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Favorite
    Viewed 16 times in the last 48 hours
    Premier Partner
    Exceptional! 5/5
    (31 reviews)
    $85
    avg/night
    31
    Favorite
      Viewed 5 times in the last 48 hours
      Wonderful! 4.9/5
      (27 reviews)
      avg/night
      27
      Favorite
        Viewed 19 times in the last 48 hours
        Excellent! 4.5/5
        (36 reviews)
        $61
        avg/night
        36
        Favorite
          Viewed 9 times in the last 48 hours
          Excellent! 4.6/5
          (34 reviews)
          avg/night
          34
          Favorite
            Viewed 13 times in the last 48 hours
            Premier Partner
            Wonderful! 4.9/5
            (37 reviews)
            avg/night
            37
            Favorite
              avg/night
              4
              Favorite
                avg/night
                3
                Favorite
                  Viewed 7 times in the last 48 hours
                  Exceptional! 5/5
                  (70 reviews)
                  avg/night
                  70
                  Favorite
                    $88
                    avg/night
                    Favorite
                      Viewed 7 times in the last 48 hours
                      Exceptional! 5/5
                      (5 reviews)
                      avg/night
                      5
                      Favorite
                        Viewed 8 times in the last 48 hours
                        Exceptional! 5/5
                        (6 reviews)
                        avg/night
                        6
                        Favorite
                          avg/night
                          2
                          Favorite
                            Viewed 6 times in the last 48 hours
                            $91
                            avg/night
                            1
                            Favorite
                              Viewed 9 times in the last 48 hours
                              Excellent! 4.6/5
                              (33 reviews)
                              $85
                              avg/night
                              33
                              Favorite
                                Viewed 7 times in the last 48 hours
                                avg/night
                                Favorite
                                  Wonderful! 4.8/5
                                  (17 reviews)
                                  avg/night
                                  17
                                  Favorite
                                    Viewed 20 times in the last 48 hours
                                    avg/night
                                    Favorite
                                      avg/night
                                      3
                                      Favorite
                                        Viewed 11 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (8 reviews)
                                        avg/night
                                        8
                                        Favorite
                                          Viewed 6 times in the last 48 hours
                                          avg/night
                                          2
                                          Favorite
                                            Viewed 9 times in the last 48 hours
                                            $79
                                            avg/night
                                            Favorite
                                              avg/night
                                              Favorite
                                                avg/night
                                                Favorite
                                                  Viewed 22 times in the last 48 hours
                                                  Premier Partner
                                                  Wonderful! 4.9/5
                                                  (38 reviews)
                                                  $75
                                                  avg/night
                                                  38
                                                  Favorite
                                                    avg/night
                                                    Favorite
                                                      Viewed 26 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (20 reviews)
                                                      avg/night
                                                      20
                                                      Favorite
                                                        Wonderful! 4.8/5
                                                        (44 reviews)
                                                        avg/night
                                                        44
                                                        Favorite
                                                          Viewed 6 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (27 reviews)
                                                          avg/night
                                                          27
                                                          Favorite
                                                            Viewed 7 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (25 reviews)
                                                            avg/night
                                                            25
                                                            Favorite
                                                              Viewed 6 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (12 reviews)
                                                              avg/night
                                                              12
                                                              Favorite
                                                                Viewed 8 times in the last 48 hours
                                                                Excellent! 4.4/5
                                                                (14 reviews)
                                                                avg/night
                                                                14
                                                                Favorite
                                                                  Viewed 6 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (42 reviews)
                                                                  avg/night
                                                                  42
                                                                  Favorite
                                                                    Viewed 12 times in the last 48 hours
                                                                    Excellent! 4.6/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    5
                                                                    Favorite
                                                                      Wonderful! 4.8/5
                                                                      (11 reviews)
                                                                      avg/night
                                                                      11
                                                                      Favorite
                                                                        Viewed 19 times in the last 48 hours
                                                                        avg/night
                                                                        4
                                                                        Favorite
                                                                          Excellent! 4.6/5
                                                                          (20 reviews)
                                                                          avg/night
                                                                          20
                                                                          Favorite
                                                                            Viewed 6 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (21 reviews)
                                                                            avg/night
                                                                            21
                                                                            Favorite
                                                                              Premier Partner
                                                                              Excellent! 4.7/5
                                                                              (24 reviews)
                                                                              View details for price
                                                                              24
                                                                              Favorite
                                                                                Exceptional! 5/5
                                                                                (14 reviews)
                                                                                View details for price
                                                                                14
                                                                                Favorite
                                                                                  Viewed 13 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (25 reviews)
                                                                                  avg/night
                                                                                  25
                                                                                  Favorite
                                                                                    Viewed 6 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (76 reviews)
                                                                                    avg/night
                                                                                    76
                                                                                    Favorite
                                                                                      Good! 3.9/5
                                                                                      (34 reviews)
                                                                                      avg/night
                                                                                      34
                                                                                      Favorite
                                                                                        Viewed 10 times in the last 48 hours
                                                                                        Very Good! 4.2/5
                                                                                        (9 reviews)
                                                                                        avg/night
                                                                                        9
                                                                                        Favorite
                                                                                          Viewed 10 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (28 reviews)
                                                                                          avg/night
                                                                                          28
                                                                                          Favorite
                                                                                            Viewed 13 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (23 reviews)
                                                                                            avg/night
                                                                                            23
                                                                                            Favorite
                                                                                              Viewed 10 times in the last 48 hours
                                                                                              avg/night
                                                                                              2
                                                                                              Favorite
                                                                                                avg/night
                                                                                                4
                                                                                                Favorite
                                                                                                  Excellent! 4.3/5
                                                                                                  (18 reviews)
                                                                                                  avg/night
                                                                                                  18
                                                                                                  Favorite
                                                                                                    Viewed 11 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (45 reviews)
                                                                                                    avg/night
                                                                                                    45
                                                                                                    Favorite
                                                                                                      Viewed 16 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      1
                                                                                                       

