These are some great ideas, especially the simple ones like bringing a garbage bag. That’s something so easy and cheap that it’s easy to forget entirely, but as you say, it can make a huge difference in the right circumstances. It’s also good that you discuss some minor bike repairs. That’s another thing that can salvage or destroy your ride. You want to be as prepared as possible for the best possible experience.
Return: Bicycle and lock must be returned by the end of the loan period. User will be charged a $10.00/day late fee. After 10 business days user will be charged the full cost of the bicycle ($350) and rented equipment ($50 for lock and/or key). Failure to return bicycle, helmet and lock will subject user to legal liability of $400.00, as well as having student account placed on hold.
The Bicycle Repair Shop does rentals by the hour or by the day. They have reasonable rates. They have solid, lightweight hybrid bikes so you can tackle train tracks and brick streets and hills. They also have road bikes for the more experienced. You can reserve online in advance. You get a helmet and a lock with your rental. The staff in the shop are friendly and will suggest routes and point out hills if you're new to the area. And believe me these hills are no joke!
Modern bottom brackets use a sealed bearing type construction that keeps water and debris locked out, so they seldom go wrong. Maintenance is impossible so they need replacing when they do wear out. Older style cup bottom brackets need to be re-greased every now and again, and occasionally will need to have their bearings replaced. There are a lot more teeth on the chainring cogs than those on the rear cassette, so need changing less regularly. Cranks usually a solid one piece construction so there is not much to go wrong.