Houses in Hamptons and Estates - Holiday Lettings - Holiday Rentals Hamptons

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354 Holiday homes

    29

    Holiday home with swimming pool in Hampton Bays

    Southampton / Hampton Bays

    4 8 min stay varies

    • 4 bedrooms
    • sleeps 8
    • min stay varies
    • Beach / lakeside relaxation
    • Swimming pool
    • Child friendly

    from £532 / night

    £3,546 - £5,490 / week

    Book View

    from £532 / night

      17

      Cottage rental in Sag Harbor

      Hamptons / Sag Harbor

      3 8 2 nights min

      • 3 bedrooms
      • sleeps 8
      • 2 nights min
      • Beach / lakeside relaxation
      • Child friendly
      • Air conditioning

      from £798 / night

      £5,319 / week

      Book View

      from £798 / night

        18

        Holiday cottage in Montauk

        Hamptons / Montauk

        2 4 30 nights min

        • 2 bedrooms
        • sleeps 4
        • 30 nights min
        • Child friendly
        • Pet friendly

        from £296 / night

        £2,069 / week

        Book View

        from £296 / night

          13

          Holiday home in East Hampton

          Hamptons / East Hampton

          5 12 30 nights min

          • 5 bedrooms
          • sleeps 12
          • 30 nights min
          • Child friendly
          • Air conditioning
          • Pet friendly

          from £887 / night

          £6,206 / week

          Book View

          from £887 / night

          (3) Excellent 

            19

            Holiday home in Westhampton Beach

            Hamptons / Westhampton Beach

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 0 km
            • Child friendly

            from £159 / night

            £865 - £1,197 / week

            Book View

            from £159 / night

              41

              Holiday home in Montauk

              Hamptons / Montauk

              3 6 3 nights min

              • 3 bedrooms
              • sleeps 6
              • 3 nights min
              • Beach / lakeside relaxation
              • Child friendly

              from £532 / night

              £3,723 / week

              Book View

              from £532 / night

                11

                Holiday home in Westhampton

                Hamptons / Westhampton

                3 8 3 nights min

                • 3 bedrooms
                • sleeps 8
                • 3 nights min
                • Child friendly
                • Air conditioning

                from £399 / night

                £2,482 / week

                Book View

                from £399 / night

                  9

                  Hampton Bays holiday home rental

                  Southampton / Hampton Bays

                  3 4 13 nights min

                  • 3 bedrooms
                  • sleeps 4
                  • 13 nights min
                  • Child friendly
                  • Air conditioning
                  • Private garden

                  from £399 / night

                  £2,482 / week

                  Book View

                  from £399 / night

                  (1) Excellent 

                    19

                    Holiday home rental

                    Hamptons / East Hampton

                    3 6 min stay varies

                    • 3 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Swimming pool
                    • Child friendly
                    • Air conditioning

                    from £311 / night

                    £1,330 - £5,762 / week

                    Book View

                    from £311 / night

                      11

                      Home rental in East Quogue

                      Hamptons / East Quogue

                      4 10 6 nights min

                      • 4 bedrooms
                      • sleeps 10
                      • 6 nights min
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Child friendly

                      from £444 / night

                      £3,103 / week

                      Book View

                      from £444 / night

                      (3) Very Good 

                        21

                        Holiday home in Remsenburg

                        Hamptons / Remsenburg

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Child friendly

                        from £368 / night

                        £2,571 / week

                        Book View

                        from £368 / night

                          24

                          Montauk holiday home let

                          Hamptons / Montauk

                          4 10 5 nights min

                          • 4 bedrooms
                          • sleeps 10
                          • 5 nights min
                          • Child friendly
                          • Air conditioning
                          • Private garden

                          from £887 / night

                          £6,206 / week

                          Book View

                          from £887 / night

                            20

                            Holiday home with golf nearby in Wainscott

                            Hamptons / Wainscott

                            4 8 21 nights min

                            • 4 bedrooms
                            • sleeps 8
                            • 21 nights min
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child friendly

                            from £1,596 / night

                            £7,978 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 3 minutes

                            from £1,596 / night

                              11

                              Home rental in East Hampton with swimming pool

                              Hamptons / East Hampton

                              5 12 min stay varies

                              • 5 bedrooms
                              • sleeps 12
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Private garden

