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  • Showing 1-50 of 272
Additional fees apply. Taxes may be added.
    Excellent! 4.4/5
    (28 reviews)
    avg/night
    • 6 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 9
    House #198445vb
    28
    Viewed 36 times in the last 48 hours
      Wonderful! 4.9/5
      (64 reviews)
      avg/night
      • 4 BR
      • 4 BA
      • Sleeps 8
      House #432739vb
      64
      Viewed 17 times in the last 48 hours
        Wonderful! 4.9/5
        (56 reviews)
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #123352
        56
        Viewed 24 times in the last 48 hours
          Wonderful! 4.9/5
          (24 reviews)
          avg/night
          • 6 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 14
          Estate #701079vb
          24
          Viewed 19 times in the last 48 hours
            Exceptional! 5.0/5
            (23 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 8
            House #212770
            23
            Viewed 7 times in the last 48 hours
              Wonderful! 4.8/5
              (8 reviews)
              avg/night
              • 8 BR
              • 5 BA
              • Sleeps 12
              Estate #3957742
              8
              Viewed 41 times in the last 48 hours
                Wonderful! 4.8/5
                (13 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 8
                House #700273vb
                13
                Viewed 6 times in the last 48 hours
                  Wonderful! 4.9/5
                  (8 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • 1 HF BA
                  • Sleeps 8
                  House #458295vb
                  8
                  Viewed 12 times in the last 48 hours
                    Wonderful! 4.8/5
                    (51 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 6
                    Cottage #448997vb
                    51
                      Exceptional! 5.0/5
                      (14 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 9
                      Cottage #411385vb
                      14
                      Viewed 10 times in the last 48 hours
                        • 2 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 4
                        Cottage #57687vb
                        63
                          • 6 BR
                          • 5 BA
                          • 1 HF BA
                          • Sleeps 12
                          House #816353vb
                          1 Review
                          Viewed 32 times in the last 48 hours
                            Exceptional! 5.0/5
                            (26 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 9
                            House #303386
                            26
                            Viewed 9 times in the last 48 hours
                              • 5 BR
                              • 3 BA
                              • 1 HF BA
                              • Sleeps 20
                              House #565362vb
                              4
                              Viewed 12 times in the last 48 hours
                                Wonderful! 4.9/5
                                (100 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #277457
                                100
                                Viewed 8 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (16 reviews)
                                  avg/night
                                  • 7 BR
                                  • 6 BA
                                  • 1 HF BA
                                  • Sleeps 28
                                  Estate #409548vb
                                  16
                                  Viewed 20 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (7 reviews)
                                    avg/night
                                    • 16 BR
                                    • 9 BA
                                    • 2 HF BA
                                    • Sleeps 48
                                    Estate #511026vb
                                    7
                                    Viewed 18 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (17 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      Cottage #482154vb
                                      17
                                      Viewed 10 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (40 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        House #40646vb
                                        40
                                        Viewed 16 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (39 reviews)
                                          avg/night
                                          • 6 BR
                                          • 6 BA
                                          • Sleeps 15
                                          Estate #476899vb
                                          39
                                          Viewed 30 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (21 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 5
                                            Cottage #359766vb
                                            21
                                            Viewed 24 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (14 reviews)
                                              avg/night
                                              • 5 BR
                                              • 5 BA
                                              • Sleeps 10
                                              Lodge #3920901
                                              14
                                              Viewed 5 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (12 reviews)
                                                avg/night
                                                • 4 BR
                                                • 3 BA
                                                • Sleeps 12
                                                House #3786046
                                                12
                                                Viewed 10 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (19 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 18
                                                  Estate #3935398
                                                  19
                                                  Viewed 12 times in the last 48 hours
                                                    • 6 BR
                                                    • 5 BA
                                                    • 1 HF BA
                                                    • Sleeps 12
                                                    Estate #3724624
                                                    2 Reviews
                                                    Viewed 6 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 11
                                                      House #3956448
                                                      2 Reviews
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 5
                                                        Cottage #844892vb
                                                        Viewed 14 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 7 BR
                                                          • 3 BA
                                                          • 1 HF BA
                                                          • Sleeps 18
                                                          House #3477457
                                                          9
                                                          Viewed 15 times in the last 48 hours
                                                            • 4 BR
                                                            • 3 BA
                                                            • 1 HF BA
                                                            • Sleeps 8
                                                            House #391798vb
                                                            34
                                                              avg/night
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 8
                                                              House #692986vb
                                                              Viewed 6 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (25 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • 1 HF BA
                                                                • Sleeps 5
                                                                Cottage #229963vb
                                                                25
                                                                Viewed 6 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (24 reviews)
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  Farmhouse #410694vb
                                                                  24
                                                                  Viewed 15 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #3961324
                                                                    13
                                                                    Viewed 5 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • 2 HF BA
                                                                      • Sleeps 5
                                                                      Cottage #844888vb
                                                                      5
                                                                      Viewed 37 times in the last 48 hours
                                                                        Good! 3.9/5
                                                                        (9 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Cottage #244823vb
                                                                        9
                                                                        Viewed 13 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (17 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          House #4132606
                                                                          17
                                                                          Viewed 14 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (41 reviews)
                                                                            $91
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 8
                                                                            House #317287
                                                                            41
                                                                            Viewed 8 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (19 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              House #406715vb
                                                                              19
                                                                              Viewed 14 times in the last 48 hours
                                                                                Exceptional! 5.0/5
                                                                                (23 reviews)
                                                                                avg/night
                                                                                • 8 BR
                                                                                • 6 BA
                                                                                • Sleeps 22
                                                                                House #178586
                                                                                23
                                                                                Viewed 26 times in the last 48 hours
                                                                                  • 3 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 6
                                                                                  Cottage #309945vb
                                                                                  30
                                                                                    Wonderful! 4.8/5
                                                                                    (39 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 3
                                                                                    Cottage #470232vb
                                                                                    39
                                                                                      Exceptional! 5.0/5
                                                                                      (41 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #626793vb
                                                                                      41
                                                                                      Viewed 9 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (20 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #705054vb
                                                                                        20
                                                                                        Viewed 20 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (23 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 5 BA
                                                                                          • Sleeps 10
                                                                                          Cottage #500065vb
                                                                                          23
                                                                                          Viewed 44 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (44 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 11
                                                                                            House #394464vb
                                                                                            44
                                                                                            Viewed 22 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (7 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              Cabin #4178435
                                                                                              7
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (34 reviews)
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 12
                                                                                                House #208680vb
                                                                                                34
                                                                                                Viewed 16 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (31 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Cottage #820614vb
                                                                                                  31
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (19 reviews)
                                                                                                    $68
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 3
                                                                                                    Cottage #766952vb
                                                                                                    19
                                                                                                    Viewed 30 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (23 reviews)
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 12
                                                                                                      House #358885vb
                                                                                                      23
                                                                                                      Viewed 7 times in the last 48 hours
                                                                                                      • 1 - 50 of 272
                                                                                                       