                                                                                                      Recent Deep Hole Reviews

                                                                                                      All the comforts of home - cozy and comfy

                                                                                                      5 of 5
                                                                                                      We had a great time for our long weekend at Jay's Retreat. They were very prompt with communication and check-in/check-out details. The house is cozy and was perfect for us, our three teenagers and our dog. The house really is outfitted with exactly what you'd need - we forgot toilet paper and were happy to find plenty in the bathroom cabinets. There were dish towels, dishwasher soap, laundry soap, basic spices, Pam spray, a small closet with books and games. There is a picnic table outside where we ate crabs (from the fish shop on the corner) - there was a plastic tablecloth inside which we put down and then put newspaper on top of. TV and DVD player were perfect and we were able to hook up our computer so we could watch Netflix. The house is very cozy and the beds were comfy with extra blankets (it was cold while we were there). We rode their bikes (3) around the neighborhood - it's a great location for walking your dog/letting your kids ride around - it's very quiet with very little traffic and a 15 mph speed limit on the roads. Made for nice morning runs as well. We rented bikes from Bike Depot and rode all around the Assateague refuge - saw bald eagles and the wild ponies, the lighthouse, and miles of pristine beach. Went kayaking at Snug Harbor which was $$$ and very windy conditions - should have known better. Loved the bookstore in town. Overall a fun, relaxing weekend.
                                                                                                      • Submitted: Nov 18, 2017
                                                                                                      • Stayed: Nov 2017

                                                                                                      Clean, quiet, charming!

                                                                                                      5 of 5
                                                                                                      We stayed in unit 3 at this property. It was very clean. The furnishing are quaint and beach-y. Perfect size for our family of five. The island is lovely and the drive to the beaches of Assateague only takes a few minutes. Enjoyable stay!
                                                                                                      • Submitted: Nov 08, 2017
                                                                                                      • Stayed: Nov 2017