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122 Houses

    25

    ‘Heron Cottage’ on Casco Bay w/Deck & Dock Access!

    Maine / South Freeport

    South Freeport cottage

    1 4 min stay varies

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

    Price per night from

    $264

    Responds fast!
    avg. 29 minutes

    Price per night from

    $264

      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

      $287

      Responds fast!
      avg. 29 minutes

      Price per night from

      $287

        28

        Sun-Drenched, Family-Friendly Oceanfront-Oasis

        Maine / South Freeport

        South Freeport house

        4 6 7 nights min

        • 4 bedrooms
        • sleeps 6
        • 7 nights min
        • Nearest beach 14 mi
        • Child Friendly
        • Private garden

        Price per night from

        $544

        Price per night from

        $544

        Great rentals within 20 miles that match your search

        Distance approx 13.47 km from South 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

          $226

          Price per night from

          $226

          Distance approx 9.37 km from South Freeport

            27

            Quahog_Bay_Cottage_ Harpswell

            Mid Coast Maine / Harpswell

            Harpswell house

            3 6 min stay varies

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

            Price per night from

            $268

            Price per night from

            $268

            Distance approx 17.08 km from South 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

              $258

              Responds fast!
              avg. 2 hours 20 minutes

              Price per night from

              $258

              Distance approx 12.92 km from South Freeport

              (30) Very Good 

                11

                Portland, Maine - East End Rental

                Maine / Portland

                Portland apartment

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Nearest beach 1 mi
                • Ask about children
                • Car not necessary
                “Enjoyed East End!” We and our friends celebrated both our 29th anniversaries the first weekend in Nov. the East End-er was a great choice... We sincerely recommend this option over any hotel...its more like staying at a good friend's home, with every
                …see more

                Price per night from

                $399

                Responds fast!
                avg. 3 hours 15 minutes

                Price per night from

                $399

                Distance approx 9.23 km from South 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

                  $109

                  Responds fast!
                  avg. 2 hours 11 minutes

                  Price per night from

                  $109

                  Distance approx 7.64 km from South Freeport Show on Map

                  (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

                    $253

                    Responds fast!
                    avg. 3 hours 9 minutes

                    Price per night from

                    $253

                    Distance approx 13.82 km from South 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

                      $287

                      Price per night from

                      $287

                      Distance approx 11.56 km from South 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

                        $164

                        Price per night from

                        $164

                        Distance approx 13.72 km from South Freeport

                        (3) Excellent 

                          72

                          WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

                          Maine / South Portland

                          South Portland house

                          3 9 min stay varies

                          • 3 bedrooms
                          • sleeps 9
                          • min stay varies
                          • Child Friendly
                          • Air conditioning
                          • Pet Friendly

                          Price per night from

                          $338

                          Responds fast!
                          avg. 2 hours 40 minutes

                          Price per night from

                          $338

                          Distance approx 3.77 km from South Freeport Show on Map

                            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

                            $149

                            Responds fast!
                            avg. 3 hours 37 minutes

                            Price per night from

                            $149

                            Distance approx 12.44 km from South Freeport

                              15

                              Quiet Lake Serenity Just 10 Miles from Portland

                              Maine / Windham

                              Windham house

                              3 8 7 nights min

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

                              Price per night from

                              $311

                              Price per night from

                              $311

                              Distance approx 14.47 km from South Freeport

                                9

                                Willard Beach Modern Apartment

                                Maine / South Portland

                                South Portland apartment

                                2 4 2 nights min

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

                                Price per night from

                                $144

                                Price per night from

                                $144

                                Distance approx 8.36 km from South Freeport Show on Map

                                  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

                                  $602

                                  Price per night from

                                  $602

                                  Distance approx 11.88 km from South Freeport

                                    16

                                    Andys Retreat-Heated Pool, central AC, Jacuzi, BBQ

                                    Maine / Falmouth

                                    Falmouth house

                                    4 6 2 nights min

                                    • 4 bedrooms
                                    • sleeps 6
                                    • 2 nights min
                                    • Child Friendly

                                    Price per night from

                                    $516

                                    Price per night from

                                    $516

                                    Distance approx 13.82 km from South Freeport

                                      24

                                      Close to EVERYTHING!

                                      Maine / Portland

                                      Portland apartment

                                      3 8 3 nights min

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

                                      Price per night from

                                      $229

                                      Price per night from

                                      $229

                                      Distance approx 0.1 km from South Freeport Show on Map

                                        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

                                        Distance approx 18.81 km from South 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

                                          $254

                                          Price per night from

                                          $254

                                          Distance approx 19.67 km from South Freeport

                                          (1) Excellent 

                                            13

                                            Waterfront luxury home in Georgetown Maine

                                            Mid Coast Maine / Georgetown

                                            Georgetown house

                                            4 9 7 nights min

                                            • 4 bedrooms
                                            • sleeps 9
                                            • 7 nights min
                                            • Ask about children
                                            • Ask about pets

                                            Price per night from

                                            $982

                                            Price per night from

                                            $982

                                            Distance approx 13.29 km from South Freeport

                                              24

                                              NEW! Cozy Westbrook Apt w/Fire Pit- Near Portland!

