The plan is that the player will question someone (before killing them for money), and during the conversation the 'victim' would blab about some prisoners at a certain location. If the player then chooses to do so, they can go there and release the prisoners, who should be very thankful and then return to their homes (which of course will be pre-made for them) and carry on with some standard sleep and wander packages. They would have their own dialog, which would naturally reflect the service done to them by the player, should he speak to them at a later time.
Cheers
MVK