Music software for performance: Where can I find what I need to control backing?

Playing guitar with some wav file accompaniments, I want software that does the following:

Plays each section of the backing file, e.g. intro, verse 1, chorus, verse 2 etc etc., and gives me the option to loop the section until I tell it to flow on to the next section. Ideally I could define the default for each section (loop or continue) but have the ability to change that while playing that section with a keypress (or pedal preferably).

So the workflow would be typically: Start the backing and play straight through each section up to the solo, which is set to loop. Improvise solo, and on the last phrase, press the control to change backing from 'loop' to 'continue' - so that after the end of that repeat of the solo backing, the rest of the song plays. Still with me? Good!

Splitting the wav into sections first is ok, or putting markers in like Audacity. Freeware is favourite, and can run it on Win, or Linux. I've been searching for some time for anything that will let me do this simple function. Ideas welcome.