The manufacturing of deep holes has to face problems to evacuate chips, especially for small diameters. Such problems induce frequent tool breakage and poor surface quality. The vibratory drilling enables the chip to be split into small elements thanks to the axial vibrations of the drill, self-maintained by the cutting energy. Thus, chips are easily evacuated from the hole. A specific tool holder with an adapted axial stiffness has been developed in order to investigate this drilling process. The cutting conditions are predetermined in order to lead to axial vibrations with a stable frequency and amplitude. During a period, the amplitude of the vibrations is higher than the feed per revolution, which enables the cutting edges to jump out of the work material. The vibrations are self-maintained and remain stable if some disturbances are absent or very limited such as the friction of the drill against the work material along its margins, the ploughing force induced by the chisel edge, the ploughing force induced by clearance face, etc. The objectives of this paper are (i) to model the dynamical behavior of the self-vibrating drilling head, the cutting and ploughing forces, and the material removal, (ii) to foresee with a numerical simulator the cutting conditions which generate good vibrations, (iii) to validate the numerical simulator with a experimental round of test. This work has also shown that the productivity of the drilling is improved by the use of the vibratory drilling. Deep hole (ratio deep/drill diameter > 20 ) can be drilled with this new technology without any coolant and any retreat cycle with the same quality as a conventional drilling operation.