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230 Houses

(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

    $218

    Responds fast!
    avg. 21 minutes

    Price per night from

    $218

    (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

        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

          24

          Cozy 2BR w/ Private Backyard & Fire Pit – Blocks to Beach & Shops

          Maine / South Portland

          South Portland apartment

          2 4 min stay varies

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

          Price per night from

          $97

          Price per night from

          $97

            24

            Beautiful w/ Ocean Views! Walk to Beach! Gorgeous & Close to Portland

            Maine / South Portland

            South Portland apartment

            2 4 min stay varies

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

            Price per night from

            $230

            Price per night from

            $230

              24

              GORGEOUS! OCEAN VIEWS! 3 MINUTE WALK TO BEACH. CLOSE TO PORTLAND. SUPER NICE!

              Maine / South Portland

              South Portland apartment

              1 4 28 nights min

              • 1 bedroom
              • sleeps 4
              • 28 nights min
              • Child Friendly
              • Air conditioning

              Price per night from

              $64

              Price per night from

              $64

                22

                Willard Beach - Simone By The Sea - New Home

                Maine / South Portland

                South Portland house

                3 4 3 nights min

                • 3 bedrooms
                • sleeps 4
                • 3 nights min
                • Beach / lakeside relaxation

                Price per night from

                $458

                Responds fast!
                avg. 3 hours 5 minutes

                Price per night from

                $458

                  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

                    94

                    NEW LISTING! Ocean view home w/patio & yard-steps to Willard Beach, dogs OK

                    Maine / South Portland

                    South Portland house

                    3 8 2 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 2 nights min
                    • Child Friendly
                    • Car not necessary
                    • Air conditioning

                    Price per night from

                    $419

                    Responds fast!
                    avg. 2 hours 30 minutes

                    Price per night from

                    $419

                      25

                      Newer South Portland Cottage, 10 Minutes to Downtown, 30 day rental or longer

                      Maine / South Portland

                      South Portland cottage

                      1 2 min stay varies

                      • 1 bedroom
                      • sleeps 2
                      • min stay varies
                      • Ask about children
                      • Air conditioning

                      Price per night from

                      $156

                      Price per night from

                      $156

                        25

                        2 Blocks to Willard Beach! Upscale 2BR w/ Private Yard, Walk to Restaurants

                        Maine / South Portland

                        South Portland apartment

                        2 4 min stay varies

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

                        Price per night from

                        $97

                        Price per night from

                        $97

                        Great rentals within 20 miles that match your search

                        Distance approx 11.07 km from South Portland

                        (1) Excellent 

                          11

                          3 BR Ocean Ave Cottage Just Steps from the Beach

                          Maine / Old Orchard Beach

                          Old Orchard Beach house

                          3 6 min stay varies

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

                          Price per night from

                          $164

                          Responds fast!
                          avg. 3 hours 53 minutes

                          Price per night from

                          $164

                          Distance approx 17.2 km from South Portland

                            40

                            Spacious Home w/View - 2 Mi. to Goose Rocks Beach!

                            Kennebunks / Kennebunkport

                            Kennebunkport house

                            6 14 min stay varies

                            • 6 bedrooms
                            • sleeps 14
                            • min stay varies
                            • Child Friendly

                            Price per night from

                            $336

                            Responds fast!
                            avg. 9 minutes

                            Price per night from

                            $336

                            Distance approx 11.05 km from South Portland

                            (1) Excellent 

                              21

                              LARGE 3 BEDROOM W/AIR COND. & FREE BEACH PARKING

                              Maine / Old Orchard Beach

                              Old Orchard Beach apartment

                              3 10 7 nights min

                              • 3 bedrooms
                              • sleeps 10
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $309

