Bladder Leaking?

I would get him to a vet. Leaking in his sleep could indicate a medical condition.

You say he'd been to the vets many a times - but for what reasons? Leaking urine? If so, did they test his urine and bloods? If not, get them tested.

If the results are ok, then I would look at the timing of his toilet breaks. Can he last the time he doesn't have access to his toileting area? Can you reduce the time between the toilet breaks or provide him with access to where you'd like him to go? Maybe he doesn't know how to tell you he needs to go. Maybe he is telling you but you are misinterpreting the signals.

To recap - urine and blood tests first, if ok, treat him as if he'd never been toilet trained.

Good luck.

I'll get him an appointment then. He gets to go plenty of times during the day and he whines when he has to go out, so he knows how to let me know. He's been for allergies and basic checkups.

What time do you let him out last thing at night and first thing in the morning?

icemaiden said:

What time do you let him out last thing at night and first thing in the morning?

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And of course you need to check to see that he actually goes at night when you let him out before bedtime. My GR can be a bit stubborn about that. She knows what she is supposed to do, but if you don't tell her "go potty so we can go to bed," she will likely just go out and lay on the grass.

GoldiesPa said:

And of course you need to check to see that he actually goes at night when you let him out before bedtime. My GR can be a bit stubborn about that. She knows what she is supposed to do, but if you don't tell her "go potty so we can go to bed," she will likely just go out and lay on the grass.

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Quite. The dog needs to understand why he goes out, so training to go on command would help here.

Most dogs won't pee on their beds. Unless he sleeps in a crate where he'd have no choice.

Are you washing the cover only? If you're not washing the whole bed, you might not be getting the source of the smell out.

I agree that the reason could be medical. No matter how much he's gone to the vet, if he hasn't been checked for a reason for this intermittent incontinence, he should be. The vet would have no reason to look for a urinary tract problem unless you told him or her about it.

I take him before bed at 7:30, some time during the night whenever he wakes me up, and 5:30 in the morning. I don't bring him in until he pees. He's pretty good about going on command.
@Grabby
I actually never thought about the interior of the bed possibly making the smell. I've been looking for him to leak (don't really know a better term) and I haven't seen him do it in a long time. I just assumed that he might still be doing it since he did it before. His bed is never wet. I'm thinking I might need to replace the inside of the bed and see if it still smells. He's not in a crate and switches from his bed to my floor pillow to my bed. He's never peed on my bed and the floor pillow doesn't smell like pee, so maybe it is just the old stuffing inside. I'm going shopping for some stuff tomorrow so I'll add that to my list and hope the smell goes away. If not then I'll know he's still doing it and I'm just not seeing it.

Thanks for the advice guys!