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  • Showing 1-50 of 137
Additional fees apply. Taxes may be added.
    • 8 BR
    • 5 BA
    • Sleeps 12
    Estate #3957742
    8
      • 4 BR
      • 4 BA
      • Sleeps 8
      House #432739vb
      64
        • 6 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 9
        House #198445vb
        28
          • 4 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 8
          House #123352
          56
            Wonderful! 4.8/5
            (51 reviews)
            avg/night
            • 3 BR
            • 2 BA
            • Sleeps 6
            Cottage #448997vb
            51
              • 5 BR
              • 5 BA
              • Sleeps 10
              Lodge #3920901
              14
                • 2 BR
                • 1 BA
                • 1 HF BA
                • Sleeps 5
                Cottage #359766vb
                21
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  Cottage #844892vb
                    • 6 BR
                    • 5 BA
                    • 1 HF BA
                    • Sleeps 12
                    Estate #3724624
                    2 Reviews
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      House #40646vb
                      40
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #391798vb
                        34
                          Exceptional! 5.0/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • 2 HF BA
                          • Sleeps 5
                          Cottage #844888vb
                          5
                            Exceptional! 5.0/5
                            (31 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Cottage #820614vb
                            31
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 5
                              Cottage #229963vb
                              25
                                Wonderful! 4.9/5
                                (14 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 6
                                House #3961324
                                14
                                  • 5 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 10
                                  Estate #347588vb
                                  58
                                    Excellent! 4.7/5
                                    (15 reviews)
                                    avg/night
                                    • 4 BR
                                    • 2 BA
                                    • Sleeps 9
                                    House #410948vb
                                    15
                                      • 3 BR
                                      • 2 BA
                                      • 1 HF BA
                                      • Sleeps 6
                                      Cottage #743920vb
                                      4
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Cottage #389515vb
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 10
                                          House #732405vb
                                            Wonderful! 4.8/5
                                            (21 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 4
                                            Cottage #599767vb
                                            21
                                              Wonderful! 4.8/5
                                              (5 reviews)
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Condo #681807vb
                                              5
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                Cottage #4270141
                                                1 Review
                                                  Wonderful! 4.9/5
                                                  (19 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Bungalow #473339vb
                                                  19
                                                    Exceptional! 5.0/5
                                                    (30 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 12
                                                    House #371050vb
                                                    30
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      House #684953vb
                                                      23
                                                        • 5 BR
                                                        • 4 BA
                                                        • 1 HF BA
                                                        • Sleeps 10
                                                        House #898308vb
                                                        7
                                                          Exceptional! 5.0/5
                                                          (25 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 5
                                                          Cottage #371261vb
                                                          25
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            Bungalow #505973vb
                                                            18
                                                              Exceptional! 5.0/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              House #4176147
                                                              9
                                                                Wonderful! 4.9/5
                                                                (57 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 2
                                                                Cottage #61400vb
                                                                57
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #7119980
                                                                  1 Review
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    House #60381vb
                                                                    14
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 9
                                                                      House #3537177
                                                                      15
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 11
                                                                        House #743272vb
                                                                        8
                                                                          Wonderful! 4.9/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Sleeps 16
                                                                          House #368136vb
                                                                          16
                                                                            Excellent! 4.7/5
                                                                            (28 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • Sleeps 12
                                                                            House #472869vb
                                                                            28
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #3771110
                                                                              13
                                                                                Exceptional! 5.0/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Cottage #4230519
                                                                                5
                                                                                  Wonderful! 4.8/5
                                                                                  (13 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #571558vb
                                                                                  13
                                                                                    Exceptional! 5.0/5
                                                                                    (11 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Condo #774655vb
                                                                                    11
                                                                                      • 5 BR
                                                                                      • 5 BA
                                                                                      • Sleeps 12
                                                                                      House #759930vb
                                                                                      11
                                                                                        Exceptional! 5.0/5
                                                                                        (35 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        Cottage #450640vb
                                                                                        35
                                                                                          • 2 BR
                                                                                          • Sleeps 4
                                                                                          Apartment #606172vb
                                                                                          24
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 10
                                                                                            House #790362vb
                                                                                            3
                                                                                              • 3 BR
                                                                                              • 4 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              House #3943466
                                                                                              8
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Cottage #3884479
                                                                                                13
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 13
                                                                                                  House #893447vb
                                                                                                    Excellent! 4.6/5
                                                                                                    (30 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 12
                                                                                                    House #7002752
                                                                                                    30
                                                                                                      Wonderful! 4.9/5
                                                                                                      (7 reviews)
                                                                                                      avg/night
                                                                                                      • 6 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 13
                                                                                                      House #739289vb
                                                                                                      7
                                                                                                      • 1 - 50 of 137

                                                                                                      Saint Michaels: Vacation Rentals (137)

                                                                                                       

                                                                                                      Recent Saint Michaels Reviews

                                                                                                      Great place to get away from busy life

                                                                                                      5 of 5
                                                                                                      Met family at the house for Labor Day Weekend 2016. The house and property met all my expectations! The house was clean and had all the cooking utensils/ware that we needed for the entire weekend. Large TVs in the living room and game room were great for watching the opening weekend of college football. The best part was the outdoor area. It was peaceful, quiet, and relaxing. I've also never seen such beautiful sunsets as the ones we watched from the dock each evening. I would definitely go back again!
                                                                                                      • Submitted: Dec 6, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful and perfect for families

                                                                                                      5 of 5
                                                                                                      Beautifully appointed property Equipped with everything you could think of for a family trip, including gear for the little ones such as cribs and toddler life vests for swimming Plenty of indoor spaces for hanging out Game room was a hit Property is absolutely stunning Gourmet kitchen is a joy to cook in Beautiful ponds Boardwalk to the bay is tranquil and so lovely Great yard for playing ball Close to St Michael's downtown for excursions and meals
                                                                                                      • Submitted: Nov 15, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful property and view!

                                                                                                      5 of 5
                                                                                                      This is a review I meant to submit 2 years ago - it didn't go through correctly which I realized as I eagerly booked our next stay at this wonderful spot. Looking forward to it! Here is the review from our last stay: "We had 6 adults and 2 kids sleep very comfortably in this beautiful property. The views are just incredible, the kitchen was very well-stocked with supplies (we cook a lot) and there were two comfortable sitting areas to read and relax (one with a fireplace.) We had a great 4 days there for our family get away and hope to return again! Lisa was wonderful to work with and very responsive. The Chesapeake Maritime Museum is well worth a visit!"
                                                                                                      • Submitted: Nov 13, 2016
                                                                                                      • Stayed: Nov 2016