Our almost four year old male Sam is having similar problems. On December 4 he was no longer able to hold it four to five hours while I was at work. He started urinating in his crate twice a day. We are seeing a specialist on Feb. 3 to have an IVP done and maybe a neurological exam. He is a big water drinker so I have been limiting his water in the morning and at lunch time. Since I started this some days he has been able to hold it for three to four hours. The strange thing is that he can hold it all night, usually 9 hours. We have had numerous blood tests, urinalysis, and xrays done. He had two very serious infections since we got him in July 2008. He also "drips" urine regularly, like he has no idea it is happening. Proin and antibiotics didn't help with the dripping. I will be watching to see how things go for Harry and keeping my fingers crossed for him. My vet is questioning if Sam has ectopic ureter.