yes. number of carbons and ring strain will favor intramolecular dehydration - which ring sizes do you think will be favored?
how do you think con'c will effect inter vs intra? imagine you had a diol as a neat (read: solventless) liquid, and a diol that was 0.0000001 molar in an inert solvent. Add catalytic acid to both. which will give intermolecular product preferentially and which will give intramolecular product preferentially?