You can shop for apartments year round in San Bernardino. If you give yourself a full eight weeks or two months to look for a place, you should have ample time. Make sure to view more than one place, as in a low-pressure rental market that is a luxury you should be sure to take advantage of.
Make sure that you not only view the apartment before you rent in San Bernardino, but that you also tour the local neighborhood before you make your decisions. The city suffers from some urban sprawl problems, as well as from crime in certain areas. You want to make sure that you're not isolated from the rest of the city for practicalities sake, and make sure you're choosing a neighborhood that is safe as well.
The standard California model is in place in San Bernardino. This means that freeways and the automobile are the focus of transportation, rather than mass transit. I-215 is a major north-south highways, and highway 210 runs east to west through the city. There is a public transportation system available, operated by Omnitrans, it is just not as well developed or as popular as what you see in many other cities.
San Bernardino was actually the site of the very first McDonalds, and many people like to visit the location, although the building is long since demolished. The Bernardino National Forest is a nature lover's dream come true, and you can spend days exploring it. Some popular local bars include the South Side Saloon and Celebrities Sports Grill.