Some areas of Chesapeake are worse than Portsmouth. It depends....Chesapeake could be longer than some areas of Portsmouth. The cities are so packed into each other and nearly overlap...it looks like a huge medium sized town except for some pockets of high rises near the downtowns of most of the cities here....It could be a few minutes from an area in Portsmouth and the same from Chesapeake or no time from Chesapeake, no time from Portsmouth. Just depends. I would suggest renting from an extended stay hotel which runs about $250/wk and checking it out. GIven that most rents a QUITE A BIT PRICIER and most don't include utilities, you might be saving money....except for furniture storage. It's not a bad area, and I am quite happy here. The people are great for the most part though there are pockets of gangs in some areas of all. Just don't mess with them, they'll typically leave you alone too...but mostly just good people working hard in one capacity or another.