check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
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!

Brooksville: Houses, Cottages & More (448)

  • 1 - 50 of 448
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 3
    5
      • 4 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 6
      7
        • 3 BR
        • 3 BA
        • Sleeps 8
        13
          • 3 BR
          • 1 BA
          • 1 HF BA
          • Sleeps 6
            • 4 BR
            • 2 BA
            • Sleeps 8
            25
              • 2 BR
              • 1 BA
              • Sleeps 4
              3
                • 4 BR
                • 2 BA
                • Sleeps 10
                3
                  • Studio
                  • 1 BA
                  • Sleeps 2
                  5
                    NEW!
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    2 Reviews
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      8
                        • 2 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 4
                        2 Reviews
                          • 4 BR
                          • 2 BA
                          • Sleeps 12
                          4
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                            3
                              • 1 BR
                              • 1 BA
                              • Sleeps 3
                              6
                                • 3 BR
                                • 2 BA
                                • Sleeps 7
                                10
                                  NEW!
                                  • 3 BR
                                  • 1 BA
                                  • 1 HF BA
                                  • Sleeps 7
                                    • 2 BR
                                    • 1 BA
                                    • 1 HF BA
                                    • Sleeps 5
                                    3
                                      • 3 BR
                                      • 1 BA
                                      • Sleeps 6
                                      10
                                        • 5 BR
                                        • 3 BA
                                        • 1 HF BA
                                        • Sleeps 12
                                        13
                                          NEW!
                                          • 3 BR
                                          • 1 BA
                                          • Sleeps 6
                                          1 Review
                                            NEW!
                                            • 2 BR
                                            • 1 BA
                                            • Sleeps 4
                                            1 Review
                                              • 4 BR
                                              • 2 BA
                                              • Sleeps 10
                                              5
                                                • 6 BR
                                                • 4 BA
                                                • Sleeps 12
                                                7
                                                  • 3 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  2 Reviews
                                                    NEW!
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 9
                                                    3
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      3
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        2 Reviews
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          2 Reviews
                                                            • 4 BR
                                                            • 1 BA
                                                            • Sleeps 7
                                                              NEW!
                                                              • 3 BR
                                                              • 1 BA
                                                              • 1 HF BA
                                                              • Sleeps 5
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                  • 10 BR
                                                                  • 5 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 18
                                                                  5
                                                                    • 6 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 11
                                                                    6
                                                                      • Studio
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 10
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        11
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 6
                                                                            • 6 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 10
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                                View details for price
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                6
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 7
                                                                                    NEW!
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    3
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 7
                                                                                      9
                                                                                        View details for price
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        5
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          11
                                                                                            • 4 BR
                                                                                            • 2 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 8
                                                                                            1 Review
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              5
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 7
                                                                                                9
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • 1 HF BA
                                                                                                  • Sleeps 10
                                                                                                  2 Reviews
                                                                                                    • 4 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 12
                                                                                                    1 Review
                                                                                                      • 3 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 9
                                                                                                      2 Reviews
                                                                                                      • 1 - 50 of 448
                                                                                                       

                                                                                                      Recent Brooksville Reviews

                                                                                                      Heaven

                                                                                                      5 of 5
                                                                                                      The property and house were stunning and immaculate. A beautiful, peaceful spot. The panorama of the bay was breathtaking at all times of day. We loved the garden and the fire pit, and greatly appreciated the welcome basket with wine and fixings for smores!! The beach was a short and easy walk, and it was a short walk to lovely seaside trails. I cannot say enough good things about this property, I want to go back!!!
                                                                                                      • Submitted: Aug 30, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      This cottage was very comfortable and pleasant with good light and country charm

                                                                                                      5 of 5
                                                                                                      My family enjoyed a grand time reconnecting in this intimate country cottage. We spent a lot of time on the back deck enjoying the view across Hatch Cove. Late night card games at the kitchen table were great fun.
                                                                                                      • Submitted: Aug 24, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Great House, Great Location, Great Vacation

                                                                                                      5 of 5
                                                                                                      Strongly recommend this house as your choice if staying in the Castine, ME area. The house was clean (a major priority!), priced appropriately, very comfortable and is convenient to Castine & surrounding areas (Bar Harbor, Bangor, Searsport, Freeport, etc) We (two couples in our early 60's) loved the town of Castine - enjoyed outstanding meals at Dennett's Wharf and Pentagoet Inn Restaurant. Spent one day exploring Bar Harbor & Acadia NP - highly recommend! Another day took a trip to Gray ME (Maine Wildlife Park - a surprisingly delightful sanctuary) and Freeport (LL Bean). Third day enjoyed driving to little towns along the coast between Castine & Rockport - scenic and pleasant drive. The owners, the Dagans, were easy to contact, very informative when planning the trip and provided a fabulous lodging experience. GO. STAY. ENJOY!!!
                                                                                                      • Submitted: Aug 17, 2016
                                                                                                      • Stayed: Aug 2016