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Filtering by: Private pool

10 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

    $80

    Price per night from

    $80

    Great rentals within 20 miles that match your search

    Distance approx 17.3 km from Madison

      25

      Founders Landing Saltwater Inground Heated Pool. Walk to Beach,Town, Restaurants

      North Fork / Southold

      Southold house

      4 8 7 nights min

      • 4 bedrooms
      • sleeps 8
      • 7 nights min
      • Nearest beach 0.5 mi
      • Swimming pool
      • Child Friendly

      Price per night from

      $650

      Price per night from

      $650

      Distance approx 18.88 km from Madison

        24

        Fabulous Beach Getaway

        Hamptons / Shelter Island

        Shelter Island house

        3 6 min stay varies

        • 3 bedrooms
        • sleeps 6
        • min stay varies
        • Swimming pool
        • Ask about children
        • Air conditioning

        Price per night from

        $649

        Price per night from

        $649

        Distance approx 18.59 km from Madison

          4

          Beautiful Luxury Home with Pool in the Heart of Wine Country

          North Fork / Cutchogue

          Cutchogue house

          4 10 2 nights min

          • 4 bedrooms
          • sleeps 10
          • 2 nights min
          • Nearest beach 3 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $800

          Responds fast!
          avg. 3 hours 56 minutes

          Price per night from

          $800

          Distance approx 15.91 km from Madison

          (1) Excellent 

            19

            Beautiful Classic North Fork Home, large porch, pool, Jacuzzi, walk to beach

            North Fork / Southold

            Southold house

            3 6 7 nights min

            • 3 bedrooms
            • sleeps 6
            • 7 nights min
            • Nearest beach 0.8 mi
            • Swimming pool
            • Child Friendly

            Price per night from

            $457

            Price per night from

            $457

            Distance approx 17.35 km from Madison

              22

              Greenport Beach House

              North Fork / Greenport

              Greenport house

              3 8 min stay varies

              • 3 bedrooms
              • sleeps 8
              • min stay varies
              • Swimming pool
              • Child Friendly
              • Air conditioning

              Price per night from

              $686

              Price per night from

              $686

              Distance approx 19.25 km from Madison

                24

                Romantic Shelter Island Cottage w/2 Pools & a Pond

                Shelter Island / Shelter Island Heights

                Shelter Island Heights cottage

                1 5 min stay varies

                • 1 bedroom
                • sleeps 5
                • min stay varies
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $441

                Responds fast!
                avg. 21 minutes

                Price per night from

                $441

                Distance approx 18.73 km from Madison

                  10

                  Royal Master Suite

                  Connecticut / Hamden

                  Hamden private room

                  1 2 1 night min

                  • 1 bedroom
                  • sleeps 2
                  • 1 night min
                  • Swimming pool
                  • Air conditioning
                  • Private garden

                  Price per night from

                  $103

                  Responds fast!
                  avg. 2 hours 25 minutes

                  Price per night from

                  $103

                  Distance approx 19.25 km from Madison

                    26

                    Luxurious ‘Shelter Island Hideaway’ w/ Pool!

                    Hamptons / Shelter Island

                    Shelter Island house

                    4 10 min stay varies

                    • 4 bedrooms
                    • sleeps 10
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Air conditioning

                    Price per night from

                    $567

                    Responds fast!
                    avg. 21 minutes

                    Price per night from

                    $567

                    Distance approx 19.73 km from Madison

                      31

                      Perfect Estate and Location For Your Connecticut the Best

                      Connecticut / East Lyme

                      East Lyme house

                      5 14 min stay varies

                      • 5 bedrooms
                      • sleeps 14
                      • min stay varies
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $1,158

                      Price per night from

                      $1,158