A redox-neutral Rh(III)-catalyzed directed (4+2)-annulation of 3-aryl-1H-indazoles with allyl alcohol has been accomplished to furnish 5,6-dihydroindazolo[3,2-a]isoquinolines. The sequential site-selective C-H C-H/N-H annulation, substrate scope and redox-neutral conditions are important practical features.