I am also getting ready to paint the exterior of our home. Ours is similar to yours. I guess that I will just do the ladder thing but scaffolling would be nice. I think you can rent them from Lowes or HD. By the way, what is your choice of color for your exterior?? Good Luck
I'm going to use Valspar paint from lowes. The main body of the house will be a nice green (homestead something or other) and the trim will be creme (another name with homestead in it i think) and burgundy doors (haven't picked that color yet)