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St. Michaels: Houses, Cottages & More (70)

  • 1 - 50 of 70
Additional fees apply. Taxes may be added.
    • 4 BR
    • 4 BA
    • Sleeps 8
    59
      • 6 BR
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      • 1 HF BA
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      22
        • 4 BR
        • 2 BA
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        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
                    • 6 BR
                    • 3 BA
                    • Sleeps 12
                    2 Reviews
                      • 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
                              • 6 BR
                              • 5 BA
                              • 1 HF BA
                              • Sleeps 12
                              2 Reviews
                                • 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
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                                        23
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 6
                                          12
                                            • 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
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        24
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          2 Reviews
                                                            • 5 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            55
                                                              • 4 BR
                                                              • 2 BA
                                                              • Sleeps 9
                                                              14
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 4
                                                                  17
                                                                    NEW!
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 10
                                                                    5
                                                                      • 4 BR
                                                                      • 2 BA
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                                                                      12
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        5
                                                                          • 2 BR
                                                                          • 2 BA
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                                                                          25
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 6
                                                                            10
                                                                              NEW!
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              6
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                3
                                                                                  • 5 BR
                                                                                  • 4 BA
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                                                                                  28
                                                                                    • 4 BR
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                                                                                    • Sleeps 8
                                                                                    3
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      15
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        15
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • 1 HF BA
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                                                                                          10
                                                                                            • 4 BR
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                                                                                            • Sleeps 8
                                                                                            30
                                                                                              • 3 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 5
                                                                                                2 Reviews
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                    • 4 BR
                                                                                                    • 3 BA
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                                                                                                    28
                                                                                                      • 4 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
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                                                                                                      • 1 - 50 of 70
                                                                                                       

                                                                                                      Recent St. Michaels Reviews

                                                                                                      Just perfect!

                                                                                                      5 of 5
                                                                                                      Booked the home for my family to stay all together for my daughters wedding weekend at CBMM. Worked out perfectly. Location was close but gave us room to get away from the town and enjoy time with each other. House is meticulously cared for, and we had a lot of comparisons as we had 220 guests attend the wedding staying all over St. Michaels. View was stunning from almost every room. Porch was our favorite. Plenty of room for our full house. All elements pleased the variety of my family members. Well appointed kitchen. Bathrooms at every turn. Large living room for that era. Spaciousness was key. A couch in the living room would've been nice for Sunday football relaxation after a late night wedding. Pool area was perfect. Gorgeous view right on creek. Would definitely return! Felt a bit rushed at checkout. Hard to pack up 4 families at once but I guess rules are rules. Thank you to Jackie and Tina for understanding my family's needs and allowing me to relax about at least one element of a very stressful weekend. I've booked many rental properties and also had rental properties and this was a first class deal!
                                                                                                      • Submitted: Sep 30, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      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