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
Search
Filter
Map
  • Showing 1-50 of 300+
  View map Map
Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (43 reviews)
    $214
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    Cottage #820614
    43
    Viewed 61 times in the last 48 hours
      Excellent! 4.4/5
      (31 reviews)
      $440
      avg/night
      • 6 BR
      • 3 BA
      • 1 HF BA
      • Sleeps 9
      House #198445
      31
      Viewed 41 times in the last 48 hours
        Wonderful! 4.9/5
        (62 reviews)
        $392
        avg/night
        • 4 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 8
        House #123352ha
        62
        Viewed 68 times in the last 48 hours
          Excellent! 4.4/5
          (14 reviews)
          $404
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 8
          Cottage #43980
          14
          Viewed 27 times in the last 48 hours
            Wonderful! 4.8/5
            (12 reviews)
            $258
            avg/night
            • 2 BR
            • 1 BA
            • 2 HF BA
            • Sleeps 5
            Cottage #844888
            12
            Viewed 42 times in the last 48 hours
              Excellent! 4.7/5
              (12 reviews)
              $251
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 5
              Cottage #844892
              12
              Viewed 14 times in the last 48 hours
                Wonderful! 4.8/5
                (32 reviews)
                $250
                avg/night
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 5
                Cottage #229963
                32
                Viewed 33 times in the last 48 hours
                  Wonderful! 4.8/5
                  (26 reviews)
                  $229
                  avg/night
                  • 2 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 5
                  Cottage #359766
                  26
                  Viewed 21 times in the last 48 hours
                    $650
                    avg/night
                    • 5 BR
                    • 3 BA
                    • 1 HF BA
                    • Sleeps 10
                    Estate #94453
                    3
                    Viewed 15 times in the last 48 hours
                      Excellent! 4.7/5
                      (16 reviews)
                      $583
                      avg/night
                      • 4 BR
                      • 2 BA
                      • Sleeps 9
                      House #410948
                      16
                      Viewed 35 times in the last 48 hours
                        Wonderful! 4.8/5
                        (17 reviews)
                        $275
                        avg/night
                        • 3 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #246578ha
                        17
                        Viewed 32 times in the last 48 hours
                          Excellent! 4.7/5
                          (27 reviews)
                          $500
                          avg/night
                          • 4 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 8
                          Farmhouse #410694
                          27
                          Viewed 22 times in the last 48 hours
                            Wonderful! 4.9/5
                            (15 reviews)
                            $325
                            avg/night
                            • 3 BR
                            • 1 BA
                            • 1 HF BA
                            • Sleeps 6
                            Cottage #775368
                            15
                            Viewed 33 times in the last 48 hours
                              Excellent! 4.7/5
                              (9 reviews)
                              $356
                              avg/night
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              Cottage #743920
                              9
                                $871
                                avg/night
                                • 6 BR
                                • 5 BA
                                • 1 HF BA
                                • Sleeps 12
                                Estate #3724624ha
                                2
                                Viewed 30 times in the last 48 hours
                                  Exceptional! 5/5
                                  (48 reviews)
                                  $300
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Cottage #287681ha
                                  48
                                  Viewed 37 times in the last 48 hours
                                    $282
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Guest House #1046420
                                    3
                                    Viewed 43 times in the last 48 hours
                                      Exceptional! 5/5
                                      (18 reviews)
                                      $855
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 10
                                      House #405188
                                      18
                                      Viewed 39 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (31 reviews)
                                        $860
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #448999
                                        31
                                        Viewed 9 times in the last 48 hours
                                          $1,195
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 10
                                          House #732405
                                          Viewed 16 times in the last 48 hours
                                            $325
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #1086680
                                            1
                                            Viewed 14 times in the last 48 hours
                                              $1,257
                                              avg/night
                                              • 6 BR
                                              • 5 BA
                                              • 2 HF BA
                                              • Sleeps 12
                                              Estate #3737965ha
                                              2
                                              Viewed 20 times in the last 48 hours
                                                $929
                                                avg/night
                                                • 5 BR
                                                • 4 BA
                                                • 1 HF BA
                                                • Sleeps 10
                                                Estate #3737961ha
                                                1
                                                Viewed 5 times in the last 48 hours
                                                  $950
                                                  avg/night
                                                  • 6 BR
                                                  • 4 BA
                                                  • 1 HF BA
                                                  • Sleeps 16
                                                  House #977516
                                                  Viewed 14 times in the last 48 hours
                                                    $887
                                                    avg/night
                                                    • 5 BR
                                                    • 4 BA
                                                    • Sleeps 8
                                                    Estate #234152ha
                                                    4
                                                    Viewed 7 times in the last 48 hours
                                                      $780
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #982814
                                                      Viewed 7 times in the last 48 hours
                                                        $468
                                                        avg/night
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 6
                                                        Cottage #389515
                                                        Viewed 12 times in the last 48 hours
                                                          $195
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Multiple rentals Bed And Breakfast #4621676ha
                                                            $825
                                                            avg/night
                                                            • 5 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            House #120889ha
                                                            3
                                                            Viewed 5 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (34 reviews)
                                                              $589
                                                              avg/night
                                                              • 4 BR
                                                              • 3 BA
                                                              • 1 HF BA
                                                              • Sleeps 8
                                                              House #391798
                                                              34
                                                              Viewed 29 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (13 reviews)
                                                                $134
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #364413
                                                                13
                                                                Viewed 48 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (5 reviews)
                                                                  $191
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  Condo #681807
                                                                  5
                                                                  Viewed 34 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (27 reviews)
                                                                    $300
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 6
                                                                    Cottage #482154
                                                                    27
                                                                    Viewed 39 times in the last 48 hours
                                                                      Exceptional! 5/5
                                                                      (21 reviews)
                                                                      $310
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 6
                                                                      House #4176147ha
                                                                      21
                                                                      Viewed 35 times in the last 48 hours
                                                                        Excellent! 4.7/5
                                                                        (49 reviews)
                                                                        $181
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 9
                                                                        House #306997
                                                                        49
                                                                        Viewed 29 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (5 reviews)
                                                                          $450
                                                                          avg/night
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 7
                                                                          House #958803
                                                                          5
                                                                          Viewed 37 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (32 reviews)
                                                                            $175
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 4
                                                                            Cottage #599767
                                                                            32
                                                                            Viewed 17 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (7 reviews)
                                                                              $239
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              House #1010708
                                                                              7
                                                                              Viewed 46 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (30 reviews)
                                                                                $150
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                Cottage #371261
                                                                                30
                                                                                Viewed 47 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (17 reviews)
                                                                                  $650
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 12
                                                                                  House #759930
                                                                                  17
                                                                                  Viewed 54 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (44 reviews)
                                                                                    $214
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 1 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 8
                                                                                    Cottage #450640
                                                                                    44
                                                                                    Viewed 35 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (73 reviews)
                                                                                      $450
                                                                                      avg/night
                                                                                      • 4 BR
                                                                                      • 4 BA
                                                                                      • Sleeps 8
                                                                                      House #432739
                                                                                      73
                                                                                      Viewed 51 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (33 reviews)
                                                                                        $350
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 12
                                                                                        House #371050
                                                                                        33
                                                                                        Viewed 31 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (23 reviews)
                                                                                          $925
                                                                                          avg/night
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • 1 HF BA
                                                                                          • Sleeps 18
                                                                                          Estate #3935398ha
                                                                                          23
                                                                                          Viewed 31 times in the last 48 hours
                                                                                            Excellent! 4.6/5
                                                                                            (13 reviews)
                                                                                            $316
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            House #873492
                                                                                            13
                                                                                            Viewed 37 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (18 reviews)
                                                                                              $417
                                                                                              avg/night
                                                                                              • 5 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 18
                                                                                              House #581725
                                                                                              18
                                                                                              Viewed 27 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (64 reviews)
                                                                                                $150
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Cottage #61400
                                                                                                64
                                                                                                Viewed 52 times in the last 48 hours
                                                                                                  Exceptional! 5/5
                                                                                                  (9 reviews)
                                                                                                  $625
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 12
                                                                                                  House #954012
                                                                                                  9
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    Good! 3.9/5
                                                                                                    (11 reviews)
                                                                                                    $279
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • 2 HF BA
                                                                                                    • Sleeps 6
                                                                                                    House #169544ha
                                                                                                    11
                                                                                                    Viewed 27 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (16 reviews)
                                                                                                      $1,000
                                                                                                      avg/night
                                                                                                      • 5 BR
                                                                                                      • 4 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      House #898308
                                                                                                      16
                                                                                                      Viewed 29 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Saint Michaels (300+)