                              from £665 / night

                              £4,654 / week

                              Book View

                              from £665 / night

                                12

                                Holiday home rental

                                Hamptons / Bridgehampton

                                4 8 7 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Beach / lakeside relaxation
                                • Air conditioning
                                • Private garden

                                from £507 / night

                                £3,546 / week

                                Book View

                                from £507 / night

                                  28

                                  Water Mill holiday home rental

                                  Hamptons / Water Mill

                                  6 12 5 nights min

                                  • 6 bedrooms
                                  • sleeps 12
                                  • 5 nights min
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning

                                  from £887 / night

                                  £6,206 / week

                                  Book View

                                  from £887 / night

                                    29

                                    Holiday home in Sag Harbor

                                    Hamptons / Sag Harbor

                                    4 8 2 nights min

                                    • 4 bedrooms
                                    • sleeps 8
                                    • 2 nights min
                                    • Child friendly
                                    • Air conditioning

                                    from £665 / night

                                    £4,654 / week

                                    Book View

                                    Responds fast!
                                    avg. 18 minutes

                                    from £665 / night

                                    (1) Excellent 

                                      6

                                      East Hampton holiday home rental

                                      Hamptons / East Hampton

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Nearest beach 4 km
                                      • Swimming pool
                                      • Air conditioning

                                      from £222 / night

                                      £1,552 - £4,433 / week

                                      Book View

                                      from £222 / night

                                        17

                                        Hampton Bays holiday home rental

                                        Southampton / Hampton Bays

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 2 km
                                        • Child friendly

                                        from £577 / night

                                        £3,103 / week

                                        Book View

                                        from £577 / night

                                          28

                                          Holiday home in Southampton

                                          Hamptons / Southampton

                                          4 7 7 nights min

                                          • 4 bedrooms
                                          • sleeps 7
                                          • 7 nights min
                                          • Swimming pool
                                          • Suitable for children age 5+
                                          • Air conditioning

                                          from £753 / night

                                          £5,269 / week

                                          Book View

                                          Responds fast!
                                          avg. 37 minutes

                                          from £753 / night

                                            11

                                            Holiday home rental

                                            Hamptons / East Hampton

                                            3 6 14 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 14 nights min
                                            • Child friendly
                                            • Pet friendly

                                            from £444 / night

                                            £3,103 / week

                                            Book View

                                            Responds fast!
                                            avg. 12 minutes

                                            from £444 / night

                                              24

                                              Holiday cottage in Springs

                                              Hamptons / Springs

                                              2 4 min stay varies

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

                                              from £311 / night

                                              £2,172 / week

                                              Book View

                                              Responds fast!
                                              avg. 33 minutes

                                              from £311 / night

                                                14

                                                Montauk holiday home rental

                                                Hamptons / Montauk

                                                3 9 7 nights min

                                                • 3 bedrooms
                                                • sleeps 9
                                                • 7 nights min
                                                • Child friendly
                                                • Private garden

                                                from £488 / night

                                                £3,103 / week

                                                Book View

                                                from £488 / night

                                                  6

                                                  Holiday home in East Hampton

                                                  Hamptons / East Hampton

                                                  3 10 7 nights min

                                                  • 3 bedrooms
                                                  • sleeps 10
                                                  • 7 nights min
                                                  • Beach / lakeside relaxation
                                                  • Child friendly
                                                  • Ask about pets

                                                  from £507 / night

                                                  £3,546 - £4,787 / week

                                                  Book View

                                                  from £507 / night

                                                    15

                                                    Holiday home in Amagansett

                                                    Hamptons / Amagansett

                                                    3 6 14 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 14 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0.2 km
                                                    • Child friendly

                                                    from £127 / night

                                                    £887 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 17 minutes

                                                    from £127 / night

                                                      24

                                                      Holiday cottage with swimming pool in Shelter Island Heights

                                                      Shelter Island / Shelter Island Heights

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Air conditioning

                                                      from £342 / night

                                                      £2,389 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 43 minutes

                                                      from £342 / night

                                                        11

                                                        Amagansett holiday home rental

                                                        Hamptons / Amagansett

                                                        4 8 21 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 21 nights min
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Air conditioning