                              Responds fast!
                              avg. 1 hour 23 minutes

                              Price per night from

                              $309

                              Distance approx 10.25 km from South Portland

                                6

                                Great Family Beach House OOB

                                Maine / Old Orchard Beach

                                Old Orchard Beach house

                                3 8 7 nights min

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

                                Price per night from

                                $271

                                Price per night from

                                $271

                                Distance approx 5.43 km from South Portland

                                (2) Excellent 

                                  8

                                  Higgins Beach Maine

                                  Maine / Scarborough

                                  Scarborough cottage

                                  4 8 1 night min

                                  • 4 bedrooms
                                  • sleeps 8
                                  • 1 night min
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Car not necessary

                                  Price per night from

                                  $285

                                  Price per night from

                                  $285

                                  Distance approx 10.23 km from South Portland

                                  (5) Excellent 

                                    12

                                    Brown St

                                    Maine / Old Orchard Beach

                                    Old Orchard Beach house

                                    2 7 7 nights min

                                    • 2 bedrooms
                                    • sleeps 7
                                    • 7 nights min
                                    • Nearest beach 0 mi
                                    • Child Friendly
                                    • Car not necessary

                                    Price per night from

                                    $393

                                    Price per night from

                                    $393

                                    Distance approx 7.02 km from South Portland

                                      42

                                      Portland Area Cottage w/OCEAN VIEWS ~ pet friendly

                                      Maine / Falmouth

                                      Falmouth house

                                      3 6 2 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 2 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Car not necessary

                                      Price per night from

                                      $567

                                      Responds fast!
                                      avg. 2 hours 40 minutes

                                      Price per night from

                                      $567

                                      Distance approx 1.54 km from South Portland Show on Map

                                        15

                                        Luxurious, Fully Renovated house with Private Beach rights.

                                        Maine / Cape Elizabeth

                                        Cape Elizabeth house

                                        5 10 min stay varies

                                        • 5 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Child Friendly
                                        • Pet Friendly

                                        Price per night from

                                        $568

                                        Responds fast!
                                        avg. 2 hours 40 minutes

                                        Price per night from

                                        $568

                                        Distance approx 17.53 km from South Portland

                                        (1) Excellent 

                                          23

                                          Beautiful Goose Rocks Beach Retreat

                                          Kennebunks / Kennebunkport

                                          Kennebunkport house

                                          3 12 2 nights min

                                          • 3 bedrooms
                                          • sleeps 12
                                          • 2 nights min
                                          • Child Friendly
                                          • Pet Friendly
                                          • Private garden

                                          Price per night from

                                          $344

                                          Price per night from

                                          $344

                                          Distance approx 12.98 km from South Portland

                                            5

                                            2 Bdrm Bungalow (#4) close to beaches in Beautiful Saco, ME

                                            Maine / Saco

                                            Saco bungalow

                                            2 4 1 night min

                                            • 2 bedrooms
                                            • sleeps 4
                                            • 1 night min
                                            • Child Friendly
                                            • Pet Friendly

                                            Price per night from

                                            $138

                                            Price per night from

                                            $138

                                            Distance approx 7.74 km from South Portland

                                              11

                                              Harbor View Cottage in Pine Point

                                              Maine / Scarborough

                                              Scarborough house

                                              3 6 7 nights min

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

                                              Price per night from

                                              $244

                                              Price per night from

                                              $244

                                              Distance approx 11.65 km from South Portland

                                                11

                                                Ocean Park Cottage

                                                Maine / Ocean Park

                                                Ocean Park cottage

                                                2 5 7 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.1 mi
                                                • Child Friendly

                                                Price per night from

                                                $196

                                                Price per night from

                                                $196

                                                Distance approx 14.4 km from South Portland

                                                  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 10.34 km from South Portland

                                                  (1) Excellent 

                                                    27

                                                    Great Location! 5 min Walk to Beach/Pier-Quaint Cottage Sleeps 6;12 w/front unit

                                                    Maine / Old Orchard Beach

                                                    Old Orchard Beach cottage

                                                    2 6 min stay varies

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

                                                    Price per night from

                                                    $203

                                                    Price per night from

                                                    $203

                                                    Distance approx 11.28 km from South Portland

                                                      24

                                                      2 bedroom, 1.5 bath townhouse in Ocean Park Meadows, short walk to 7 mile beach

                                                      Maine / Old Orchard Beach

                                                      Old Orchard Beach condo

                                                      2 5 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • 7 nights min
                                                      • Nearest beach 0.05 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $258

