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Chesapeake Bay Cottage Rentals with Parking Included(53)

53 Results
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
    (72)
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    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 6
      (6)
      2 - 7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 4
        (32)
        • 3 BR,
        • 2 BA,
        • Sleeps 6
          (6)
          2 - 7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 9
            (5)
            • 3 BR,
            • 2 BA,
            • Sleeps 8
              (7)
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              1 - 3 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 6
                2 Reviews
                2 night minimum stay
                • 3 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 7
                  (4)
                  2 night minimum stay
                  • 3 BR,
                  • 3 BA,
                  • Sleeps 6
                    (6)
                    3 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 5
                      (12)
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                      1 - 2 night minimum stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 3
                        (17)
                        $107 - $110
                        per night
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                        3 - 7 night minimum stay
                        • 3 BR,
                        • 1 BA,
                        • Sleeps 6
                          (10)
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                          2 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                            2 Reviews
                            3 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (22)
                              2 - 3 night minimum stay
                              • 3 BR,
                              • 1 BA,
                              • 1 HF BA,
                              • Sleeps 6
                                (7)
                                2 night minimum stay
                                • 2 BR,
                                • Sleeps 4
                                  3 - 7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (6)
                                    2 - 3 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • Sleeps 4
                                      2 - 3 night minimum stay
                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 4
                                        2 - 5 night minimum stay
                                        • 3 BR,
                                        • 1 BA,
                                        • Sleeps 5
                                          (26)
                                          3 night minimum stay
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 5
                                            (6)
                                            2 night minimum stay
                                            • 1 BR,
                                            • 1 BA,
                                            • Sleeps 4
                                              2 night minimum stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                                (5)
                                                30 more choices from the HomeAway Network
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                                                2 - 7 night minimum stay
                                                • 4 BR,
                                                • 4 BA,
                                                • Sleeps 10
                                                  (20)
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                                                  2 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 3
                                                    (16)
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                                                    2 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (10)
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                                                      2 - 3 night minimum stay
                                                      • 3 BR,
                                                      • 1 BA,
                                                      • Sleeps 6
                                                        (15)
                                                        3 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 2
                                                          (24)
                                                          2 night minimum stay
                                                          • 3 BR,
                                                          • 1 BA,
                                                          • Sleeps 6
                                                            (13)
                                                            Book it Now!
                                                            2 - 7 night minimum stay
                                                            • 4 BR,
                                                            • 3 BA,
                                                            • Sleeps 10
                                                              (4)
                                                               

                                                              Recent Chesapeake Bay Reviews

                                                              PERFECT WEEKEND GETAWAY

                                                              5 of 5
                                                              The Harbor Hideaway was the perfect getaway retreat. It truly felt like home away from home. Carol, the homeowner, really thought of everything from a well-stocked kitchen and comfortable bedding to toiletries and even Band-Aids! We did s'mores out by the fire pit, played corn hole, and rode the four bikes to Inn at Perry Cabin and had a cocktail while sitting in the Adirondack chairs looking out onto the marina. St. Michaels is the perfect long weekend destination and the Harbor Hideaway is within walking distance to all the shops and restaurants.
                                                              • Submitted: Jun 24, 2014
                                                              • Stayed: May 2014

                                                              PARADISE AT SUMMERLEE COTTAGE

                                                              5 of 5
                                                              We had an amazing time at the Summerlee Cottage (and our pups did too!). What a beautiful place! The beach, the wildlife, the community, and the cottage itself all exceeded our expectations. From kayaking and biking to relaxing/playing on the beach, our stay at Summerlee was both peaceful and adventurous. We had an incredible time and will cherish these memories forever! Thank you so much! We will be back!
                                                              • Submitted: Jun 20, 2014
                                                              • Stayed: Jun 2014

                                                              GREAT GETAWAY!

                                                              5 of 5
                                                              We enjoyed everything......the lovely, comfortable cottage, the views (especially at sunset), biking, the little beach and fishing off the dock. We also enjoyed the shops and restaurants in St. Michaels. This was really a great getaway for us and our two adult children!
                                                              • Submitted: Jun 18, 2014
                                                              • Stayed: Jun 2014