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Chesapeake Bay Beach Vacation Rentals Vacation Rentals(79)

79 Results
$350 - $425
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
    (14)
    2 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 4
      (33)
      2 - 7 night minimum stay
      • 5 BR,
      • 6 BA,
      • 2 HF BA,
      • Sleeps 10
        (5)
        2 - 7 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          (11)
          • 3 BR,
          • 2 BA,
          • Sleeps 9
            1 Review
            2 - 7 night minimum stay
            • 4 BR,
            • 3 BA,
            • Sleeps 10
              (25)
              Book it Now!
              2 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 8
                (26)
                2 - 4 night minimum stay
                • 4 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 12
                  (25)
                  • 4 BR,
                  • 2 BA,
                  • Sleeps 10
                    (8)
                    2 - 3 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • 1 HF BA,
                    • Sleeps 8
                      (12)
                      2 - 7 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 6
                        (8)
                        3 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • 2 HF BA,
                        • Sleeps 6
                          (4)
                          3 night minimum stay
                          • 2 BR,
                          • 1 BA,
                          • Sleeps 5
                            (12)
                            Book it Now!
                            1 - 4 night minimum stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 3
                              (17)
                              Book it Now!
                              2 - 7 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 12
                                (36)
                                3 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (24)
                                  2 - 6 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • Sleeps 5
                                    (25)
                                    Book it Now!
                                    7 night minimum stay
                                    • 4 BR,
                                    • 2 BA,
                                    • Sleeps 12
                                      (4)
                                      Book it Now!
                                      3 - 7 night minimum stay
                                      • 3 BR,
                                      • 1 BA,
                                      • Sleeps 6
                                        (7)
                                        Book it Now!
                                        2 - 7 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (8)
                                          Book it Now!
                                          2 night minimum stay
                                          • 5 BR,
                                          • 5 BA,
                                          • Sleeps 10
                                            (3)
                                            Book it Now!
                                            2 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 10
                                              (3)
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 3 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                                2 Reviews
                                                2 - 3 night minimum stay
                                                • 3 BR,
                                                • 1 BA,
                                                • 1 HF BA,
                                                • Sleeps 6
                                                  (8)
                                                  2 night minimum stay
                                                  • 6 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    (10)
                                                    Book it Now!
                                                    • 2 BR,
                                                    • 1 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 4
                                                      3 - 6 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        (4)
                                                        2 night minimum stay
                                                        • 2 BR,
                                                        • Sleeps 4
                                                          1 Review
                                                          3 - 7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            2 Reviews
                                                            7 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 8
                                                              1 Review
                                                               

                                                              Recent Chesapeake Bay Reviews

                                                              Loverly!

                                                              5 of 5
                                                              A wonderful week in a wonderful cottage in a wonderful town. Steps to a small harbor and another block to the river view. Walked into town for great shops and restaurants (Don't miss Gregorio Gallery for great photos and gifts and Gina's at the top of the street for great shrimp tacos and crab dip!) Nice bike rides on the nature trail a few blocks from the cottage. Open the windows at night for the sound of silence interrupted only by the sounds of nature. The setting was ideal! Thanks!
                                                              • Submitted: Sep 1, 2014
                                                              • Stayed: Aug 2014

                                                              Far from the maddening crowd!

                                                              5 of 5
                                                              We just returned from a wonderful three day family get-away with daughter, son-in-law and grandkids. We loved Betterton and the lovely beach which was just a short walk from the house. We found the house to be a charming home, reminiscing of a by gone era. Everything was clean with lots of room for the family. The weather was absolutely perfect so we had no need of air conditioning - just open the windows and enjoy the breeze from the Bay. We brought things for the grand daughters to occupy their time, but it wasn't necessary as there was more than enough things to keep them busy - beach toys too! If you cannot live without television, there is Dish TV. In short, we really recommend this lovely home and Betterton. If you like to get away from it all, this is a place to step back in time (and it is only twelve miles from Chestertown).
                                                              • Submitted: Sep 1, 2014
                                                              • Stayed: Aug 2014

                                                              This house is the perfect place to relax!

                                                              5 of 5
                                                              Location is beautiful. If you want to get away from all the daily grind, noise and action, this is the place to be. We had one of the most relaxing and memorable vacations in Betterton. The house is very well kept, the owners are extremely helpful and kind to make your stay an amazing one. Highly recommended, would definitely return!
                                                              • Submitted: Aug 20, 2014
                                                              • Stayed: Jul 2014