                                                                                                      1.  >
                                                                                                      2.  >
                                                                                                      3.  >
                                                                                                      4.  >
                                                                                                       

                                                                                                      Recent Saint Michaels Reviews

                                                                                                      View property

                                                                                                      Relaxing and comfortable

                                                                                                      5 of 5
                                                                                                      We really enjoyed our stay in Annapolis. The home was lovely, clean, quiet, nicely decorated and comfortable. The view from the deck was spectacular. The use of the kayaks were an added bonus. The drive into downtown was quick and easy. Our guests took the water taxi which was also convenient. Lots of shopping and restaurants. We had 4 adults and 1 child. It was cozy but we didn't have a problem with the space.
                                                                                                      ... continue reading
                                                                                                      • Submitted: Jul 20, 2017
                                                                                                      • Stayed: Jul 2017
                                                                                                      View property

                                                                                                      Lovely Vacation Home in St. Michaels

                                                                                                      5 of 5
                                                                                                      I am already planning our next trip to this amazing oasis in St Michaels. The house is beautifully appointed, with everything you need for a fantastic vacation. The water view is spectacular and relaxing, whether viewed from the large screen porch or one of the many balconies. The location is the best of both worlds, private but convenient to town. Highly recommended!!
                                                                                                      ... continue reading
                                                                                                      • Submitted: Jul 16, 2017
                                                                                                      • Stayed: Jul 2017