Verified Review icon 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 pet-dog svg-multiunit Default Owner Icon heart-filled
    Excellent! 4.6/5
    (16 reviews)
    $89
    avg/night
    Condo #3896538
    • 1 BR
    • 1 BA
    • Sleeps 6
    16
    Viewed 10 times in the last 48 hours

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.

      Wonderful! 4.8/5
      (22 reviews)
      avg/night
      Condo #716031vb
      • 2 BR
      • 1 BA
      • Sleeps 6
      22
      Viewed 6 times in the last 48 hours

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.

        Very Good! 4.1/5
        (12 reviews)
        avg/night
        Condo #4014526
        • 3 BR
        • 3 BA
        • Sleeps 6
        12

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.

          Exceptional! 5/5
          (24 reviews)
          avg/night
          House #4044539
          • 2 BR
          • 2 BA
          • Sleeps 4
          24
          Viewed 11 times in the last 48 hours

          Confirmation within 24 hours

          Your booking request will be confirmed or denied within 24 hours.

            Excellent! 4.3/5
            (21 reviews)
            avg/night
            Cabin #3014265
            • 2 BR
            • 1 BA
            • Sleeps 6
            21
            Viewed 17 times in the last 48 hours

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.

              Very Good! 4.1/5
              (9 reviews)
              avg/night
              Condo #3804012
              • 2 BR
              • 1 BA
              • Sleeps 5
              9

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.

                House #3924952
                • 3 BR
                • 2 BA
                • Sleeps 10
                13

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.

                  House #4313390
                  • 3 BR
                  • 2 BA
                  • Sleeps 9
                  10

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.

                    Wonderful! 4.9/5
                    (16 reviews)
                    avg/night
                    Cottage #175549
                    • 3 BR
                    • 3 BA
                    • Sleeps 8
                    16
                    Viewed 15 times in the last 48 hours

                    Confirmation within 24 hours

                    Your booking request will be confirmed or denied within 24 hours.

                      Wonderful! 4.8/5
                      (17 reviews)
                      avg/night
                      House #4240841
                      • 4 BR
                      • 2 BA
                      • Sleeps 12
                      17
                      Viewed 7 times in the last 48 hours

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.

                        avg/night
                        Cabin #3016070
                        • 2 BR
                        • 1 BA
                        • Sleeps 5
                        10
                        Viewed 13 times in the last 48 hours

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.

                          Exceptional! 5/5
                          (11 reviews)
                          avg/night
                          Townhome #689905vb
                          • 3 BR
                          • 3 BA
                          • Sleeps 7
                          11

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.

                            Wonderful! 4.9/5
                            (23 reviews)
                            avg/night
                            House #4073769
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            23
                            Viewed 6 times in the last 48 hours

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.

                              Very Good! 4.1/5
                              (15 reviews)
                              avg/night
                              House #258920
                              • 6 BR
                              • 3 BA
                              • Sleeps 26
                              15
                              Viewed 21 times in the last 48 hours

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.

                                Wonderful! 4.9/5
                                (12 reviews)
                                avg/night
                                Cottage #3496194
                                • 4 BR
                                • 1 BA
                                • Sleeps 7
                                12

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.

                                  Wonderful! 4.8/5
                                  (25 reviews)
                                  avg/night
                                  House #7080936
                                  • 3 BR
                                  • 1 BA
                                  • Sleeps 8
                                  25

                                  Instant Confirmation

                                  Your booking request will be confirmed immediately.

                                    avg/night
                                    Cottage #1020543vb
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    4
                                    Viewed 8 times in the last 48 hours

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.

                                      House #557834vb
                                      • 6 BR
                                      • 3 BA
                                      • Sleeps 12
                                      4
                                      Viewed 5 times in the last 48 hours

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.

                                        avg/night
                                        Townhome #1115287vb
                                        • 3 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 8
                                        3
                                        Viewed 5 times in the last 48 hours

                                        Instant Confirmation

                                        Your booking request will be confirmed immediately.

                                          Excellent! 4.7/5
                                          (13 reviews)
                                          avg/night
                                          Cottage #3828287
                                          • 2 BR
                                          • 1 BA
                                          • 1 HF BA
                                          • Sleeps 7
                                          13
                                          Viewed 6 times in the last 48 hours

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.

                                            Condo #1036429vb
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 7
                                            2

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.

                                              House #1034527vb
                                              • 7 BR
                                              • 4 BA
                                              • Sleeps 18
                                              3
                                              Viewed 44 times in the last 48 hours

                                              Instant Confirmation

                                              Your booking request will be confirmed immediately.

                                                avg/night
                                                Cabin #4087680
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                1
                                                Viewed 10 times in the last 48 hours

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.

                                                  Chalet #593993vb
                                                  • 4 BR
                                                  • 2 BA
                                                  • 1 HF BA
                                                  • Sleeps 8
                                                  2

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.

                                                    Exceptional! 5/5
                                                    (37 reviews)
                                                    avg/night
                                                    Chalet #3348vb
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 9
                                                    37
                                                    Viewed 9 times in the last 48 hours

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.

