I tend to download whole playlists at once ('let's play' 12 part gaming playthroughs etc) and put them on my tablet for watching on my long train commutes - yes i'm weird
not an answer to your problem as I don't use browser plugins to do this - not sure they can handle a playlist ?
I use a piece of software on my Mac called "Aimersoft Youtube Downloader". The free version has no limitations at all that I'm aware of (I've been using it reasonably frequently for years). It also downloads in MP4 straight away which is nice (some download in Flash Video first and then convert).
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