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  • Showing 1-50 of 56
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (25 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 5
    Cottage #371261vb
    25
    Viewed 18 times in the last 48 hours
      Wonderful! 4.8/5
      (21 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • 1 HF BA
      • Sleeps 4
      Cottage #599767vb
      21
      Viewed 21 times in the last 48 hours
        Wonderful! 4.9/5
        (57 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 2
        Cottage #61400vb
        57
        Viewed 17 times in the last 48 hours
          Wonderful! 4.9/5
          (13 reviews)
          avg/night
          • 3 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
          Cottage #775368vb
          13
          Viewed 17 times in the last 48 hours
            Wonderful! 4.8/5
            (20 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Cottage #7013736
            20
            Viewed 12 times in the last 48 hours
              Exceptional! 5.0/5
              (5 reviews)
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 6
              Cottage #4230519
              5
              Viewed 6 times in the last 48 hours
                Wonderful! 4.8/5
                (36 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                Cottage #122453
                36
                Viewed 17 times in the last 48 hours
                  Exceptional! 5.0/5
                  (35 reviews)
                  avg/night
                  • 4 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 8
                  Cottage #450640vb
                  35
                  Viewed 18 times in the last 48 hours
                    Exceptional! 5.0/5
                    (31 reviews)
                    avg/night
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Cottage #820614vb
                    31
                    Viewed 21 times in the last 48 hours
                      Wonderful! 4.8/5
                      (13 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 8
                      Cottage #3884479
                      13
                      Viewed 19 times in the last 48 hours
                        • 4 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 6
                        Cottage #407755vb
                        34
                          Wonderful! 4.8/5
                          (31 reviews)
                          avg/night
                          • 1 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 4
                          Cottage #429271vb
                          31
                          Viewed 22 times in the last 48 hours
                            Wonderful! 4.8/5
                            (13 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Cottage #4144472
                            13
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Cottage #4270141
                              1 Review
                              Viewed 8 times in the last 48 hours
                                Excellent! 4.7/5
                                (10 reviews)
                                $86
                                avg/night
                                • 1 BR
                                • 1 HF BA
                                • Sleeps 2
                                Cottage #3251603
                                10
                                Viewed 8 times in the last 48 hours
                                  Excellent! 4.5/5
                                  (78 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #215987vb
                                  78
                                    Excellent! 4.7/5
                                    (28 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Cottage #151554
                                    28
                                    Viewed 5 times in the last 48 hours
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Cottage #837452vb
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 5
                                        Cottage #592541vb
                                        2 Reviews
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          Cottage #743920vb
                                          4
                                          Viewed 7 times in the last 48 hours
                                            • 4 BR
                                            • 2 BA
                                            • Sleeps 8
                                            Cottage #850329vb
                                            Viewed 8 times in the last 48 hours
                                              Excellent! 4.5/5
                                              (18 reviews)
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 4
                                              Cottage #449004vb
                                              18
                                                Exceptional! 5.0/5
                                                (16 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Cottage #644681vb
                                                16
                                                Viewed 11 times in the last 48 hours
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  Cottage #832757vb
                                                  Viewed 15 times in the last 48 hours
                                                    Excellent! 4.5/5
                                                    (12 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cottage #565992vb
                                                    12
                                                    Viewed 12 times in the last 48 hours
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      Cottage #592534vb
                                                      3
                                                        Wonderful! 4.8/5
                                                        (36 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Cottage #60379vb
                                                        36
                                                        Viewed 10 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Cottage #689743vb
                                                          7
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 6
                                                            Cottage #389515vb
                                                            Viewed 14 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (20 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Cottage #493229vb
                                                              20
                                                              Viewed 12 times in the last 48 hours
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                Cottage #449007vb
                                                                28
                                                                  avg/night
                                                                  • 7 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 14
                                                                  Cottage #602098vb
                                                                  3
                                                                  Viewed 8 times in the last 48 hours
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 7
                                                                    Cottage #204687vb
                                                                    43
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      Cottage #837605vb
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        Cottage #327397vb
                                                                        23
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          Cottage #841769vb
                                                                            • 4 BR
                                                                            • 2 BA
                                                                            • Sleeps 10
                                                                            Cottage #4048991
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Cottage #592536vb
                                                                              3
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Cottage #597614vb
                                                                                4
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  Cottage #620422vb
                                                                                  1 Review
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 10
                                                                                    Cottage #603093vb
                                                                                    9
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #192419vb
                                                                                      3
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 5
                                                                                        Cottage #404469vb
                                                                                        8
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 6
                                                                                          Cottage #125200
                                                                                          1 Review
                                                                                            Exceptional! 5.0/5
                                                                                            (34 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 6
                                                                                            Cottage #300511vb
                                                                                            34
                                                                                            Viewed 18 times in the last 48 hours
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #597780vb
                                                                                              6
                                                                                                Exceptional! 5.0/5
                                                                                                (7 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Cottage #466353vb
                                                                                                7
                                                                                                  Wonderful! 4.9/5
                                                                                                  (22 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 4 BA
                                                                                                  • 2 HF BA
                                                                                                  • Sleeps 16
                                                                                                  Cottage #436958vb
                                                                                                  22
                                                                                                  Viewed 44 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Cottage #3000317
                                                                                                    51
                                                                                                      Wonderful! 4.9/5
                                                                                                      (11 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Cottage #327380vb
                                                                                                      11
                                                                                                      • 1 - 50 of 56

                                                                                                      Chesapeake Beach: Cottage Rentals (56)

                                                                                                       

                                                                                                      Recent Chesapeake Beach Reviews

                                                                                                      Lovely stay at CBay Cottage

                                                                                                      5 of 5
                                                                                                      We had a wonderful stay at CBay cottage. The cottage itself is just lovely and probably the best equipped in which we’ve ever stayed. The views of the bay are amazing. The community is small and intimate. Sue and Steve were nearby for any questions, suggestions or other needs, and could not have been more gracious hosts. Beach access is very easy - it’s a short walk past two adjacent cottages then stairs down to the beach. The beach itself is very private, particularly in front and north of the cottage. We visited in the fall, and we had the beach almost to ourselves all week and found many fossils. The cottage is ideally located to explore local parks, hike the Chestnut Land Trust trails and the visit the Calvert Marine Museum. Thank you Steve & Sue for sharing your lovely property with us!
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great feel and beautiful view!

                                                                                                      5 of 5
                                                                                                      We had a great stay and the location was great. Easy access to historical downtown and good access to local area shops. Theresa brought over some breakfast on our first day , we came in very late. THANK YOU !
                                                                                                      • Submitted: Oct 24, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Great cottage

                                                                                                      5 of 5
                                                                                                      We stayed for a weekend while attending a wedding in Annapolis. Great cottage - exactly how it looks online and walkable to downtown. Would recommend!
                                                                                                      • Submitted: Oct 19, 2016
                                                                                                      • Stayed: Oct 2016