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  • Showing 1-50 of 63
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (28 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #962008
    28
    Viewed 9 times in the last 48 hours
      Exceptional! 5.0/5
      (17 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 8
      House #287481
      17
      Viewed 7 times in the last 48 hours
        Exceptional! 5.0/5
        (19 reviews)
        avg/night
        • 5 BR
        • 4 BA
        • Sleeps 12
        House #733483vb
        19
        Viewed 11 times in the last 48 hours
          Exceptional! 5.0/5
          (39 reviews)
          avg/night
          • 5 BR
          • 3 BA
          • Sleeps 10
          House #465503vb
          39
          Viewed 22 times in the last 48 hours
            • 3 BR
            • 2 BA
            • Sleeps 6
            House #11932vb
            24
              Exceptional! 5.0/5
              (48 reviews)
              avg/night
              • 4 BR
              • 2 BA
              • Sleeps 13
              House #333300vb
              48
              Viewed 21 times in the last 48 hours
                Wonderful! 4.9/5
                (26 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Sleeps 8
                Cottage #153919vb
                26
                  Wonderful! 4.8/5
                  (20 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 5
                  House #464656vb
                  20
                  Viewed 9 times in the last 48 hours
                    Wonderful! 4.9/5
                    (49 reviews)
                    $93
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Cottage #251834vb
                    49
                      Wonderful! 4.9/5
                      (18 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #3001385
                      18
                      Viewed 7 times in the last 48 hours
                        Wonderful! 4.8/5
                        (6 reviews)
                        avg/night
                        • 4 BR
                        • 2 BA
                        • Sleeps 10
                        House #656978vb
                        6
                        Viewed 6 times in the last 48 hours
                          Exceptional! 5.0/5
                          (10 reviews)
                          avg/night
                          • 4 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 7
                          House #234701
                          10
                          Viewed 8 times in the last 48 hours
                            Exceptional! 5.0/5
                            (13 reviews)
                            avg/night
                            • Studio
                            • 1 BA
                            • Sleeps 4
                            Studio #900236
                            13
                              Excellent! 4.7/5
                              (11 reviews)
                              avg/night
                              • 1 BR
                              • 1 BA
                              • Sleeps 4
                              Apartment #711180vb
                              11
                                Exceptional! 5.0/5
                                (17 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • Sleeps 9
                                House #686629vb
                                17
                                Viewed 25 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  House #3959925
                                  8
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 4
                                    Cottage #801008vb
                                    4
                                    Viewed 5 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (39 reviews)
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Cottage #251403vb
                                      39
                                      Viewed 5 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (12 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #227664
                                        12
                                          Wonderful! 4.8/5
                                          (13 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 7
                                          Cottage #232401vb
                                          13
                                          Viewed 11 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (6 reviews)
                                            avg/night
                                            • Studio
                                            • 1 BA
                                            • Sleeps 4
                                            Studio #701115vb
                                            6
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 7
                                              House #613606vb
                                              26
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 6
                                                Cottage #406903vb
                                                5
                                                  Wonderful! 4.9/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Cottage #686343vb
                                                  9
                                                    Exceptional! 5.0/5
                                                    (5 reviews)
                                                    avg/night
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    Cottage #3959654
                                                    5
                                                    Viewed 5 times in the last 48 hours
                                                      • 4 BR
                                                      • 1 BA
                                                      • Sleeps 8
                                                      Cottage #3689834
                                                      6
                                                        • 3 BR
                                                        • 1 BA
                                                        • Sleeps 6
                                                        House #7111633
                                                        4
                                                          avg/night
                                                          • 7 BR
                                                          • 2 BA
                                                          • Sleeps 13
                                                          House #324884
                                                          4
                                                          Viewed 24 times in the last 48 hours
                                                            • 4 BR
                                                            • 1 BA
                                                            • Sleeps 8
                                                            House #298409
                                                            4
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Cottage #379562
                                                              1
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cabin #683333vb
                                                                Viewed 10 times in the last 48 hours
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  Cabin #722736vb
                                                                  1
                                                                    • 3 BR
                                                                    • 1 BA
                                                                    • Sleeps 6
                                                                    Cottage #875239vb
                                                                    2
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      Townhome #889832vb
                                                                      2
                                                                        Wonderful! 4.8/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 4
                                                                        House #131916vb
                                                                        8
                                                                          • 5 BR
                                                                          • 1 BA
                                                                          • Sleeps 8
                                                                          Cottage #4270378
                                                                          1
                                                                            Excellent! 4.6/5
                                                                            (19 reviews)
                                                                            avg/night
                                                                            • 7 BR
                                                                            • 5 BA
                                                                            • Sleeps 19
                                                                            House #246087vb
                                                                            19
                                                                            Viewed 11 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 6
                                                                              Cottage #153212
                                                                              5
                                                                                Exceptional! 5.0/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • Sleeps 6
                                                                                Cottage #164879
                                                                                6
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 8
                                                                                  House #396368vb
                                                                                  7
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    Cottage #895907vb
                                                                                      • 3 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 6
                                                                                      Cottage #883487vb
                                                                                        • 3 BR
                                                                                        • 1 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        Cottage #651911vb
                                                                                        1
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Apartment #4322090
                                                                                            • 4 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 7
                                                                                            Cottage #651924vb
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              House #916393vb
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #849688vb
                                                                                                  • 3 BR
                                                                                                  • Sleeps 6
                                                                                                  Cottage #950177vb
                                                                                                    • 3 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 8
                                                                                                    Cabin #953524vb
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 7 BR
                                                                                                      • 5 BA
                                                                                                      • 2 HF BA
                                                                                                      • Sleeps 15
                                                                                                      House #936968vb
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 63

