I shoot rimfire benchrest and have used: modified Win 52, Anchutz 1411, and a custom Rem 40X costing over $2,000 with scope. The 40X is a winner, having shot two consecutive (IR 50/50) 250s and a 249 at the same match. It will shoot 1/8" groups at 50 yards when atmospheric conditions permit, the ammo is right, and the nut behind the buttplate does his part.
Those being the most expensive, I have several .22s that vary in cost from $300 to $800, both rifles and handguns. My favorite non-target rifles are: Winchester 69A, modified Rem 504, modified Rem 581, modified Ruger 10-22 Deluxe, Marlin 39A.
Of the non-benchrest rifles, the two I shoot best are the Rem 504 and the 10-22. Both Rem 504 and 10-22 have shot numerous 5-shot groups under 3/8" at 50 yards, but the 504 has shot the best offhand groups indoors at 50 feet.
The 10-22 excels when plinking outdoors at metallic silhouette targets at 50 yards. The heavy barrel helps to hold it steady when firing rapidly at multiple targets offhand.
I ascribe to the philosophy: "Only accurate rifles are interesting."
I've shot crows, woodchucks, squirrels, raccoons, porquepines, skunks, rabbits, grouse, rats, mice, moles, snakes, and a bobcat with .22 rifles. I also have a bunch of .22 handguns that get exercised frequently.
NOTE ADDED: All my "non-match" rimfire rifles have been used for small game/varmint hunting, regardless of cost.
John