                                                                                                      Recent Chesapeake Bay Reviews

                                                                                                      Had a great time!

                                                                                                      5 of 5
                                                                                                      This condo was beautifully decorated and clean. The kitchen had all that we needed. The view can't be beat. We enjoyed the fire place each evening. The ability to walk to restaurants and attractions was a bonus. The owner is very easy to work with.
                                                                                                      • Submitted: Nov 18, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful and perfect for families

                                                                                                      5 of 5
                                                                                                      Beautifully appointed property Equipped with everything you could think of for a family trip, including gear for the little ones such as cribs and toddler life vests for swimming Plenty of indoor spaces for hanging out Game room was a hit Property is absolutely stunning Gourmet kitchen is a joy to cook in Beautiful ponds Boardwalk to the bay is tranquil and so lovely Great yard for playing ball Close to St Michael's downtown for excursions and meals
                                                                                                      • Submitted: Nov 15, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful property and view!

                                                                                                      5 of 5
                                                                                                      This is a review I meant to submit 2 years ago - it didn't go through correctly which I realized as I eagerly booked our next stay at this wonderful spot. Looking forward to it! Here is the review from our last stay: "We had 6 adults and 2 kids sleep very comfortably in this beautiful property. The views are just incredible, the kitchen was very well-stocked with supplies (we cook a lot) and there were two comfortable sitting areas to read and relax (one with a fireplace.) We had a great 4 days there for our family get away and hope to return again! Lisa was wonderful to work with and very responsive. The Chesapeake Maritime Museum is well worth a visit!"
                                                                                                      • Submitted: Nov 13, 2016
                                                                                                      • Stayed: Nov 2016