                                              Maine / Westbrook

                                              Westbrook apartment

                                              1 6 min stay varies

                                              • 1 bedroom
                                              • sleeps 6
                                              • min stay varies
                                              • Ski
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $68

                                              Responds fast!
                                              avg. 8 minutes

                                              Price per night from

                                              $68

                                              Distance approx 17.02 km from South 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

                                                $178

                                                Responds fast!
                                                avg. 2 hours 53 minutes

                                                Price per night from

                                                $178

                                                Distance approx 17.68 km from South Freeport

                                                  5

                                                  Relaxing Maine Likeside Cottage Vacation

                                                  Maine / Windham

                                                  Windham cottage

                                                  3 6 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 7 nights min
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Price per night from

                                                  $287

                                                  Responds fast!
                                                  avg. 2 hours 32 minutes

                                                  Price per night from

                                                  $287

                                                  Distance approx 13.77 km from South Freeport

                                                    63

                                                    NEW LISTING: Stunningly Renovated Beach House with OCEAN VIEWS-150 yds to beach

                                                    Maine / South Portland

                                                    South Portland house

                                                    4 13 min stay varies

                                                    • 4 bedrooms
                                                    • sleeps 13
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    Price per night from

                                                    $682

                                                    Responds fast!
                                                    avg. 2 hours 40 minutes

                                                    Price per night from

                                                    $682

                                                    Distance approx 16.02 km from South 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

                                                      $573

                                                      Responds fast!
                                                      avg. 2 hours 38 minutes

                                                      Price per night from

                                                      $573

                                                      Distance approx 8.73 km from South Freeport

                                                        21

                                                        Enjoy a Secluded Location on Mount Desert

                                                        Mount Desert Island / Mount Desert

                                                        Mount Desert house

                                                        3 8 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 7 nights min
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $328

                                                        Price per night from

                                                        $328

                                                        Distance approx 9.01 km from South Freeport

                                                          14

                                                          The Point, Where the Land Meets the Sea

                                                          Mid Coast Maine / Harpswell

                                                          Harpswell house

                                                          4 8 min stay varies

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

                                                          Price per night from

                                                          $524

                                                          Price per night from

                                                          $524

                                                          Distance approx 7.63 km from South Freeport Show on Map

                                                          (1)  

                                                            29

                                                            Falmouth Foreside Maine Contemporary Cottage Home - indoor lap pool, roof deck

                                                            Maine / Falmouth

                                                            Falmouth house

                                                            4 8 3 nights min

                                                            • 4 bedrooms
                                                            • sleeps 8
                                                            • 3 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0.2 mi
                                                            • Swimming pool

                                                            Price per night from

                                                            $630

                                                            Price per night from

                                                            $630

                                                            Distance approx 9.52 km from South Freeport

                                                              12

                                                              Rest_A_While_Harpswell

                                                              Mid Coast Maine / Harpswell

                                                              Harpswell house

                                                              2 4 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • min stay varies
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Pet Friendly

                                                              Price per night from

                                                              $136

                                                              Price per night from

                                                              $136

                                                              Distance approx 14.06 km from South Freeport

                                                              (1) Excellent 

                                                                6

                                                                Comfort | Location | Charm

                                                                Maine / Portland

                                                                Portland house

                                                                1 2 3 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 3 nights min
                                                                • Air conditioning

                                                                Price per night from

                                                                $203

                                                                Price per night from

                                                                $203

                                                                Distance approx 3.32 km from South Freeport Show on Map

                                                                  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

                                                                  Distance approx 16.26 km from South Freeport

                                                                    18

                                                                    Fox Crossing - Riverside, walk to restaurants, breweries

                                                                    Maine / Westbrook

                                                                    Westbrook house

                                                                    5 20 7 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 20
                                                                    • 7 nights min
                                                                    • Nearest beach 14 mi
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $1,088

                                                                    Price per night from

                                                                    $1,088

                                                                    Distance approx 15.39 km from South Freeport

                                                                      33

                                                                      Furnished & newly built Modern Cottage, walk to the ocean, 10 min to Portland

                                                                      Maine / Cape Elizabeth

                                                                      Cape Elizabeth house

                                                                      2 4 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • min stay varies
                                                                      • Air conditioning
                                                                      • Private garden

                                                                      Price per night from

                                                                      $229

                                                                      Price per night from

                                                                      $229

                                                                      Distance approx 12.42 km from South Freeport

                                                                      (9) Very Good 

                                                                        17

                                                                        Minutes from Popham Beach - Cozy Maine Coast Cottage

                                                                        Mid Coast Maine / Phippsburg

                                                                        Phippsburg cottage

                                                                        3 6 min stay varies

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

                                                                        Price per night from

                                                                        $218

                                                                        Price per night from

                                                                        $218

                                                                        Distance approx 10.35 km from South Freeport

                                                                        (10) Excellent 

                                                                          12

                                                                          Charming ocean front cottage in Harpswell

                                                                          Mid Coast Maine / Harpswell

                                                                          Harpswell cottage

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 22 mi
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $152

                                                                          Responds fast!
                                                                          avg. 3 hours 0 minutes

                                                                          Price per night from

                                                                          $152

                                                                          Distance approx 14.08 km from South 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

                                                                            $171

                                                                            Price per night from

                                                                            $171

                                                                            Distance approx 17.01 km from South 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

                                                                              $281

                                                                              Responds fast!
                                                                              avg. 3 hours 39 minutes

                                                                              Price per night from

                                                                              $281