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Freeport: Vacation Rentals (366)

  • 1 - 50 of 366
Additional fees apply. Taxes may be added.
    • 4 BR
    • 2 BA
    • Sleeps 10
    51
      • 2 BR
      • 1 BA
      • Sleeps 4
      4
        • 1 BR
        • 1 BA
        • Sleeps 4
        7
          • 5 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 10
          3
            • 2 BR
            • 1 BA
            • Sleeps 4
            6
              • 2 BR
              • 2 BA
              • 1 HF BA
              • Sleeps 6
              1 Review
                • 9 BR
                • 3 BA
                • 1 HF BA
                • Sleeps 20
                10
                  • 1 BR
                  • 1 BA
                  • 1 HF BA
                  • Sleeps 4
                  7
                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    7
                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                      2 Reviews
                        • 3 BR
                        • 1 BA
                        • Sleeps 6
                        5
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          1 Review
                            • 5 BR
                            • 3 BA
                            • 1 HF BA
                            • Sleeps 12
                            15
                              • 3 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              2 Reviews
                                • 2 BR
                                • 1 BA
                                • Sleeps 6
                                38
                                  • 4 BR
                                  • 5 BA
                                  • Sleeps 11
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 8
                                    4
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 2
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        1 Review
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                            • Studio
                                            • 1 BA
                                            • Sleeps 3
                                            5
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                5
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  4
                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      1 Review
                                                        • 4 BR
                                                        • 2 BA
                                                        • 1 HF BA
                                                        • Sleeps 8
                                                        2 Reviews
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            20
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              4
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                6
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  29
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      23
                                                                        • 4 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        5
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          1 Review
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            8
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 7
                                                                              2 Reviews
                                                                                • 3 BR
                                                                                • 1 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 8
                                                                                4
                                                                                  • 5 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 11
                                                                                  4
                                                                                    • 3 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 10
                                                                                    38
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      3
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        9
                                                                                          • 4 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 8
                                                                                          6
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 3
                                                                                            1 Review
                                                                                              • 5 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              1 Review
                                                                                                • 5 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                1 Review
                                                                                                  • 2 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  23
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    • 1 - 50 of 366
                                                                                                     

                                                                                                    Recent Freeport Reviews

                                                                                                    Loved It!

                                                                                                    5 of 5
                                                                                                    This charming place was perfect for our long weekend home for a wedding. The apartment was just as described, clean and with a super cute yard I wish I'd been able to spend more time in. There were tons of flowers and even blueberry and raspberry bushes! Great local coffee, food, and small shops are just a short walk away. Jason and his family were excellent hosts. I would definitely stay here again.
                                                                                                    • Submitted: Aug 26, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Wonderful spot! charming back yard!

                                                                                                    5 of 5
                                                                                                    This was a delightful place to stay! The owners Made check-in/ check-out easy & and replied promptly to any questions. I'd defiantly stay there again!
                                                                                                    • Submitted: Aug 24, 2016
                                                                                                    • Stayed: Aug 2016

                                                                                                    Even better than expected!

                                                                                                    5 of 5
                                                                                                    Underoaks is the perfect setting to relax and unwind. The waterviews from the house are spectacular! The kids really enjoyed climbing on the rocks at the beach. The house is spacious, and even with 11 of us, there was plenty of room to all be together or to have private time. Portland and Freeport are only a shirt drive away if interested in shopping or going out to eat. Jenny was great about getting in touch through email or phone and offered great suggestions for things to do. We will definitely be looking into reserving the house again in the future!
                                                                                                    • Submitted: Aug 14, 2016
                                                                                                    • Stayed: Jul 2016