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124 Houses

    30

    Spacious Freeport Home w/ 2 Decks & Water View!

    Maine / Freeport

    Freeport house

    3 8 3 nights min

    • 3 bedrooms
    • sleeps 8
    • 3 nights min
    • Child Friendly

    Price per night from

    $194

    Responds fast!
    avg. 36 minutes

    Price per night from

    $194

    (1) Excellent 

      12

      Goose Cove - Spacious Water Front with Stunning Views, 5 Bed, 3.5 Bath

      Maine / Freeport

      Freeport house

      5 12 3 nights min

      • 5 bedrooms
      • sleeps 12
      • 3 nights min
      • Nearest beach 9 mi
      • Child Friendly
      • Private garden

      Price per night from

      $796

      Responds fast!
      avg. 2 hours 45 minutes

      Price per night from

      $796

        24

        Waterfront 1BR Cottage w/ Fireplace & Deck? Minutes to Downtown

        Maine / Freeport

        Freeport cottage

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Child Friendly

        Price per night from

        $190

        Price per night from

        $190

        (1) Excellent 

          23

          Oceanfront Cottage in Freeport

          Maine / Freeport

          Freeport house

          4 8 7 nights min

          • 4 bedrooms
          • sleeps 8
          • 7 nights min
          • Beach / lakeside relaxation
          • Child Friendly
          • Private garden

          Price per night from

          $480

          Price per night from

          $480

            19

            Stunning Views from this Spacious Oceanfront Home

            Maine / Freeport

            Freeport house

            4 8 min stay varies

            • 4 bedrooms
            • sleeps 8
            • min stay varies
            • Child Friendly

            Price per night from

            $315

            Price per night from

            $315

            (1) Excellent 

              21

              Dramatic Oceanfront Home on Casco Bay

              Maine / Freeport

              Freeport house

              4 8 3 nights min

              • 4 bedrooms
              • sleeps 8
              • 3 nights min
              • Beach / lakeside relaxation
              • Child Friendly
              • Private garden

              Price per night from

              $516

              Price per night from

              $516

                24

                NEW! Updated Freeport House w/Porch Near Downtown!

                Maine / Freeport

                Freeport house

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Child Friendly
                • Air conditioning
                • Pet Friendly

                Price per night from

                $172

                Responds fast!
                avg. 9 minutes

                Price per night from

                $172

                  25

                  New Custom Waterfront 3BR w/ Expansive Views & Fire Pit

                  Maine / Freeport

                  Freeport house

                  3 6 min stay varies

                  • 3 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $243

                  Price per night from

                  $243

                    28

                    NEW! Waterfront Apt w/Deck - 22 Min. to Portland!

                    Maine / Freeport

                    Freeport apartment

                    1 3 3 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 3 nights min
                    • Swimming pool
                    • Ski
                    • Child Friendly

                    Price per night from

                    $121

                    Responds fast!
                    avg. 9 minutes

                    Price per night from

                    $121

                      14

                      True St Freeport

                      Maine / Freeport

                      Freeport apartment

                      2 5 2 nights min

                      • 2 bedrooms
                      • sleeps 5
                      • 2 nights min
                      • Child Friendly

                      Price per night from

                      $144

                      Price per night from

                      $144

                      Great rentals within 20 miles that match your search

                      Distance approx 14.18 km from Freeport

                      (4) Excellent 

                        29

                        Spectacular Ocean Views & Private Beach, Minutes from Popham & Sebasco Resort

                        Mid Coast Maine / Phippsburg

                        Phippsburg house

                        3 8 7 nights min

                        • 3 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Child Friendly
                        • Pet Friendly
                        • Private garden

