of paper products (TP, paper towels), dish/laundry detergent. Maybe we use more than the average people but we've run out on both visits.
                                                                                                      • Submitted: Sep 12, 2016
                                                                                                      • Stayed: Sep 2016