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

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351 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 £529 / night

    £3,524 - £5,456 / week

    Book View

    from £529 / 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 £794 / night

      £5,288 / week

      Book View

      from £794 / night

        4

        Holiday home in East Hampton

        Hamptons / East Hampton

        3 6 7 nights min

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

        from £1,133 / night

        £7,932 / week

        Book View

        from £1,133 / 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 £880 / night

          £6,159 / week

          Book View

          from £880 / 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 £294 / night

            £2,057 / week

            Book View

            Responds fast!
            avg. 43 minutes

            from £294 / 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 £397 / night

              £2,467 / week

              Book View

              from £397 / 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 £309 / night

                £1,322 - £5,729 / week

                Book View

                from £309 / 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 £364 / night

                  £2,546 / week

                  Book View

                  from £364 / night

                    28

                    Water Mill holiday home rental

                    Hamptons / Water Mill

                    6 12 30 nights min

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

                    from £735 / night

                    £5,142 / week

                    Book View

                    from £735 / 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 £397 / night

                      £2,468 / week

                      Book View

                      from £397 / 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 £529 / night

                        £3,700 / week

                        Book View

                        from £529 / 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 £441 / night

                          £3,085 / week

                          Book View

                          from £441 / 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 £1,587 / night

                            £7,933 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 48 minutes

                            from £1,587 / night

                              24

                              Holiday cottage with swimming pool in Shelter Island Heights

                              Shelter Island / Shelter Island Heights

                              1 6 min stay varies

                              • 1 bedroom
                              • sleeps 6
                              • min stay varies
                              • Swimming pool
                              • Child friendly
                              • Air conditioning

                              from £340 / night

                              £2,376 / week

                              Book View

                              Responds fast!
                              avg. 19 minutes

                              from £340 / night

                              (5) Excellent 

                                15

                                Holiday cottage in Sag Harbor

                                Hamptons / Sag Harbor

                                2 4 2 nights min

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

                                from £441 / night

                                £3,085 / week

                                Book View

                                from £441 / night

                                  27

                                  Hampton Bays holiday home rental

                                  Southampton / Hampton Bays

                                  3 12 3 nights min

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

                                  from £535 / night

                                  £3,745 / week

                                  Book View

                                  from £535 / 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 £661 / night

                                    £4,627 / week

                                    Book View

                                    Responds fast!
                                    avg. 19 minutes

                                    from £661 / 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 £660 / night

                                      £4,620 / week

                                      Book View

                                      from £660 / 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 £653 / night

                                        £4,566 / week

                                        Book View

                                        Responds fast!
                                        avg. 19 minutes

                                        from £653 / night

                                          18

                                          East Hampton holiday home rental

                                          Hamptons / East Hampton

                                          4 8 7 nights min

                                          • 4 bedrooms
                                          • sleeps 8
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 6 km
                                          • Ask owner if suitable for children

                                          from £440 / night

                                          £1,760 / week

                                          Book View

                                          from £440 / 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 £1,058 / night

                                            £7,404 / week

                                            Book View

                                            from £1,058 / 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 £749 / night

                                              £5,238 / week

                                              Book View

                                              Responds fast!
                                              avg. 19 minutes

                                              from £749 / 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 £882 / night

                                                £6,170 / week

                                                Book View

                                                from £882 / night

                                                (3) Excellent 

                                                  24

                                                  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 £158 / night

                                                  £860 - £3,084 / week

                                                  Book View

                                                  from £158 / 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 £504 / night

                                                    £3,526 / week

                                                    Book View

                                                    from £504 / night

                                                      14

                                                      Hampton Bays holiday home rental

                                                      Southampton / Hampton Bays

                                                      6 12 14 nights min

                                                      • 6 bedrooms
                                                      • sleeps 12
                                                      • 14 nights min
                                                      • Beach / lakeside relaxation
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £882 / night

                                                      £6,170 / week

                                                      Book View

                                                      from £882 / 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 £2,141 / night

                                                        £14,984 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 39 minutes

                                                        from £2,141 / 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 £573 / night

                                                          £3,085 / week

                                                          Book View

                                                          from £573 / 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 £260 / night

                                                            £1,142 - £4,407 / week

                                                            Book View

                                                            from £260 / 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 £498 / night

                                                              £3,486 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 19 minutes

                                                              from £498 / night

                                                              (1) Excellent 

                                                                23

                                                                East Hampton holiday home rental

                                                                Hamptons / East Hampton

                                                                3 6 min stay varies

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

                                                                from £309 / night

                                                                £1,939 - £3,614 / week

                                                                Book View

                                                                from £309 / night

                                                                  19

                                                                  Home rental in Amagansett

                                                                  Hamptons / Amagansett

                                                                  3 6 14 nights min

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

                                                                  from £693 / night

                                                                  £4,846 / week

                                                                  Book View

                                                                  from £693 / 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 £309 / night

                                                                    £2,160 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 19 minutes

                                                                    from £309 / 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 £1,008 / night

                                                                      £7,051 / week

                                                                      Book View

                                                                      from £1,008 / 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 £243 / night

                                                                        £1,697 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 19 minutes

                                                                        from £243 / night

                                                                        (1) Excellent 

                                                                          19

                                                                          East Hampton holiday home rental

                                                                          Hamptons / East Hampton

                                                                          2 4 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £441 / night

                                                                          £3,085 / week

                                                                          Book View

                                                                          from £441 / night

                                                                          (1) Excellent 

                                                                            28

                                                                            Southampton holiday home rental

                                                                            Hamptons / Southampton

                                                                            5 10 min stay varies

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

                                                                            from £1,499 / night

                                                                            £11,370 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 1 hour 45 minutes

                                                                            from £1,499 / night

                                                                              34

                                                                              Holiday home with swimming pool in Westhampton Beach

                                                                              Hamptons / Westhampton Beach

                                                                              5 10 min stay varies

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

                                                                              from £882 / night

                                                                              £6,170 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 19 minutes

                                                                              from £882 / 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 £441 / night

                                                                                £3,085 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 12 minutes

                                                                                from £441 / night

                                                                                  28

                                                                                  Holiday home with swimming pool in Sag Harbor

                                                                                  Hamptons / Sag Harbor

                                                                                  4 8 min stay varies

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

                                                                                  from £463 / night

                                                                                  £3,239 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 19 minutes

                                                                                  from £463 / night

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