If you go into an equatorial orbit, then every orbit of the orbital vehicle gives you a chance to get the lander back.
There is also a stable polar orbit where the orbiter stays lined up between the Earth and the Moon. Since the surface is tidally locked you again get the lander back easily. This orbit takes more energy to get into and out of for the orbital vehicle. But gives you mid latitudes with the Earth high in the sky.
What is hard is getting to mid latitudes on the side of the Moon. Now what happens is that the object on the surface turns away from the orbital vehicle making it hard to line up everything for the return trip. The lander therefore has to be much more capable to land and return at will, rather than waiting weeks for things to line up right.