                                                        from £1,013 / night

                                                        £7,092 / week

                                                        Book View

                                                        from £1,013 / night

                                                        (1) Very Good 

                                                          10

                                                          Holiday home in Water Mill

                                                          Hamptons / Water Mill

                                                          3 6 30 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 30 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 2 km
                                                          • Child friendly

                                                          from £603 / night

                                                          £4,433 / week

                                                          Book View

                                                          from £603 / night

                                                          (1) Excellent 

                                                            25

                                                            Holiday home in Hampton Bays

                                                            Southampton / Hampton Bays

                                                            3 7 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 7
                                                            • min stay varies
                                                            • Child friendly
                                                            • Air conditioning
                                                            • Pet friendly

                                                            from £244 / night

                                                            £1,707 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 33 minutes

                                                            from £244 / night

                                                              27

                                                              Hampton Bays holiday home rental

                                                              Southampton / Hampton Bays

                                                              3 12 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £538 / night

                                                              £3,767 / week

                                                              Book View

                                                              from £538 / night

                                                              (1) Excellent 

                                                                28

                                                                Southampton holiday home rental

                                                                Hamptons / Southampton

                                                                5 10 7 nights min

                                                                • 5 bedrooms
                                                                • sleeps 10
                                                                • 7 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £3,192 / night

                                                                £22,339 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 38 minutes

                                                                from £3,192 / night

                                                                (2) Excellent 

                                                                  30

                                                                  Shelter Island holiday home rental

                                                                  Hamptons / Shelter Island

                                                                  4 8 14 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 14 nights min
                                                                  • Nearest beach 1 km
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £262 / night

                                                                  £1,148 - £4,433 / week

                                                                  Book View

                                                                  from £262 / night

                                                                  (5) Excellent 

                                                                    28

                                                                    Sag Harbor holiday home rental

                                                                    Hamptons / Sag Harbor

                                                                    5 12 7 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 12
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 1 km
                                                                    • Swimming pool

                                                                    from £2,153 / night

                                                                    £15,070 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 0 minutes

                                                                    from £2,153 / night

                                                                    (1) Excellent 

                                                                      29

                                                                      East Hampton holiday home rental

                                                                      Hamptons / East Hampton

                                                                      3 6 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 5 km
                                                                      • Child friendly

                                                                      from £311 / night

                                                                      £1,738 / week

                                                                      Book View

                                                                      from £311 / night

                                                                      (3) Very Good 

                                                                        30

                                                                        Home rental in Quogue

                                                                        Hamptons / Quogue

                                                                        4 8 14 nights min

                                                                        • 4 bedrooms
                                                                        • sleeps 8
                                                                        • 14 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 4 km
                                                                        • Swimming pool

                                                                        from £532 / night

                                                                        £3,723 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 1 hour 22 minutes

                                                                        from £532 / night

                                                                          24

                                                                          Home rental in Amagansett with swimming pool

                                                                          Hamptons / Amagansett

                                                                          6 12 7 nights min

                                                                          • 6 bedrooms
                                                                          • sleeps 12
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £656 / night

                                                                          £4,592 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 47 minutes

                                                                          from £656 / night

                                                                            29

                                                                            East Hampton holiday home rental

                                                                            Hamptons / East Hampton

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £501 / night

                                                                            £3,506 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 37 minutes

                                                                            from £501 / night

                                                                              13

                                                                              Holiday home in Bridgehampton

                                                                              Hamptons / Bridgehampton

                                                                              4 8 7 nights min

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

                                                                              from £532 / night

                                                                              £3,546 - £7,978 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 32 minutes

                                                                              from £532 / night

                                                                                23

                                                                                Holiday home in Amagansett

                                                                                Hamptons / Amagansett

                                                                                3 6 3 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 3 nights min
                                                                                • Nearest beach 8 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £798 / night

                                                                                £5,585 / week

                                                                                Book View

                                                                                from £798 / night

                                                                                  13

                                                                                  Holiday home in Bridgehampton

                                                                                  Hamptons / Bridgehampton

                                                                                  5 10 5 nights min

                                                                                  • 5 bedrooms
                                                                                  • sleeps 10
                                                                                  • 5 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £1,064 / night

                                                                                  £7,447 / week

                                                                                  Book View

                                                                                  from £1,064 / night

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