Hello MrW1zard,
Thank you for the details of the issue you are experiencing with iTunes Match on your Mac, iPad, and iPhone. I found an article with some steps you can take when you're not able to access songs using iTunes Match.
I recommend reviewing the sections titled "If you are unable to download a song, play a song, or access songs from iTunes Match" and "Some songs appear to be missing from iTunes Match," but the following step specifically stands out to me for the situation you described:
Make sure iTunes Match is turned on.
If iTunes Match is already enabled on your computer or device, try turning iTunes Match off and then on again.
On your iOS device tap Settings > Music > iTunes Match Off, then Settings> Music > iTunes Match On.
You can find the full article here:
iTunes Store: Troubleshooting iTunes Match
http://support.apple.com/kb/ts4054
Thank you for using Apple Support Communities.
Best,
Sheila M.