Aberration is caused by various motions of Earth relative to stationary aether (uniform isotropic). Light that enters upper air of Earth (from aether) is bent in the direction of motion of Earth. As a phenomenon, aberration is completed in the upper air. The same as refraction.
Therefore, illustration of raindrops and an umbrella is NG. Result of Airy’s experiment with a water-filled telescope is only natural. It is said that apparent displacement of stars is displaced in the direction of Earth’s motion, but in fact, it will be the opposite. You can check this by drawing light bending (in upper air) on a paper.