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    Excellent! 4.7/5
    (51 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    Condo #133608vb
    51
    Viewed 42 times in the last 48 hours
      Excellent! 4.7/5
      (43 reviews)
      avg/night
      • 4 BR
      • 2 BA
      • Sleeps 9
      House #306997vb
      43
      Viewed 47 times in the last 48 hours
        Wonderful! 4.9/5
        (82 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 7
        House #361241vb
        82
        Viewed 49 times in the last 48 hours
          Exceptional! 5.0/5
          (84 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 9
          House #461541vb
          84
          Viewed 20 times in the last 48 hours
            Wonderful! 4.8/5
            (54 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • Sleeps 14
            House #241350
            54
            Viewed 88 times in the last 48 hours
              Exceptional! 5.0/5
              (59 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 8
              House #458610vb
              59
              Viewed 24 times in the last 48 hours
                Wonderful! 4.9/5
                (21 reviews)
                avg/night
                • 5 BR
                • 3 BA
                • Sleeps 10
                House #713006vb
                21
                Viewed 29 times in the last 48 hours
                  Wonderful! 4.9/5
                  (39 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 6
                  House #673236vb
                  39
                  Viewed 24 times in the last 48 hours
                    Exceptional! 5.0/5
                    (10 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 6
                    House #4176147
                    10
                    Viewed 35 times in the last 48 hours
                      Wonderful! 4.8/5
                      (21 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Cottage #7013736
                      21
                      Viewed 32 times in the last 48 hours
                        Exceptional! 5.0/5
                        (41 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 9
                        House #700188vb
                        41
                        Viewed 54 times in the last 48 hours
                          Exceptional! 5.0/5
                          (54 reviews)
                          avg/night
                          • 5 BR
                          • 4 BA
                          • 1 HF BA
                          • Sleeps 14
                          House #618954vb
                          54
                          Viewed 37 times in the last 48 hours
                            Wonderful! 4.9/5
                            (40 reviews)
                            avg/night
                            • 1 BR
                            • 1 BA
                            • Sleeps 5
                            Apartment #435647vb
                            40
                            Viewed 14 times in the last 48 hours
                              Exceptional! 5.0/5
                              (27 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 8
                              Townhome #623485vb
                              27
                              Viewed 33 times in the last 48 hours
                                Exceptional! 5.0/5
                                (23 reviews)
                                avg/night
                                • 3 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 6
                                Townhome #683864vb
                                23
                                Viewed 59 times in the last 48 hours
                                  • 5 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 15
                                  House #200683vb
                                  21
                                  Viewed 80 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (17 reviews)
                                    avg/night
                                    • 5 BR
                                    • 2 BA
                                    • 2 HF BA
                                    • Sleeps 11
                                    House #360959
                                    17
                                    Viewed 22 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (31 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #900086
                                      31
                                      Viewed 25 times in the last 48 hours
                                        Excellent! 4.6/5
                                        (57 reviews)
                                        avg/night
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        Cottage #245985vb
                                        57
                                        Viewed 12 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (15 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #696632vb
                                          15
                                          Viewed 13 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (10 reviews)
                                            View details for price
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 7
                                            Estate #3589066
                                            10
                                            Viewed 8 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (86 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • 1 HF BA
                                              • Sleeps 9
                                              House #131054vb
                                              86
                                              Viewed 36 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (19 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 2 HF BA
                                                • Sleeps 10
                                                House #989211
                                                19
                                                Viewed 27 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (20 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Townhome #811296vb
                                                  20
                                                  Viewed 16 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (13 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 5
                                                    Townhome #851135vb
                                                    13
                                                    Viewed 7 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      House #90263vb
                                                      7
                                                      Viewed 6 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (19 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • 1 HF BA
                                                        • Sleeps 5
                                                        Townhome #693991vb
                                                        19
                                                        Viewed 15 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (12 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          House #3946470
                                                          12
                                                          Viewed 27 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (15 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #60381vb
                                                            15
                                                            Viewed 49 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (26 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              Apartment #744282vb
                                                              26
                                                              Viewed 14 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (16 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • 1 HF BA
                                                                • Sleeps 10
                                                                House #671203vb
                                                                16
                                                                Viewed 5 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (11 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  Cottage #211052
                                                                  11
                                                                  Viewed 8 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (22 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Apartment #724465vb
                                                                    22
                                                                    Viewed 52 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (32 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 5
                                                                      House #209767vb
                                                                      32
                                                                      Viewed 42 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Apartment #918862vb
                                                                        6
                                                                        Viewed 58 times in the last 48 hours
                                                                          Very Good! 4.0/5
                                                                          (11 reviews)
                                                                          $86
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          House #583519vb
                                                                          11
                                                                          Viewed 18 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (16 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 9
                                                                            House #3537177
                                                                            16
                                                                            Viewed 22 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (19 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 6
                                                                              House #346388
                                                                              19
                                                                              Viewed 10 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 11
                                                                                House #824386vb
                                                                                6
                                                                                Viewed 53 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (38 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 5
                                                                                  Apartment #422800vb
                                                                                  38
                                                                                  Viewed 25 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (88 reviews)
                                                                                    avg/night
                                                                                    • 6 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 22
                                                                                    Villa #390303vb
                                                                                    88
                                                                                    Viewed 50 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (16 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Apartment #485199vb
                                                                                      16
                                                                                      Viewed 28 times in the last 48 hours
                                                                                        Excellent! 4.6/5
                                                                                        (10 reviews)
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        House #3021341
                                                                                        10
                                                                                        Viewed 36 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (13 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          Cottage #3884479
                                                                                          13
                                                                                          Viewed 33 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (8 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Apartment #775994vb
                                                                                            8
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Apartment #904015vb
                                                                                              3
                                                                                              Viewed 22 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 10
                                                                                                House #560536vb
                                                                                                3
                                                                                                Viewed 40 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (28 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 8
                                                                                                  House #655455vb
                                                                                                  28
                                                                                                  Viewed 50 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (11 reviews)
                                                                                                    avg/night
                                                                                                    • Studio
                                                                                                    • 2 BA
                                                                                                    • Sleeps 18
                                                                                                    House #490595vb
                                                                                                    11
                                                                                                    Viewed 33 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (22 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      Chalet #905951
                                                                                                      22
                                                                                                      Viewed 51 times in the last 48 hours
                                                                                                      • 1 - 50 of 268