                        Price per night from

                        $224

                        Price per night from

                        $224

                        Distance approx 7.22 km from Freeport

                        (2) Very Good 

                          17

                          Colorful wonderful Penthouse Apartment

                          Mid Coast Maine / Brunswick

                          Brunswick apartment

                          2 3 4 nights min

                          • 2 bedrooms
                          • sleeps 3
                          • 4 nights min
                          • Nearest beach 10 mi
                          • Air conditioning
                          “This is the Penthouse in the Trees--comfortable, close and convenient to town.” I stayed in the apartment on a long term rental for business needs in Brunswick, from September 2014 to the end of January 2015. I experienced 2 of the seasons in the apa
                          …see more

                          Price per night from

                          $111

                          Responds fast!
                          avg. 2 hours 11 minutes

                          Price per night from

                          $111

                          Distance approx 17.57 km from Freeport

                          (4) Excellent 

                            8

                            Tidewater Popham Beach House

                            Mid Coast Maine / Phippsburg

                            Phippsburg house

                            3 8 min stay varies

                            • 3 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 0.01 mi
                            • Child Friendly

                            Price per night from

                            $257

                            Responds fast!
                            avg. 2 hours 20 minutes

                            Price per night from

                            $257

                            Distance approx 9.55 km from Freeport

                            (6) Excellent 

                            Certificate of Excellence

                              20

                              Camp Forever

                              Mid Coast Maine / Harpswell

                              Harpswell studio

                              Studio 3 2 nights min

                              • Studio
                              • sleeps 3
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              • Pet Friendly

                              Certificate of Excellence

                              Price per night from

                              $200

                              Responds fast!
                              avg. 8 minutes

                              Price per night from

                              $200

                              Distance approx 9.67 km from Freeport

                              (5) Excellent 

                                20

                                Ocean Front Cottage, Harpswell, ME

                                Mid Coast Maine / Harpswell

                                Harpswell cottage

                                3 6 7 nights min

                                • 3 bedrooms
                                • sleeps 6
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Pet Friendly

                                Price per night from

                                $252

                                Responds fast!
                                avg. 3 hours 13 minutes

                                Price per night from

                                $252

                                Distance approx 16.19 km from Freeport

                                (1) Excellent 

                                  13

                                  Willard Beach Get Away - Dog Friendly

                                  Maine / South Portland

                                  South Portland studio

                                  Studio 3 4 nights min

                                  • Studio
                                  • sleeps 3
                                  • 4 nights min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Pet Friendly

                                  Price per night from

                                  $217

                                  Responds fast!
                                  avg. 21 minutes

                                  Price per night from

                                  $217

                                  Distance approx 10.58 km from Freeport

                                  (2) Average 

                                    23

                                    Oceanfront Cottage with private beach-Pet friendly

                                    Mid Coast Maine / West Bath

                                    West Bath house

                                    3 8 7 nights min

                                    • 3 bedrooms
                                    • sleeps 8
                                    • 7 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0 mi
                                    • Child Friendly

                                    Price per night from

                                    $163

                                    Price per night from

                                    $163

                                    Distance approx 9.99 km from Freeport

                                      28

                                      Open Ocean Estate

                                      Maine / Bailey Island

                                      Bailey Island house

                                      3 10 7 nights min

                                      • 3 bedrooms
                                      • sleeps 10
                                      • 7 nights min
                                      • Child Friendly
                                      • Private garden

                                      Price per night from

                                      $596

                                      Price per night from

                                      $596

                                      Distance approx 16.21 km from Freeport

                                        24

                                        Also Close to Everything

                                        Maine / Portland

                                        Portland apartment

                                        5 10 3 nights min

                                        • 5 bedrooms
                                        • sleeps 10
                                        • 3 nights min
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $285

