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Chesapeake Bay Vacation Home Rentals(170)

170 Results
2 night minimum stay
  • 4 BR,
  • 1 BA,
  • Sleeps 8
    2 - 7 night minimum stay
    • 4 BR,
    • 1 BA,
    • Sleeps 8
      (8)
      7 night minimum stay
      • 3 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 8
        (13)
        • 7 BR,
        • 6 BA,
        • Sleeps 20
          • 2 BR,
          • 1 BA,
          • Sleeps 6
            2 Reviews
            3 night minimum stay
            • 7 BR,
            • 5 BA,
            • Sleeps 12
              3 night minimum stay
              • 5 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 13
                1 Review
                2 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 8
                  • 4 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 17
                    (12)
                    • 5 BR,
                    • 4 BA,
                    • 1 HF BA,
                    • Sleeps 10
                      • 6 BR,
                      • 3 BA,
                      • Sleeps 12
                        (3)
                        • 6 BR,
                        • Sleeps 13
                          (7)
                          68 more choices from the HomeAway Network
                          Book it Now!
                          2 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 7
                            (19)
                            Book it Now!
                            2 - 3 night minimum stay
                            • 3 BR,
                            • 1 BA,
                            • Sleeps 6
                              (11)
                              $350 - $580
                              per night
                              Book it Now!
                              2 - 7 night minimum stay
                              • 3 BR,
                              • 3 BA,
                              • 2 HF BA,
                              • Sleeps 10
                                (11)
                                $200 - $250
                                per night
                                Book it Now!
                                2 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (9)
                                  Book it Now!
                                  7 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 12
                                    (10)
                                    Book it Now!
                                    2 - 5 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                      (6)
                                      Book it Now!
                                      1 - 2 night minimum stay
                                      • 4 BR,
                                      • 2 BA,
                                      • Sleeps 9
                                        (8)
                                        3 night minimum stay
                                        • 3 BR,
                                        • 3 BA,
                                        • Sleeps 12
                                          (18)
                                          7 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 6
                                            (16)
                                            $550 - $700
                                            per night
                                            Book it Now!
                                            2 - 7 night minimum stay
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 12
                                              (5)
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 5 BR,
                                              • 3 BA,
                                              • 1 HF BA,
                                              • Sleeps 12
                                                (5)
                                                2 - 3 night minimum stay
                                                • 5 BR,
                                                • 3 BA,
                                                • Sleeps 10
                                                  (25)
                                                  Book it Now!
                                                  1 - 2 night minimum stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • Sleeps 4
                                                    (4)
                                                    $250
                                                    per night
                                                    Book it Now!
                                                    3 night minimum stay
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 4
                                                      (3)
                                                      2 night minimum stay
                                                      • 2 BR,
                                                      • 1 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 6
                                                        (10)
                                                        2 - 3 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 7
                                                          (51)
                                                          $140 - $200
                                                          per night
                                                          2 night minimum stay
                                                          • 3 BR,
                                                          • 1 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 7
                                                            (15)
                                                            Book it Now!
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 8
                                                              (3)
                                                               

                                                              Recent Chesapeake Bay Reviews

                                                              Enjoyed our stay immensely

                                                              5 of 5
                                                              WOW!!!! What a wonderful vacation house,spacious rooms open up to a gorgeous view of the bay...kitchen has everything you need,big,clean bathrooms,powder room- great array of movies,books, games,bicycles,wagon for the beach! The owner entirely opens up this home for guests,nothing is off limits...the beds are super comfy,just a great place to vacation,Thank you!
                                                              • Submitted: Aug 19, 2014
                                                              • Stayed: Aug 2014

                                                              Wow.....is all I can say about our first night!

                                                              5 of 5
                                                              This place was perfect for a two couple fishing/party vacation. We unpacked and headed to the dock to catch sunset that was even better than expected. Sunrise was beautiful too. A short walk in the morning and I found myself at the Small Harbor at the end of the street. Waterman worked preparing their boats for the day and I snapped beautiful photos with the sun shinning on the boat houses. If you are a American Legion member....it's a very short drive with fantastic views and friendly people. Crisfield locals were very friendly and helpful. The boat traffic is nothing compared to 5-10 years ago. At the Puppy Hole we found very few boats and had the drift with only one other boat. Evenings on the deck were great and we found a local crabber selling us a bushel of #1 males for a great price. Owners Mary Beth and Bob were great!!! Thanks again and we can't wait for the next trip!!!
                                                              • Submitted: Jul 28, 2014
                                                              • Stayed: Jul 2014

                                                              Wonderful Weekend

                                                              5 of 5
                                                              We stayed at this house the weekend of the Eagleman Triathlon and it was a wonderful getaway, The house is beautiful, the location was idyllic, we especially enjoyed the sunsets, bullfrogs, and deer. This house was truly a relaxing retreat.
                                                              • Submitted: Jun 25, 2012
                                                              • Stayed: Jun 2012