                                                                                                      Annapolis: Vacation Rentals (268)

                                                                                                       

                                                                                                      Recent Annapolis Reviews

                                                                                                      Peaceful Retreat

                                                                                                      5 of 5
                                                                                                      The cottage was perfect, even in the winter when it was too cold to take advantage of many of the outdoor activities. It was peaceful, with great views of the boats. The cottage was beautifully decorated, beds were comfortable, fun games for the kids. Location was convenient (assuming you have a car) with a grocery store just up the road and a few miles from old town. We would love to come back in the summer when we can swim and play outside!
                                                                                                      • Submitted: Feb 2, 2017
                                                                                                      • Stayed: Jan 2017

                                                                                                      Fantastic Experience

                                                                                                      5 of 5
                                                                                                      A group of friends and I reserved the home for the Military Bowl held at Navy-Marine Corps Stadium. The property is expansive both inside and out. Plenty of parking and outdoor space, which we were able to take advantage of during the 65 degree late-December day. The home offers beautiful views of the water and plenty of space for individuals to gather or be in their own space. Evan was easy to work with and very helpful. I'd highly recommend this rental home to others.
                                                                                                      • Submitted: Jan 27, 2017
                                                                                                      • Stayed: Dec 2016

                                                                                                      Property was just as we hoped

                                                                                                      5 of 5
                                                                                                      Owners were super. Helpful and friendly, but never intrusive. Property was just as we hoped. Wish we could be there in warmer months. I am sure the setting would be even nicer in Spring Summer and Fall.
                                                                                                      • Submitted: Jan 23, 2017
                                                                                                      • Stayed: Jan 2017