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24 Houses

    39

    Westport "Gold Coast" across from Southport beach

    Connecticut / Southport

    Southport cottage

    1 3 2 nights min

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

    Price per night from

    $229

    Price per night from

    $229

    Great rentals within 20 miles that match your search

    Distance approx 18.79 km from Southport

      25

      Beautiful Four Bedroom Entire House in Bedford, NY

      Westchester County / Bedford

      Bedford house

      4 6 5 nights min

      • 4 bedrooms
      • sleeps 6
      • 5 nights min
      • Child Friendly
      • Private garden

      Price per night from

      $286

      Price per night from

      $286

      Distance approx 15.68 km from Southport

        10

        Stay at the beach/ one apartment full kitchen

        Connecticut / Milford

        Milford apartment

        1 3 4 nights min

        • 1 bedroom
        • sleeps 3
        • 4 nights min
        • Nearest beach 25 mi
        • Child Friendly
        • Air conditioning

        Price per night from

        $228

        Price per night from

        $228

        Distance approx 13.97 km from Southport

          12

          Beautiful Waterfront Home with private beach

          Long Island / East Setauket

          East Setauket house

          5 10 21 nights min

          • 5 bedrooms
          • sleeps 10
          • 21 nights min
          • Beach / lakeside relaxation
          • Nearest beach 2 mi
          • Child Friendly

          Price per night from

          $1,129

          Price per night from

          $1,129

          Distance approx 14.6 km from Southport

            21

            Global Luxury Suites at Downtown Stamford

            Connecticut / Stamford

            Stamford apartment

            2 5 min stay varies

            • 2 bedrooms
            • sleeps 5
            • min stay varies
            • Child Friendly
            • Air conditioning
            • Pet Friendly

            Price per night from

            $217

            Price per night from

            $217

            Distance approx 14.21 km from Southport

              34

              Global Luxury Suites on Prospect Street

              Connecticut / Stamford

              Stamford apartment

              2 5 min stay varies

              • 2 bedrooms
              • sleeps 5
              • min stay varies
              • Child Friendly
              • Air conditioning

              Price per night from

              $263

              Price per night from

              $263

              Distance approx 18.37 km from Southport

                27

                Apartment in great location, suburban

                Connecticut / Seymour

                Seymour house

                1 6 3 nights min

                • 1 bedroom
                • sleeps 6
                • 3 nights min
                • Nearest beach 4 mi
                • Child Friendly
                • Air conditioning

                Price per night from

                $89

                Responds fast!
                avg. 1 hour 31 minutes

                Price per night from

                $89

                Distance approx 14.6 km from Southport

                  21

                  Global Luxury Suites at Downtown Stamford

                  Connecticut / Stamford

                  Stamford apartment

                  1 3 min stay varies

                  • 1 bedroom
                  • sleeps 3
                  • min stay varies
                  • Child Friendly
                  • Air conditioning
                  • Pet Friendly

                  Price per night from

                  $217

                  Price per night from

                  $217

                  Distance approx 2.14 km from Southport Show on Map

                    25

                    Fairfield Beach House

                    Connecticut / Fairfield

                    Fairfield house

                    3 10 min stay varies

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

                    Price per night from

                    $491

                    Price per night from

                    $491

                    Distance approx 16.12 km from Southport

                    (3) Very Good 

                      21

                      Serene Connecticut Retreat - Luxury 2 bedroom apt

                      Connecticut / Stamford

                      Stamford apartment

                      2 4 3 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 3 nights min
                      • Ask about children
                      • Car not necessary
                      • Air conditioning

                      Price per night from

                      $229

                      Responds fast!
                      avg. 1 hour 29 minutes

                      Price per night from

                      $229

                      Distance approx 3.71 km from Southport Show on Map

                        16

                        WESTPORT, CT - Overlook Ocean Beach; 1 hr to NYC

                        Connecticut / Westport

                        Westport house

                        4 6 7 nights min

                        • 4 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Car not necessary

                        Price per night from

                        $1,129

                        Price per night from

                        $1,129

                        Distance approx 5.44 km from Southport Show on Map

                          26

                          Luxury Executive Estate 1 Hr from New York City

                          Connecticut / Easton

                          Easton house

                          6 20 2 nights min

                          • 6 bedrooms
                          • sleeps 20
                          • 2 nights min
                          • Nearest beach 10 mi
                          • Child Friendly

