Hi:
Yes your Owner must book the dining plan for you. My #s are from memory so I may be wrong but for 2006 the prices were $37.99 per night for 10 years and up and $9.99 for those under 10.
In 2007 the prices are $38.99 for the 'adults' and either $10.99 or still $9.99 for the kiddies. (I had read $10.99 for the kiddos, but some have posted being charged $9.99, so I'm not positive on this one.
Every guest must purchase the plan for every night of the stay.
Also it must be added or cancelled at least 1 Business day before your arrival.
Finally, it is paid for at check-in.
Good Luck & Good Eating!
-Tony