Depends on what experience you want to go for, I suppose. Is there any interesting gameplay in a Skyrim or Oblivion that involves breaking into one of the 100 copy-pasted personal residences that aren't part of a quest? Potentially. But I can only say that I found the radiant thieves guild quests in Riften to be a miserable grind.
It kinda sucks when you can’t. It makes the city just feel empty.
Depends on what experience you want to go for, I suppose. Is there any interesting gameplay in a Skyrim or Oblivion that involves breaking into one of the 100 copy-pasted personal residences that aren't part of a quest? Potentially. But I can only say that I found the radiant thieves guild quests in Riften to be a miserable grind.