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Annapolis: Houses, Cottages & More (287)

  • 1 - 50 of 287
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 4
      • 2 BR
      • 1 BA
      • Sleeps 5
      7
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 11
        1 Review
          • 2 BR
          • 1 BA
          • Sleeps 5
          14
            • 3 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 8
            10
              • 3 BR
              • 2 BA
              • Sleeps 7
              76
                • 5 BR
                • 4 BA
                • 1 HF BA
                • Sleeps 14
                41
                  • 4 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 9
                  33
                    • 3 BR
                    • 2 BA
                    • Sleeps 9
                    72
                      • 3 BR
                      • 2 BA
                      • 2 HF BA
                      • Sleeps 10
                      14
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        7
                          • 3 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 6
                          13
                            • 4 BR
                            • 4 BA
                            • Sleeps 14
                            48
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 12
                              47
                                • 3 BR
                                • 3 BA
                                • 2 HF BA
                                • Sleeps 12
                                25
                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 12
                                  42
                                    • 5 BR
                                    • 2 BA
                                    • 2 HF BA
                                    • Sleeps 11
                                    15
                                      • 5 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 15
                                      21
                                        • 6 BR
                                        • 3 BA
                                        • Sleeps 22
                                        79
                                          • 4 BR
                                          • 4 BA
                                          • 2 HF BA
                                          • Sleeps 10
                                          2 Reviews
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 8
                                            10
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              21
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                26
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 7
                                                  10
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                    2 Reviews
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 8
                                                      51
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 10
                                                        14
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          7
                                                            • 4 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 10
                                                            12
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              4
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                8
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 5
                                                                  15
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 10
                                                                    10
                                                                      • 5 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 12
                                                                      7
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        9
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 8
                                                                          16
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 5
                                                                              28
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                2 Reviews
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  17
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    1 Review
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      19
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 9
                                                                                        34
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          7
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            12
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              6
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                12
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  35
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    43
                                                                                                    • 1 - 50 of 287
                                                                                                     

                                                                                                    Recent Annapolis Reviews

                                                                                                    Plebe parent weekend

                                                                                                    5 of 5
                                                                                                    Very comfortable, great location, suited our needs perfectly
                                                                                                    • Submitted: Aug 16, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Great house and wonderful owner

                                                                                                    5 of 5
                                                                                                    The property was excellent. The kitchen was well stocked, Claudia was VERY prompt at returning my emails/messages when I needed anything and very courteous to make sure we didn't have any issues with checking in or checking out. Cute, safe neighborhood and easy to get to downtown via car/uber. Would definitely recommend for a getaway.
                                                                                                    • Submitted: Aug 10, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Beautiful House

                                                                                                    5 of 5
                                                                                                    Evan was wonderful and very accommodating. We rented the house for a girls get-away weekend and it was perfect. The house is as pictured and easily slept 12 women. Cannot recommend enough.
                                                                                                    • Submitted: Aug 7, 2016
                                                                                                    • Stayed: Jul 2016