First of all remember the old adage - if you've time to spare then go by air.
One reason I bought my R22 was to enable me to commute, but in fact the weather is either grotty most days, or the days are too short in the winter that I actually rarely manage it. Remember that flying an R22 in iffy weather is a sure way to die. Still, to answer your questions.....
My insurance is around £5400 pa for an R22 with hull value £70k
In the first year of ownership I have done 100 hours or so and spent about £4k on maintenance. Note that is all scheduled with very few surprise items.
It burns 40 litres per hour at £1.20 per litre inc VAT
Second hand R22s range from £30k or so with 150 hours left on them up to £85k with 1000 hours. The hours depreciation is pretty much straight line. A hull with no hours left is worth £20k if you are lucky. A just rebuilt one is say £110k. Just draw a line between the two points with 2200 hours on the base axis of the graph. There are a few nice looking ones around at the moment.
Rotorways are not awful but no use for what you want to do.
Good luck