Kids Sleeping Tips: Keeping Child In Own Bedroom
Perhaps your son recently had some disruption of his schedule that got him off track. If you're caving after several Silent Returns to his bed, then you are teaching your son to try several times. Your son knows that he will hit the jackpot eventually. When mom or dad perseveres and always outlasts the child, then you will solve the sleep problem. If you stop rewarding the behavior, the behavior will disappear. My guess is that it will now take about 4-5 nights.
When sleeping is short from illnesses, vacations, or holidays, then immediately after the disruption passes, become super consistent (100%) with Silent Return to sleep and your child and family should recover within 1-2 nights. Don't delay or drag it out hoping for a miracle, because then when you do try it, it might take 4-5 nights.
More kids sleeping tips from Dr. Weissbluth: