Any Radioshack brand scanner should do what you want. Unsure of how the reception is in Wildewood, but with a repeater close by -- I'd imagine it'd be OK. An analog scanner that can pick up the EDACS radio system, which is what St. Mary's County operates should work out.
He really should go with a Digital scanner...
Here is the
Analog list - ~15 channels total broadcasted
Here is the
Digital list - ~30 Fire Related Channels, ~20 Sheriff Channels, ~30 County Services Channels, all broadcasted
The Digital scanners allows you to get all the talk-groups with the newer frequencies in SMC whereas the analog scanners will give you the old conventional frequencies which will be phased out over time.
I would say either the Uniden BCD996XT (table-top) or the BCD396XT (handheld - with the 800Mhz antenna) - the programming interface is much better than the Radio Shack Digital Scanners.
The Radio Shack (Pro197-tabletop or Pro 106-handheld) are great scanners as well... I just prefer the interface of the Uniden.