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
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Owls Head: Houses, Cottages & More

  • 1 - 50
Additional fees apply. Taxes may be added.
    • 2 BR
    • 1 BA
    • Sleeps 11
    6
      • 4 BR
      • 2 BA
      • Sleeps 23
      9
        Exceptional! 5.0/5
        (11 reviews)
        avg/night
        • 5 BR
        • 6 BA
        • 1 HF BA
        • Sleeps 14
        11
          Exceptional! 5.0/5
          (8 reviews)
          avg/night
          • 2 BR
          • 1 BA
          • Sleeps 6
          8
            Exceptional! 5.0/5
            (7 reviews)
            avg/night
            • 4 BR
            • 1 BA
            • Sleeps 6
            7
              • 4 BR
              • 3 BA
              • Sleeps 10
              5
                • 4 BR
                • 4 BA
                • Sleeps 7
                12
                  Exceptional! 5.0/5
                  (8 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  8
                    • 3 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 5
                    28
                      • 3 BR
                      • 1 BA
                      • 1 HF BA
                      • Sleeps 6
                      6
                        • 4 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 8
                        3
                          Exceptional! 5.0/5
                          (9 reviews)
                          View details for price
                          • 1 BR
                          • 1 HF BA
                          • Sleeps 4
                          9
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            7
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              9
                                • 3 BR
                                • 2 BA
                                • Sleeps 8
                                  Exceptional! 5.0/5
                                  (9 reviews)
                                  $78
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 4
                                  9
                                    • 4 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    5
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      19
                                        • 3 BR
                                        • 1 BA
                                        • Sleeps 6
                                        1 Review
                                          • 3 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 8
                                          20
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            2 Reviews
                                              • 3 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              5
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 2
                                                1 Review
                                                  • 3 BR
                                                  • 1 BA
                                                  • 1 HF BA
                                                  • Sleeps 6
                                                  1 Review
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    2 Reviews
                                                      Wonderful! 4.8/5
                                                      (17 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 2 BA
                                                      • Sleeps 8
                                                      17
                                                        • 5 BR
                                                        • 3 BA
                                                        • Sleeps 12
                                                        2 Reviews
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 4
                                                            Wonderful! 4.8/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 6
                                                            5
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 3
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 4
                                                                1 Review
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  19
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • 3 HF BA
                                                                    • Sleeps 5
                                                                      • 3 BR
                                                                      • 1 BA
                                                                      • Sleeps 8
                                                                      5
                                                                        Exceptional! 5.0/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        8
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            15
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                                Wonderful! 4.8/5
                                                                                (5 reviews)
                                                                                avg/night
                                                                                • Studio
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                5
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  9
                                                                                    Wonderful! 4.9/5
                                                                                    (23 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 6
                                                                                    23
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        1 Review
                                                                                          Exceptional! 5.0/5
                                                                                          (15 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          15
                                                                                            Wonderful! 4.9/5
                                                                                            (17 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            17
                                                                                              • 4 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                                Excellent! 4.5/5
                                                                                                (15 reviews)
                                                                                                View details for price
                                                                                                • 3 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 5
                                                                                                15
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  25
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    1 Review
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      • 1 - 50
                                                                                                       

                                                                                                      Recent Owls Head Reviews

                                                                                                      Inviting waterfront home in Owls Head

                                                                                                      5 of 5
                                                                                                      I was fortunate enough to stumble upon this amazing coastal home for a family get together. Truly a memorable vacation for all us (Thank you, Anna!) Everyone was impressed not only with the location and layout but also how clean it was. I think it was built in the 1800's ... loved the wide planked floors, shiplapped walls and beamed ceiling. Anna is very responsive and super easy to work with. We will be back again... I can't wait!
                                                                                                      • Submitted: Sep 21, 2016
                                                                                                      • Stayed: Sep 2016

                                                                                                      Late summer perfection

                                                                                                      5 of 5
                                                                                                      Our stay was everything we could have asked for. We were welcomed by beautiful flowers on the front porch. What a nice touch! The cottage was as listed and you can tell that the owner loves sharing her home. What a spot...sigh...we hated to leave. We recommend dinner at Primo, just a short ride away, and Long Grain in Camden for lunch or dinner. But cooking for ourselves in the cottage was so tempting that we put together a traditional lobster dinner on our own one night! Steamers from Jess's Market in Rockland, lobsters from the dock on Lobster Lane in Owls Head and Weskeag oysters that a local told us about. Delicious! We took advantage of first Friday and checked out the new contemporary art museum in Rockland. We also enjoyed Birch Point Beach State Park on a gorgeous late summer day and visited the Weskeag Farms stand for more local flavor. So many things to do, but relaxing at the cottage and taking in the view was the best.
                                                                                                      • Submitted: Sep 15, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      A lovely restored Home with a private entry second floor apartment with a surprise!

                                                                                                      5 of 5
                                                                                                      And the surprise was a third floor living room with views of the harbor. It was a very comfortable place to relax, and only a short walk along the harbor to town. We stayed a very enjoyable week there and will return! The owners were nearby and could not have been more accommodating. The modern, large kitchen was equipped with everything we needed including gifts from the owners. We thank them for a wonderful week in Rockland.
                                                                                                      • Submitted: Sep 5, 2016
                                                                                                      • Stayed: Aug 2016