There are a lot of factors that wheel size will affect, both positively and negatively. But the designers can mitigate many of the effects via the suspension, fork rake, weight distribution, etc.
The 14/13 combo on the DT300 are 2 inches off the 16/15 I have on the crotch rocket. Not a huge deal. The smaller wheels are nice because there is less unsprung weight, and the reduced rotating mass is great for acceleration and stopping.
I've found that the DT300 is wonderfully stable at high speed and blasting through turns. The Bergman is a bit unstable above 100mph and begins to oscillate, while the SilverWing likes to wallow in the turns if you are riding too hard. I've jolted the handlebars at above highway speeds - and it is nice and steady. No bad habits I can find so far. I assume the engineers did a decent job.
I did notice the stock tires on the DT300 are 'S' rated - Good up to 112mph!