                                                                                                      Bailey Island: Vacation Rentals (63)

                                                                                                       

                                                                                                      Recent Bailey Island Reviews

                                                                                                      The Maine of My Dreams

                                                                                                      5 of 5
                                                                                                      I have wanted to see the coast of Maine since I was a kid and my friend went there to see her grandparents! It was all I expected and more. The Friendly Cottage was the PERFECT place to stay for our vacation. The homeaway description and photos were accurate except now there's even a full size dining table. The property was very clean and well stocked. I loved having a washer/dryer too. My husband and I were joined by our two grown sons, their wives and our 4 yr old grandson. There was ample room, a great kitchen (I boiled fresh lobster!!!) and a view that was breathtaking...from the bedroom and living room. We liked being near the end of the island with no visual obstructions to the bay and on to the ocean. We loved being in a community where we could visit with the local residents, watch the lobster fisherman check their traps and learn of their way of life. It's also near great places to visit. Maine Maritime Museum is a must see, we enjoyed lunch in the area general stores, it was an easy drive to Boothbay Harbor where we saw four lighthouses and less than an hour to Portland with Freeport (outlet shopping:) on the way. If I were to return to Maine I would not even consider staying anywhere else. Eric and Laurie live near, welcomed us upon arrival, gave us access to all the property and shore line (relaxing in the red chairs was nothing short of therapeutic), answered our questions about the area, and was available for anything we needed, which was nothing because it was great! Thank you Eric and Laurie! I've already recommended your cottage to several friends who are now considering a Maine vacation.
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Beautiful rocky coastline and quality accommodations.

                                                                                                      5 of 5
                                                                                                      The coastline was the main draw here and didn't disappoint. Lots of areas to explore or just sit on the lawn and take it in. A couple of beaches within walking distance offer sandy beach. Great hosts that were very responsive and unobtrusive. Would definitely stay again!
                                                                                                      • Submitted: Nov 3, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Beautiful view, picturesque property and cottage

                                                                                                      5 of 5
                                                                                                      Crow's Nest was so much more than I thought it would be. Myself and the other guests were awestruck and impressed by the property we arrived to. The house was very clean, and quaint. Beds were comfortable and there was a great supply of spices for us to use while we cooked (including 4 bottles of tumeric!) The wrap-around porch really is the highlight. The sun sets right in front of you. The lawn is massive, and the deck by the water (which was an excellent surprise) was fantastic for stargazing. I would absolutely recommend Crow's Nest to future renters, it's truly lovely. Margaret was readily available by phone and over email to answer my questions. Thanks for a lovely weekend, Margaret!
                                                                                                      • Submitted: Oct 11, 2016
                                                                                                      • Stayed: Oct 2016