I know, I've never tried more than 3, because I'm somewhat challenged???
and also because I'm patient,
so I tend to take the "needy" dogs. Usually its one at a time because (3 of them) don't like other dogs. Although I think once we were walking it'd be fine, they'd just do their thing, but its getting to the other's house and figuring out what to do with the one while I ran in for the other...easier just one on one
Although the boston and chihuahua are neighbors and I walk them together, the chihuahua is very tentative until we're well on the way...boston loves everyone (has to greet all we meet etc)
Anyway, I regularly (per week) walk 4 dogs and then pet sit another (so 5 total)
The 2 dachshunds are maybe starting up again in January
Soon