I'm a graphic designer who's moved into permaculture design over the past few years. While i dont think its necessary to have a gorgeous digital illustration for one's own backyard, i have done a few layouts in Adobe Illustrator for projects that need to be presented to city councils or foundations for grant applications, and i have found this level of professional artistic presentation really impresses folks. It can make a huge difference between landing $50k or not! The learning curve can be tricky (i have over 20 years experience) which is why one might find/hire professionals rather than DIY, if there's some budget of course (or lotss love).
The next level up for professional level, to-scale, contractor quality which can also be turned into 3D is AutoCAD or SketchUp (FREE and good - landscape designer friends use it at large corporate offices). I'm looking into learning Sketchup to help bring Permaculture into more professional environments.
Dont get me wrong, i LOVE using sketchbooks, tissue overlays and scribbling to allow organic ideation (agree with Paul & Paula), and i usually start with that for a while, BUT once basic layout elements are decided you can digitize these plus fixed elements (house, roads, neighbors, fences, contours, large trees etc) for a great basemap to experiment with. The advantage of digital vs handdrawn is that one can Copy/Paste or move things around very quickly without re-drawing the whole thing, just SAVE AS. and you can enlarge for detailed design, powerpoint, share/email, posting on forums, etc.... You can also print and then continue sketching on the printouts.
i'm attaching a recent sample - one page of a multi-page pdf presentation. mind you the plan is not yet finished (it never is) but it was to show our progress so, y'know please dont throw too many stones (i am open to constructive criticisms though)... i will post "finished" version pretty soon