check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • Showing 1-50 of 183
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (7 reviews)
    avg/night
    • 1 BR
    • 2 BA
    • Sleeps 5
    Cabin #4178435
    7
    Viewed 12 times in the last 48 hours
      Exceptional! 5.0/5
      (31 reviews)
      avg/night
      • 2 BR
      • 1 BA
      • Sleeps 4
      Cottage #820614vb
      31
      Viewed 20 times in the last 48 hours
        Excellent! 4.5/5
        (23 reviews)
        avg/night
        • 5 BR
        • 2 BA
        • Sleeps 12
        House #358885vb
        23
        Viewed 9 times in the last 48 hours
          Wonderful! 4.8/5
          (5 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 4
          Condo #681807vb
          5
          Viewed 12 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 7 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 14 times in the last 48 hours
                Wonderful! 4.8/5
                (40 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 10
                House #40646vb
                40
                Viewed 21 times in the last 48 hours
                  Exceptional! 5.0/5
                  (9 reviews)
                  avg/night
                  • 4 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 10
                  House #803091vb
                  9
                  Viewed 23 times in the last 48 hours
                    Excellent! 4.7/5
                    (6 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • 2 HF BA
                    • Sleeps 6
                    House #169544
                    6
                    Viewed 10 times in the last 48 hours
                      • 3 BR
                      • 3 BA
                      • 1 HF BA
                      • Sleeps 9
                      House #3537177
                      15
                        Wonderful! 4.8/5
                        (20 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Cottage #7013736
                        20
                        Viewed 16 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
                            (23 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 5
                            House #986821
                            23
                            Viewed 9 times in the last 48 hours
                              Wonderful! 4.8/5
                              (13 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 4
                              Cottage #4144472
                              13
                                Exceptional! 5.0/5
                                (25 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 5
                                Cottage #371261vb
                                25
                                Viewed 12 times in the last 48 hours
                                  Excellent! 4.4/5
                                  (28 reviews)
                                  avg/night
                                  • 6 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 9
                                  House #198445vb
                                  28
                                  Viewed 37 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (64 reviews)
                                    avg/night
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    House #432739vb
                                    64
                                    Viewed 14 times in the last 48 hours
                                      Excellent! 4.5/5
                                      (13 reviews)
                                      avg/night
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 10
                                      House #3771110
                                      13
                                      Viewed 14 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (7 reviews)
                                        avg/night
                                        • 6 BR
                                        • 4 BA
                                        • 2 HF BA
                                        • Sleeps 14
                                        House #3926292
                                        7
                                        Viewed 22 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 17 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (14 reviews)
                                            avg/night
                                            • 5 BR
                                            • 5 BA
                                            • Sleeps 10
                                            Lodge #3920901
                                            14
                                            Viewed 8 times in the last 48 hours
                                              • 3 BR
                                              • 4 BA
                                              • 1 HF BA
                                              • Sleeps 8
                                              House #3943466
                                              8
                                              Viewed 14 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (22 reviews)
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                House #731347vb
                                                22
                                                Viewed 7 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (13 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  House #833414vb
                                                  13
                                                  Viewed 39 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (11 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cabin #4157769
                                                    11
                                                    Viewed 12 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (36 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Cottage #122453
                                                      36
                                                      Viewed 9 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (36 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Cottage #60379vb
                                                        36
                                                        Viewed 9 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (28 reviews)
                                                          avg/night
                                                          • 4 BR
                                                          • 4 BA
                                                          • Sleeps 12
                                                          House #472869vb
                                                          28
                                                          Viewed 19 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (23 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            House #684953vb
                                                            23
                                                            Viewed 12 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (13 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #571558vb
                                                              13
                                                              Viewed 6 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 34 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Cottage #644681vb
                                                                  16
                                                                  Viewed 6 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (27 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Apartment #583466vb
                                                                    27
                                                                    Viewed 5 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (30 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 2 BA
                                                                      • Sleeps 12
                                                                      House #371050vb
                                                                      30
                                                                      Viewed 13 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
                                                                          Exceptional! 5.0/5
                                                                          (76 reviews)
                                                                          avg/night
                                                                          • 6 BR
                                                                          • 5 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 15
                                                                          House #230476vb
                                                                          76
                                                                          Viewed 20 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 5 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (18 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              Bungalow #505973vb
                                                                              18
                                                                              Viewed 39 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 16 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (6 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 10
                                                                                  House #655263vb
                                                                                  6
                                                                                  Viewed 20 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 8 BR
                                                                                    • 5 BA
                                                                                    • Sleeps 12
                                                                                    Estate #3957742
                                                                                    8
                                                                                    Viewed 35 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (19 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Bungalow #473339vb
                                                                                      19
                                                                                      Viewed 6 times in the last 48 hours
                                                                                        Excellent! 4.5/5
                                                                                        (12 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #565992vb
                                                                                        12
                                                                                        Viewed 9 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 10 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (29 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 10
                                                                                            Lodge #465773vb
                                                                                            29
                                                                                            Viewed 42 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (28 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Cottage #151554
                                                                                              28
                                                                                              Viewed 13 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #3961324
                                                                                                13
                                                                                                Viewed 8 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 23 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (24 reviews)
                                                                                                    avg/night
                                                                                                    • 8 BR
                                                                                                    • 7 BA
                                                                                                    • 2 HF BA
                                                                                                    • Sleeps 20
                                                                                                    Estate #942769
                                                                                                    24
                                                                                                    Viewed 29 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (28 reviews)
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • Sleeps 10
                                                                                                      House #233398
                                                                                                      28
                                                                                                      Viewed 38 times in the last 48 hours
                                                                                                      • 1 - 50 of 183

                                                                                                      Chesapeake Beach: Houses, Cottages & More (183)

                                                                                                       

                                                                                                      Recent Chesapeake Beach Reviews

                                                                                                      Lovely Cabin with Maginificent View

                                                                                                      5 of 5
                                                                                                      We had a wonderful stay on the Cheaspeake Bay in the community Scientists Cliffs. The cottage was very clean and the space was great for 5-6 adults. The view is just unbeatable and the sunrises breathtaking. The owner was terrific and always responded to questions quickly! I would highly recommend this property.
                                                                                                      • Submitted: Nov 16, 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

                                                                                                      Amazing

                                                                                                      5 of 5
                                                                                                      Loved the cabin and the area. We are already planning a trip back in the near future. Very suitable for what we wanted. Not a far walk to the beaches and beautiful views.
                                                                                                      • Submitted: Nov 9, 2016
                                                                                                      • Stayed: Nov 2016