                                                      avg/night
                                                      House #4479049
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 9
                                                      2
                                                      Viewed 6 times in the last 48 hours

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.

                                                        Lodge #3727616
                                                        • 6 BR
                                                        • 2 BA
                                                        • Sleeps 11
                                                        1

                                                        Confirmation within 24 hours

                                                        Your booking request will be confirmed or denied within 24 hours.

                                                          Excellent! 4.4/5
                                                          (18 reviews)
                                                          avg/night
                                                          Cabin #641786vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          18

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.

                                                            House #948569vb
                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 15
                                                            4
                                                            Viewed 8 times in the last 48 hours

                                                            Instant Confirmation

                                                            Your booking request will be confirmed immediately.

                                                              Wonderful! 4.8/5
                                                              (5 reviews)
                                                              avg/night
                                                              Cottage #4473478
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 8
                                                              5
                                                              Viewed 5 times in the last 48 hours

                                                              Instant Confirmation

                                                              Your booking request will be confirmed immediately.

                                                                Exceptional! 5/5
                                                                (12 reviews)
                                                                avg/night
                                                                House #140995
                                                                • 3 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 8
                                                                12
                                                                Viewed 5 times in the last 48 hours

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                  Townhome #978720
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  14

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                    Townhome #1115909vb
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    1

                                                                    Confirmation within 24 hours

                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                      Apartment #948565vb
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      4

                                                                      Instant Confirmation

                                                                      Your booking request will be confirmed immediately.

                                                                        Cabin #1021229vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.

                                                                          Cabin #4537664
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          1

                                                                          Confirmation within 24 hours

                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                            Cabin #740351vb
                                                                            • 3 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            4

                                                                            Confirmation within 24 hours

                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                              Apartment #3726412
                                                                              • 4 BR
                                                                              • 4 BA
                                                                              • 1 HF BA
                                                                              • Sleeps 16
                                                                              1

                                                                              Confirmation within 24 hours

                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                Multiple rentals Bed And Breakfast #4622172
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2

                                                                                Instant Confirmation

                                                                                Your booking request will be confirmed immediately.

                                                                                  House #239560
                                                                                  • 5 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                    Cottage #3667204
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 7
                                                                                    2

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                      House #1115857vb
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 13

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                        Apartment #1035123vb
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 8
                                                                                        Viewed 9 times in the last 48 hours

                                                                                        Instant Confirmation

                                                                                        Your booking request will be confirmed immediately.

                                                                                          Wonderful! 4.9/5
                                                                                          (86 reviews)
                                                                                          avg/night
                                                                                          House #179508
                                                                                          • 5 BR
                                                                                          • 3 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 18
                                                                                          86
                                                                                          Viewed 46 times in the last 48 hours

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.

                                                                                            Exceptional! 5/5
                                                                                            (110 reviews)
                                                                                            avg/night
                                                                                            House #3001286
                                                                                            • 7 BR
                                                                                            • 6 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 19
                                                                                            110
                                                                                            Viewed 35 times in the last 48 hours

                                                                                            Confirmation within 24 hours

                                                                                            Your booking request will be confirmed or denied within 24 hours.

                                                                                              Wonderful! 4.9/5
                                                                                              (46 reviews)
                                                                                              avg/night
                                                                                              House #3876403
                                                                                              • 6 BR
                                                                                              • 3 BA
                                                                                              • 2 HF BA
                                                                                              • Sleeps 15
                                                                                              46
                                                                                              Viewed 17 times in the last 48 hours

                                                                                              Confirmation within 24 hours

                                                                                              Your booking request will be confirmed or denied within 24 hours.

                                                                                                Wonderful! 4.8/5
                                                                                                (20 reviews)
                                                                                                avg/night
                                                                                                House #863326vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 7
                                                                                                20
                                                                                                Viewed 22 times in the last 48 hours

                                                                                                Confirmation within 24 hours

                                                                                                Your booking request will be confirmed or denied within 24 hours.

                                                                                                  Exceptional! 5/5
                                                                                                  (21 reviews)
                                                                                                  avg/night
                                                                                                  Cabin #802195vb
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 6
                                                                                                  21
                                                                                                  Viewed 40 times in the last 48 hours

                                                                                                  Confirmation within 24 hours

                                                                                                  Your booking request will be confirmed or denied within 24 hours.

                                                                                                    Wonderful! 4.8/5
                                                                                                    (65 reviews)
                                                                                                    avg/night
                                                                                                    House #423420vb
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 10
                                                                                                    65
                                                                                                    Viewed 11 times in the last 48 hours

                                                                                                    Confirmation within 24 hours

                                                                                                    Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Excellent! 4.3/5
                                                                                                      (20 reviews)
                                                                                                      avg/night
                                                                                                      Cabin #7006524
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      20
                                                                                                      Viewed 7 times in the last 48 hours

                                                                                                      Confirmation within 24 hours

                                                                                                      Your booking request will be confirmed or denied within 24 hours.

                                                                                                      Chestertown Vacation Rentals (300+)