Synthesis, properties, and application of the novel class of comb polymers with dendritic side chains (dendronized polymers) are discussed. Different synthetic strategies are discussed and compared. The assembly and manipulation of homo‐ and amphiphilic representatives are treated with an emphasis on interfacial issues. The combination of neutron scattering data in solution, molecular dynamics simulations in vacuum, and scanning force microscopical investigations of ultrathin layers as well as individualized representatives of dendronized polymers adsorbed on highly oriented pyrolytic graphite show that dendronized polymers can be considered rigid, nano‐sized molecular objects with cylindrical shapes, depending on structure, size, and density of attachment. Although experiments were only recently started accordingly, it has already become obvious that this class of polymers, because of their size and shape and potential to be equipped with various surface functionalities and patterns, links the worlds of materials science and bioscience.