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Chesapeake: Condos, Houses & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Apartment #659235vb
    5
    Viewed 20 times in the last 48 hours
      $78
      avg/night
      • 5 BR
      • 5 BA
      • Sleeps 12
      House #4069133
      3
      Viewed 30 times in the last 48 hours
        Exceptional! 5.0/5
        (19 reviews)
        avg/night
        • 4 BR
        • 3 BA
        • Sleeps 10
        House #460387vb
        19
        Viewed 6 times in the last 48 hours
          Wonderful! 4.8/5
          (5 reviews)
          avg/night
          • 3 BR
          • 1 BA
          • Sleeps 6
          House #763347vb
          5
          Viewed 8 times in the last 48 hours
            avg/night
            • 5 BR
            • 2 BA
            • Sleeps 10
            House #880080vb
            5
            Viewed 48 times in the last 48 hours
              $83
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 5
              Studio #4240292
              4
              Viewed 31 times in the last 48 hours
                $60
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 2
                Apartment #926481vb
                Viewed 8 times in the last 48 hours
                  $65
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Apartment #4312670
                  Viewed 18 times in the last 48 hours
                    avg/night
                    • 3 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 6
                    House #918977vb
                    1
                    Viewed 53 times in the last 48 hours
                      • 1 BR
                      • 1 BA
                      • Sleeps 6
                      House #4269724
                        • 5 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 18
                        House #3249021
                          • 1 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 4
                          Apartment #4312195
                            $68
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            House #924564vb
                            Viewed 11 times in the last 48 hours
                              $89
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 6
                              Hotel #3815956
                              1
                              Viewed 5 times in the last 48 hours
                                Excellent! 4.4/5
                                (21 reviews)
                                avg/night
                                • 5 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 16
                                House #985848
                                21
                                Viewed 47 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (22 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #721511vb
                                  22
                                  Viewed 24 times in the last 48 hours
                                    Excellent! 4.4/5
                                    (36 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 6
                                    Cottage #3540314
                                    36
                                    Viewed 55 times in the last 48 hours
                                      Excellent! 4.4/5
                                      (5 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 8
                                      Apartment #3597061
                                      5
                                      Viewed 78 times in the last 48 hours
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 10
                                        House #953067vb
                                        Viewed 47 times in the last 48 hours
                                          Excellent! 4.7/5
                                          (27 reviews)
                                          avg/night
                                          • 4 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 12
                                          House #440311vb
                                          27
                                          Viewed 78 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (15 reviews)
                                            avg/night
                                            • 4 BR
                                            • 3 BA
                                            • 1 HF BA
                                            • Sleeps 14
                                            House #3723066
                                            15
                                            Viewed 53 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (11 reviews)
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • 1 HF BA
                                              • Sleeps 10
                                              House #3723213
                                              11
                                              Viewed 33 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (7 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #903196vb
                                                7
                                                Viewed 89 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (16 reviews)
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  House #246304vb
                                                  16
                                                  Viewed 34 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (19 reviews)
                                                    avg/night
                                                    • 5 BR
                                                    • 4 BA
                                                    • Sleeps 12
                                                    House #564139vb
                                                    19
                                                    Viewed 16 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (42 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 4 BA
                                                      • Sleeps 12
                                                      Cottage #593157vb
                                                      42
                                                      Viewed 70 times in the last 48 hours
                                                        $89
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        Apartment #822238vb
                                                        2
                                                        Viewed 16 times in the last 48 hours
                                                          $55
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Apartment #4351128
                                                          Viewed 25 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (23 reviews)
                                                            $71
                                                            avg/night
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 2
                                                            Apartment #641718vb
                                                            23
                                                            Viewed 39 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Apartment #862186vb
                                                              15
                                                              Viewed 51 times in the last 48 hours
                                                                Excellent! 4.6/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #345956vb
                                                                7
                                                                Viewed 10 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (9 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  Condo #837229vb
                                                                  9
                                                                  Viewed 34 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (6 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Townhome #753028vb
                                                                    6
                                                                    Viewed 7 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (6 reviews)
                                                                      avg/night
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 8
                                                                      Townhome #763066vb
                                                                      6
                                                                      Viewed 15 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (68 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        Condo #208250vb
                                                                        68
                                                                        Viewed 11 times in the last 48 hours
                                                                          Excellent! 4.7/5
                                                                          (42 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Apartment #3568121
                                                                          42
                                                                          Viewed 23 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (5 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            Condo #7119693
                                                                            5
                                                                            Viewed 9 times in the last 48 hours
                                                                              Excellent! 4.5/5
                                                                              (23 reviews)
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Sleeps 12
                                                                              House #717981vb
                                                                              23
                                                                              Viewed 33 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                Townhome #805315vb
                                                                                10
                                                                                Viewed 29 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (18 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  Condo #3509176
                                                                                  18
                                                                                  Viewed 16 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (7 reviews)
                                                                                    avg/night
                                                                                    • 5 BR
                                                                                    • 3 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 12
                                                                                    House #741786vb
                                                                                    7
                                                                                    Viewed 31 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (20 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #680927vb
                                                                                      20
                                                                                      Viewed 19 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 16
                                                                                        House #7039151
                                                                                        4
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          $67
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 5
                                                                                          Condo #4265376
                                                                                          1
                                                                                          Viewed 33 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 7 BR
                                                                                            • 6 BA
                                                                                            • Sleeps 22
                                                                                            House #340779
                                                                                            6
                                                                                            Viewed 13 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (26 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 12
                                                                                              House #558391vb
                                                                                              26
                                                                                              Viewed 32 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 12
                                                                                                Townhome #956424vb
                                                                                                Viewed 35 times in the last 48 hours
                                                                                                  Excellent! 4.7/5
                                                                                                  (29 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #424783vb
                                                                                                  29
                                                                                                  Viewed 5 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (27 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    House #572528vb
                                                                                                    27
                                                                                                    Viewed 28 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (7 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #863447vb
                                                                                                      7
                                                                                                      Viewed 13 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Chesapeake Reviews

                                                                                                      Nice House

                                                                                                      4 of 5
                                                                                                      It is a nice house in a nice neighborhood close to Virginia Beach. The owners are also very responsive to questions. A few caveats if you have a lot of people in the house (we had 12 adults). There are two full bathrooms but the one in the master doesn't have a door. We had 12 adults trying to get ready for a wedding and it was a bit awkward trying to get everyone a shower (although no one said the hot water ran out) because you couldn't really use the master bedroom/ toilet/ mirror when someone was showering. Also, though they provide toilet paper, it is not enough for 12 people for more than a day. Bring your own. You also can only park ~4 cars in the driveway. Each couple brought a car and we had to park some of them in a garage a few miles away.
                                                                                                      • Submitted: Oct 24, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Soooo nice!

                                                                                                      5 of 5
                                                                                                      This house was just wonderful for our family, and we are staying again this coming summer for the 3rd time. Lots of room to be together, nice bedrooms, bathrooms, kitchen, everything. And..if there is any thing that we needed, the response was almost immediate. Couldn't be happier!
                                                                                                      • Submitted: Oct 6, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Fantastic Weekend!

                                                                                                      5 of 5
                                                                                                      This was the PERFECT girls' get-away! The unit's location couldn't have been better - walking distance to great local restaurants, the boardwalk and bandstand, and even the one-stop-shopping Walgreens. The hardest part of the weekend was squeezing everything in one car so we could use the one allotted parking space. The unit comfortably accommodated us, and the owners were extremely sweet! I am certain we will return :-)
                                                                                                      • Submitted: Oct 3, 2016
                                                                                                      • Stayed: Sep 2016