                                                      Price per night from

                                                      $258

                                                      Distance approx 17.87 km from South Portland

                                                        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

                                                        Distance approx 8.45 km from South Portland

                                                          17

                                                          Ocean Views - 3rd from Water - Cable/wifi Internet & A/C

                                                          Maine / West Scarborough

                                                          West Scarborough house

                                                          2 8 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Child Friendly
                                                          • Car not necessary
                                                          • Air conditioning

                                                          Price per night from

                                                          $285

                                                          Price per night from

                                                          $285

                                                          Distance approx 6.68 km from South Portland

                                                            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. 9 minutes

                                                            Price per night from

                                                            $68

                                                            Distance approx 11.09 km from South Portland

                                                              10

                                                              Cute Vintage Cottage, 5 min Walk to Beach (1/4 Mile), 15 min to Pier, Sleeps 4-6

                                                              Maine / Old Orchard Beach

                                                              Old Orchard Beach cottage

                                                              2 6 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 7 nights min
                                                              • Child Friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              Price per night from

                                                              $237

                                                              Price per night from

                                                              $237

                                                              Distance approx 13.85 km from South Portland

                                                                21

                                                                Hills Beach, Biddeford ME

                                                                Maine / Biddeford

                                                                Biddeford house

                                                                2 6 6 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 6 nights min
                                                                • Beach / lakeside relaxation
                                                                • Child Friendly
                                                                • Ask about pets

                                                                Price per night from

                                                                $342

                                                                Price per night from

                                                                $342

                                                                Distance approx 9.32 km from South Portland

                                                                  28

                                                                  Spectacular BEACHFRONT

                                                                  Maine / Old Orchard Beach

                                                                  Old Orchard Beach apartment

                                                                  2 5 7 nights min

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

                                                                  Price per night from

                                                                  $489

                                                                  Price per night from

                                                                  $489

                                                                  Distance approx 12.11 km from South Portland

                                                                    17

                                                                    Beautiful Beachfront Property - Just Listed

                                                                    Maine / Saco

                                                                    Saco house

                                                                    4 10 7 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • 7 nights min
                                                                    • Child Friendly
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $862

                                                                    Price per night from

                                                                    $862

                                                                    Distance approx 2.05 km from South Portland Show on Map

                                                                      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 10.14 km from South Portland

                                                                        24

                                                                        Ocean View Condo steps to the Beach

                                                                        Maine / Old Orchard Beach

                                                                        Old Orchard Beach condo

                                                                        2 6 7 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $115

                                                                        Responds fast!
                                                                        avg. 1 hour 19 minutes

                                                                        Price per night from

                                                                        $115

                                                                        Distance approx 10.53 km from South Portland

                                                                          19

                                                                          CHUCK - YOUR PET IS WELCOME HERE

                                                                          Maine / Old Orchard Beach

                                                                          Old Orchard Beach house

                                                                          2 8 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Ask about children
                                                                          • Air conditioning
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $212

                                                                          Price per night from

                                                                          $212

                                                                          Distance approx 13.41 km from South Portland

                                                                            30

                                                                            BEACON INN-OCEANFRONT, AWESOME VIEWS. Pet possible

                                                                            Maine / Saco

                                                                            Saco house

                                                                            3 10 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 10
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Ask about children
                                                                            • Pet Friendly

                                                                            Price per night from

                                                                            $619

                                                                            Price per night from

                                                                            $619

                                                                            Distance approx 2.91 km from South Portland Show on Map

                                                                            (2) Excellent 

                                                                              20

                                                                              Classic, cozy family cottage with modern amenities and ocean view from porch

                                                                              Maine / Peaks Island

                                                                              Peaks Island cottage

                                                                              5 8 min stay varies

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

                                                                              Price per night from

                                                                              $399

                                                                              Responds fast!
                                                                              avg. 2 hours 51 minutes

                                                                              Price per night from

                                                                              $399