Dogs are wicked easy if you have some extra expendable income. I used to think dog walkers or doggie day care was a fucking joke, but can be a awesome because regular walkers/day care end up knowing your dog and can take them in when you go on vacation/business trips ect.
When I was in Nashville for a week I arranged it where a dog walker would take my dog from the daycare to the park (on pack trail hikes). From there I could check up on the dogs on the day care/boarding webcam. Everything so professional now I even got status email updates/pics from the walker at the park and from the daycare/boarding every night.
What's hard is puppies. That first year of dealing with puppies (training, house training, ect) can be a bitch. But once that year is over as long as you have some extra money it can be so easy.