Look for books that "speak to you". The Polar Instrument software includes many different transmission line types.
Here are a number of books that I find useful:
T. Moreno, Microwave Transmission Design Data
R. Simons, Coplanar Waveguide Circuits, Components, and Systems
Marcuvitz, Waveguide Handbook
B. Wadell, Transmission Line Design Handbook
Those are a good starting point and there are other useful references. Clayton Paul is another I occasionally find useful. I think of the "drilled holes" you mention as serving two functions. In PCB's where RF and much lower frequency signals are present they give easy access to ground for discrete components, particularly where ground layers are buried in multilayer boards and components are soldered to the top or bottom outside layers. RF usually resides on the outside layers. Looking at the RF transmission line structures the "holes"/ via's are used to change from one transmission line type to another. You might also find it useful to look into blind and buried vias.
The vias/ "drilled holes" make the transmission line (GCPW) look more like a coax equivalent constructed in a layered PCB structure. The figures shown above by FvM do not include vias. Modeling can get very complex depending on your frequency and how far down the Rabbit Hole you want to proceed. In GENERAL, this starts being an issue above 2 GHz and essential at millimeter wavelengths.