I used to recommend wethers to everyone I knew who were thinking about goats. It's what I had growing up and they were great pets. However, after vet school, I don't think I will be recommending wethers as much as I once did. Male goats have a temdency to block incredibly easy and the treatments for blockage are expensive and not all that great. You can prevent it (which is the best option, though not always a gaurantee) but if you plan on leaving and giving the goats free acces to grain (not a good idea whether male or female) and you don't feel like saving a thousand or so for treating a male goat for urinary blockage, I would go with does.
A dog kennel will not be enough space for two goats. Goats do need some room to exercise. I would also recommend a built shelter (though the goats will probably try to eat that as well). Logs work great as play toys in the pen.
I also think the other posters definitely had some great advice for your other questions.