I've had a variety of experiences that haven't made any difference to the ride enjoyment itself.
Bad stuff:
Poorly adjusted brakes and gears, hotel bike pick up that didn't happen, ignored when entering the shop, 5pm closing.
Getting a full suspension MTB instead of a road bike. That was actually a fun day because my riding partner was still slower than me.
Good stuff
Showers. Bag stowage, mechanic recabling bike before giving it to me. Free water bottle. Late closing or 24hr rental. Friendly knowledgeable staff who can recommend routes and pubs.