Tissue engineering requires properly selected geometry and surface properties of the scaffold, to promote in vitro tissue growth. In this study, we obtained three types of electrospun poly(methyl methacrylate) (PMMA) scaffolds—nanofibers, microfibers, and ribbons, as well as spin-coated films. Their morphology was imaged by scanning electron microscopy (SEM) and characterized by average surface roughness and water contact angle. PMMA films had a smooth surface with roughness, Ra below 0.3 µm and hydrophilic properties, whereas for the fibers and the ribbons, we observed increased hydrophobicity, with higher surface roughness and fiber diameter. For microfibers, we obtained the highest roughness of 7 µm, therefore, the contact angle was 140°. All PMMA samples were used for the in vitro cell culture study, to verify the cells integration with various designs of scaffolds. The detailed microscopy study revealed that higher surface roughness enhanced cells’ attachment and their filopodia length. The 3D structure of PMMA microfibers with an average fiber diameter above 3.5 µm, exhibited the most favorable geometry for cells’ ingrowth, whereas, for other structures we observed cells growth only on the surface. The study showed that electrospinning of various scaffolds geometry is able to control cells development that can be adjusted according to the tissue needs in the regeneration processes.