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Filtering by: City breaks

16 Houses

    12

    Spacious studio near beach

    Connecticut / Madison

    Madison studio

    Studio 3 1 night min

    • Studio
    • sleeps 3
    • 1 night min
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $81

    Price per night from

    $81

    (13) Excellent 

      17

      Adorable summer cottage on Connecticut Shoreline

      Connecticut / Madison

      Madison cottage

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Child Friendly
      • Air conditioning
      • Private garden

      Price per night from

      $98

      Responds fast!
      avg. 3 hours 23 minutes

      Price per night from

      $98

      Great rentals within 20 miles that match your search

      Distance approx 19.74 km from Madison

        13

        North Fork Loft - Perfect for Wine & Food Weekends

        North Fork / Mattituck

        Mattituck apartment

        5 14 2 nights min

        • 5 bedrooms
        • sleeps 14
        • 2 nights min
        • Beach / lakeside relaxation
        • Nearest beach 4 mi
        • Ask about children

        Price per night from

        $1,018

        Price per night from

        $1,018

        Distance approx 17 km from Madison

        (4) Excellent 

          28

          Victorian Seasons one bedroom duplex farmhouse

          North Fork / East Marion

          East Marion farmhouse

          1 2 3 nights min

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

          Price per night from

          $402

          Price per night from

          $402

          Distance approx 16.94 km from Madison

            8

            Greenport Village Walking Distance to All

            North Fork / Greenport

            Greenport farmhouse

            2 4 7 nights min

            • 2 bedrooms
            • sleeps 4
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Ask about pets

            Price per night from

            $459

            Price per night from

            $459

            Distance approx 16.81 km from Madison

            (1) Excellent 

              17

              Relaxed Village Farmhouse

              North Fork / Greenport

              Greenport house

              4 8 min stay varies

              • 4 bedrooms
              • sleeps 8
              • min stay varies
              • Air conditioning
              • Private garden

              Price per night from

              $459

              Responds fast!
              avg. 1 hour 16 minutes

              Price per night from

              $459

              Distance approx 17.94 km from Madison

                32

                Clarke's Landing

                Connecticut / Middlefield

                Middlefield house

                3 8 min stay varies

                • 3 bedrooms
                • sleeps 8
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0.1 mi
                • Child Friendly

                Price per night from

                $344

                Responds fast!
                avg. 3 hours 50 minutes

                Price per night from

                $344

                Distance approx 19.47 km from Madison

                  23

                  North Fork retreat walking distance to Peconic bay beach

                  North Fork / Cutchogue

                  Cutchogue house

                  3 8 14 nights min

                  • 3 bedrooms
                  • sleeps 8
                  • 14 nights min
                  • Nearest beach 3 mi
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $459

                  Price per night from

                  $459

                  Distance approx 18.06 km from Madison

                    54

                    Amazing Modern Beach House Heated Pool Water View

                    North Fork / Mattituck

                    Mattituck house

                    4 8 10 nights min

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

                    Price per night from

                    $1,261

                    Price per night from

                    $1,261

                    Distance approx 15.79 km from Madison

                    (2) Excellent 

                      17

                      PRISTINE GETAWAY, WITHIN SHORT WALK OF TWO WHITE, SANDY, SOUND BEACHES

                      North Fork / Southold

                      Southold house

                      3 6 14 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 14 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0.4 mi
                      • Child Friendly

                      Price per night from

                      $430

                      Price per night from

                      $430

                      Distance approx 19.62 km from Madison

                      (3) Very Good 

                        38

                        Stunning Waterfront Estate on Connecticut River

                        Connecticut / Middle Haddam

                        Middle Haddam villa

                        5 10 min stay varies

                        • 5 bedrooms
                        • sleeps 10
                        • min stay varies
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $488

                        Responds fast!
                        avg. 2 hours 4 minutes

                        Price per night from

                        $488

                        Distance approx 15.48 km from Madison

                          15

                          Luxurious living on a bucolic alpaca farm

                          Connecticut / Lyme

                          Lyme house

                          2 6 2 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Nearest beach 5 mi
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $229

                          Price per night from

                          $229

                          Distance approx 16.94 km from Madison

                            16

                            Greenport Village Home Walking Distance to All

                            North Fork / Greenport

                            Greenport farmhouse

                            3 8 30 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 30 nights min
                            • Beach / lakeside relaxation
                            • Child Friendly
                            • Car not necessary

                            Price per night from

                            $592

                            Price per night from

                            $592

                            Distance approx 17.49 km from Madison

                              34

                              Beach Cottage, Bring The Dog, Founders Landing Beach, Southold, North Fork, NY

                              North Fork / Southold

                              Southold house

                              2 4 5 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 5 nights min
                              • Nearest beach 1 mi
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $400

                              Price per night from

                              $400

                              Distance approx 19.6 km from Madison

                              (9) Excellent 

                                18

                                Cutchogue Beach Cottage

                                North Fork / Cutchogue

                                Cutchogue cottage

                                2 6 14 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 14 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0.1 mi
                                • Child Friendly

                                Price per night from

                                $172

                                Price per night from

                                $172

                                Distance approx 5.54 km from Madison

                                (2) Very Good 

                                  38

                                  Charming 6 Bedroom Oceanfront Cottage By The Sea

                                  Connecticut / Clinton

                                  Clinton cottage

                                  6 10 min stay varies

                                  • 6 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $229

                                  Responds fast!
                                  avg. 47 minutes

                                  Price per night from

                                  $229