                          Price per night from

                          $916

                          Responds fast!
                          avg. 1 hour 54 minutes

                          Price per night from

                          $916

                          Distance approx 8.57 km from Southport

                            42

                            Spectacular Modern Home Near NYC

                            Connecticut / Weston

                            Weston house

                            5 8 2 nights min

                            • 5 bedrooms
                            • sleeps 8
                            • 2 nights min
                            • Child Friendly
                            • Air conditioning

                            Price per night from

                            $1,025

                            Responds fast!
                            avg. 1 hour 49 minutes

                            Price per night from

                            $1,025

                            Distance approx 16.23 km from Southport

                              15

                              LUXURY COTTAGE

                              Westchester County / Pound Ridge

                              Pound Ridge cottage

                              1 4 2 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 2 nights min
                              • Ask about children
                              • Ask about pets

                              Price per night from

                              $315

                              Responds fast!
                              avg. 2 hours 6 minutes

                              Price per night from

                              $315

                              Distance approx 12.22 km from Southport

                              (1) Excellent 

                                16

                                #2 - Your own place on the Beach near Silver Sands Park

                                Connecticut / Silver Lane

                                Silver Lane apartment

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Child Friendly
                                • Private garden

                                Price per night from

                                $258

                                Responds fast!
                                avg. 3 hours 51 minutes

                                Price per night from

                                $258

                                Distance approx 12.24 km from Southport

                                  18

                                  #1 - A beach place by Silver Sands Park

                                  Connecticut / Milford

                                  Milford apartment

                                  2 6 3 nights min

                                  • 2 bedrooms
                                  • sleeps 6
                                  • 3 nights min
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $258

                                  Responds fast!
                                  avg. 3 hours 51 minutes

                                  Price per night from

                                  $258

                                  Distance approx 5.4 km from Southport Show on Map

                                    13

                                    New modern house near the water

                                    Connecticut / Westport

                                    Westport house

                                    3 6 1 night min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 1 night min
                                    • Nearest beach 9 mi
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $458

                                    Price per night from

                                    $458

                                    Distance approx 12.6 km from Southport

                                      25

                                      Beachfront Cottage w/Porch - On Long Island Sound

                                      Connecticut / Silver Lane

                                      Silver Lane cottage

                                      3 7 min stay varies

                                      • 3 bedrooms
                                      • sleeps 7
                                      • min stay varies
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $292

                                      Responds fast!
                                      avg. 19 minutes

                                      Price per night from

                                      $292

                                      Distance approx 12.59 km from Southport

                                        26

                                        Cozy Milford Cottage w/ Fire Pit & Private Beach!

                                        Connecticut / Milford

                                        Milford cottage

                                        4 7 min stay varies

                                        • 4 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $338

                                        Responds fast!
                                        avg. 19 minutes

                                        Price per night from

                                        $338

                                        Distance approx 3.83 km from Southport Show on Map

                                          10

                                          COZY CAPE

                                          Connecticut / Westport

                                          Westport house

                                          3 4 1 night min

                                          • 3 bedrooms
                                          • sleeps 4
                                          • 1 night min
                                          • Child Friendly
                                          • Air conditioning
                                          • Ask about pets

                                          Price per night from

                                          $409

                                          Price per night from

                                          $409

                                          Distance approx 17.32 km from Southport

                                            24

                                            Victorian Newtown Apt w/Fire Pit 20 Mi to Jennings

                                            Connecticut / Newtown

                                            Newtown apartment

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Ski

                                            Price per night from

                                            $161

                                            Responds fast!
                                            avg. 19 minutes

                                            Price per night from

                                            $161

                                            Distance approx 14.21 km from Southport

                                            (1) Average 

                                              29

                                              Global Luxury Suites on Prospect Street

                                              Connecticut / Stamford

                                              Stamford apartment

                                              1 3 min stay varies

                                              • 1 bedroom
                                              • sleeps 3
                                              • min stay varies
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $148

                                              Price per night from

                                              $148

                                              Distance approx 2.02 km from Southport Show on Map

                                                13

                                                New Contemporary Beach House

                                                Connecticut / Fairfield

                                                Fairfield house

                                                3 6 7 nights min

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

                                                Price per night from

                                                $1,309

                                                Price per night from

                                                $1,309

                                                Distance approx 17.19 km from Southport

                                                  15

                                                  Contemporary Rustic Lakefront, Westchester County NY

                                                  Westchester County / South Salem

                                                  South Salem house

                                                  4 8 2 nights min

                                                  • 4 bedrooms
                                                  • sleeps 8
                                                  • 2 nights min
                                                  • Child Friendly
                                                  • Air conditioning
                                                  • Private garden

                                                  Price per night from

                                                  $3,664

                                                  Price per night from

                                                  $3,664