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We are sometimes too close to our own dogs to see where we need to change. Remember that puppies this age do need to be taught to hold their urine. It seems that this pup has not been "taught" to control his bladder. While your method works for some dogs, other dogs need different methods.
The first thing I would do is establish a clear signal that all the dogs can use to let you know that they need to go out. I recommend that you put a bell or other noise maker on the door low enough for the dog to reach. Each time you take the dog out, ring the bell. The dog will associate ringing the bell with going out and one day ring the bell to signal to you that he needs to go out. This will help as a dog that needs to go doesn't have to wait till the next "potty" break but can signal they need to go out. Some dogs work out a signal with their owners, but if you have a clear signal, it helps with house training.
The other thing I would do is try and teach him how to hold his bladder. Dogs do not like to lay in their own mess, so we can use this to teach him to hold his bowels and urine. That is why crate training works. So you might try crate training him. You may have to bathe him a couple of times, but that usually is enough to start teaching them to control their bladder. Remember that the crate needs to be small enough that they can not have a potty area in one part and room to lay down in another. Read about crate training here:
You can use a pen as long as it is small enough. Use time out of the crate as reward. You also need to remember that puppies tend to urinate or defecate after eating, drinking, waking, and after PLAYING. So the playing reward may actually be contributing to the problem. Once suggestion would be playing OUTSIDE.
I always suggest owners teach dogs that play behavior is for outside and calm behavior is for inside. While I have a chihuahua (who was harder to house train), my breed is rottweilers, so he is the tiniest one of my dogs. I know owners tend to let smaller dogs get away with more than larger dogs. Larger dogs are rarely encouraged to play inside since it is easier to break things, but often owners will not put the same restrictions on little dogs. For house training, it is a plus not to encourage play behavior in the house.
As I'm sure you know, it often takes a combination of techniques to achieve the desired purpose, so I would combine these suggestions and see if that doesn't help get him house trained.
I think it is a great idea to take him with you places. However, I would not push him to be social. In fact, I would discourage people from trying to pet him or rushing to him, etc. I'd just let him be around them so he sees that they are not a threat. You might carry treats and let visitors toss him a small treat when they meet him. Over time he will make the move to greet them and then they can interact with him. Be sure they do not bend over him and instead crouch and let him approach them.
I would do group obedience classes with him as well for socialization. as before, I'd keep interactions with strange dogs and people at a distance at least initially.
I hope this information is helpful to you and you are satisfied with my response. If you would like any additional information or have more questions please don’t hesitate to press the reply to expert or continue conversation button so I can address any issues you still have ..