                                        Price per night from

                                        $285

                                        Distance approx 18.96 km from Freeport

                                          19

                                          Bluefin_Georgetown

                                          Mid Coast Maine / Georgetown

                                          Georgetown house

                                          2 6 min stay varies

                                          • 2 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Child Friendly

                                          Price per night from

                                          $253

                                          Price per night from

                                          $253

                                          Distance approx 2.83 km from Freeport Show on Map

                                            24

                                            NEW! ‘Osprey Cottage’ 2BR South Freeport Cottage

                                            Maine / South Freeport

                                            South Freeport cottage

                                            2 6 min stay varies

                                            • 2 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Child Friendly

                                            Price per night from

                                            $285

                                            Responds fast!
                                            avg. 9 minutes

                                            Price per night from

                                            $285

                                            Distance approx 18.91 km from Freeport

                                              23

                                              Nautica_Georgetown

                                              Mid Coast Maine / Georgetown

                                              Georgetown house

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Child Friendly

                                              Price per night from

                                              $253

                                              Price per night from

                                              $253

                                              Distance approx 5.77 km from Freeport

                                                6

                                                Furnished Two-Bedroom Apartment

                                                Maine / Yarmouth

                                                Yarmouth house

                                                2 4 2 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 2 nights min
                                                • Nearest beach 3 mi
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $148

                                                Responds fast!
                                                avg. 3 hours 37 minutes

                                                Price per night from

                                                $148

                                                Distance approx 19.71 km from Freeport

                                                  25

                                                  MERWICK COTTAGE | GEORGETOWN, MAINE |WATERFRONT | PRIVATE DOCK AND FLOAT

                                                  Mid Coast Maine / Georgetown

                                                  Georgetown house

                                                  3 6 4 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 4 nights min
                                                  • Ask about children
                                                  • Pet Friendly

                                                  Price per night from

                                                  $342

                                                  Price per night from

                                                  $342

                                                  Distance approx 19.67 km from Freeport

                                                    23

                                                    Waterfront House with Views of Working Harbor and Open Ocean from Every Room

                                                    Mid Coast Maine / Georgetown

                                                    Georgetown house

                                                    4 7 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 7
                                                    • 7 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $320

                                                    Price per night from

                                                    $320

                                                    Distance approx 7.22 km from Freeport

                                                    (3) Excellent 

                                                      12

                                                      Executive furnished Penthouse in Brunswick, Maine.

                                                      Mid Coast Maine / Brunswick

                                                      Brunswick apartment

                                                      1 2 7 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 7 nights min
                                                      • Nearest beach 30 mi
                                                      • Air conditioning
                                                      • Pet Friendly
                                                      “Great interior, great location, great landlord!” The penthouse is tastefully furnished with a spacious yet cozy layout, with the bed area out of sight of the living room and kitchen. The bathroom is small but very nice. Comes with a large television a
                                                      …see more

                                                      Price per night from

                                                      $94

                                                      Responds fast!
                                                      avg. 2 hours 11 minutes

                                                      Price per night from

                                                      $94

                                                      Distance approx 9.56 km from Freeport

                                                        12

                                                        Centerview, deep water, tie up your boat to the dock, fish, swim or just relax

                                                        Mid Coast Maine / Harpswell

                                                        Harpswell house

                                                        2 6 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 1 night min
                                                        • Child Friendly
                                                        • Pet Friendly
                                                        • Private garden

                                                        Price per night from

                                                        $262

                                                        Responds fast!
                                                        avg. 8 minutes

                                                        Price per night from

                                                        $262

                                                        Distance approx 17.58 km from Freeport

                                                          17

                                                          Cozy lakeview cabin w/ firepit, seconds from Sebago Lake Basin, a beach & dock!

                                                          Maine / Windham

                                                          Windham house

                                                          1 6 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Child Friendly
                                                          • Car not necessary
                                                          • Air conditioning

                                                          Price per night from

                                                          $177

                                                          Responds fast!
                                                          avg. 1 hour 58 minutes

                                                          Price per night from

                                                          $177

                                                          Distance approx 11.34 km from Freeport

                                                            23

                                                            Waterfront Private Estate w dock on 6 acres

                                                            Maine / Cundys Harbor

                                                            Cundys Harbor house

                                                            5 8 7 nights min

                                                            • 5 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 5 mi
                                                            • Child Friendly

                                                            Price per night from

                                                            $894

                                                            Price per night from

                                                            $894

                                                            Distance approx 18.62 km from Freeport

                                                              30

                                                              The Tranquil Beauty

                                                              Maine / Cape Elizabeth

                                                              Cape Elizabeth house

                                                              3 7 7 nights min

                                                              • 3 bedrooms
                                                              • sleeps 7
                                                              • 7 nights min
                                                              • Child Friendly

                                                              Price per night from

                                                              $570

                                                              Responds fast!
                                                              avg. 2 hours 49 minutes

                                                              Price per night from

                                                              $570

                                                              Distance approx 16.25 km from Freeport

                                                                71

                                                                WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

                                                                Maine / Portland

                                                                Portland house

                                                                4 9 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 9
                                                                • min stay varies
                                                                • Nearest beach 0 mi
                                                                • Child Friendly

                                                                Price per night from

                                                                $564

                                                                Responds fast!
                                                                avg. 2 hours 40 minutes

                                                                Price per night from

                                                                $564

                                                                Distance approx 15.18 km from Freeport

                                                                  5

                                                                  Portland Maine East End - Top of Munjoy Hill

                                                                  Maine / Portland

                                                                  Portland apartment

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Nearest beach 1 mi
                                                                  • Child Friendly
                                                                  • Car not necessary

                                                                  Price per night from

                                                                  $285

                                                                  Price per night from

                                                                  $285

                                                                  Distance approx 15.18 km from Freeport

                                                                    4

                                                                    Portland Maine East End - Top of Munjoy Hill (30 day minimum stay)

                                                                    Maine / Portland

                                                                    Portland apartment

                                                                    2 4 30 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 30 nights min
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $114

                                                                    Price per night from

                                                                    $114

                                                                    Distance approx 15.93 km from Freeport

                                                                      25

                                                                      Old Port Style & Comfort

                                                                      Maine / Portland

                                                                      Portland apartment

                                                                      3 4 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 4
                                                                      • 2 nights min
                                                                      • Ski
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $111

                                                                      Responds fast!
                                                                      avg. 2 hours 32 minutes

                                                                      Price per night from

                                                                      $111

                                                                      Distance approx 13.43 km from Freeport

                                                                      (12) Excellent 

                                                                        23

                                                                        Beautiful Cottage on Crystal Lake

                                                                        Maine / Gray

                                                                        Gray house

                                                                        3 7 7 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • 7 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Ask about children
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $170

                                                                        Price per night from

                                                                        $170

                                                                        Distance approx 15.39 km from Freeport

                                                                        (1) Excellent 

                                                                          26

                                                                          LUXURY PRIVATE BEACH KAYAKS/SUP/CANOE/SWIM,60' SMART TV,BOOTHBAY, FREEPORT, MORE

                                                                          Mid Coast Maine / Bath

                                                                          Bath house

                                                                          5 11 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 11
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $496

                                                                          Price per night from

                                                                          $496

                                                                          Distance approx 16.64 km from Freeport

                                                                          (8) Excellent 

                                                                            22

                                                                            Georgetown (Back River) Vacation Home

                                                                            Mid Coast Maine / Georgetown

                                                                            Georgetown house

                                                                            5 10 7 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Child Friendly
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $278

                                                                            Responds fast!
                                                                            avg. 3 hours 39 minutes

                                                                            Price per night from

                                                                            $278

                                                                            Distance approx 14.9 km from Freeport

                                                                            (1) Excellent 

                                                                              11

                                                                              Enjoy Sweeping Waterfront View, Watch Lobster Boats from Porch

                                                                              Maine / Peaks Island

                                                                              Peaks Island cottage

                                                                              4 8 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 3 nights min
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $454

                                                                              Responds fast!
                                                                              avg. 2 hours 51 minutes

                                                                              Price per night from

                                                                              $454