Check with your state laws concerning brakes. Some states require brakes over a certain length and some require brakes over a certain weight. In all cases, brakes are just a damn good idea. Personally, I'm partial to surge actuated hydraulic drum brakes, but that's just me and I take extra precautions to keep mine working properly. In your situation, with a 2 mile run on rural roads I would think you would be okay, but for anyone that trailers over highways and interstates @ 50-70 mph brakes become a necessity rather than a luxury. Your and other peoples lives could depend on the distance it takes to stop and without brakes at those speeds you effectively double your stopping distance.
Brand is almost unimportant, since all trailer makers must meet certain requirements by the DOT in order to sell their trailers. What is more important is the load rating of the trailer, the physical size and what it's made out of. You basically have 3 choices.... Painted, Galvanized and Aluminum. If you are going anywhere near salt water than you want to avoid painted like the plague. My personal preference is Galvanized, but that's just me and everyone has their own likes and dislikes.
Rollers vs Bunks have been the topics of numerous discussions on this board, with the results being almost evenly divided 50-50. What has become more apparent is the type of ramp you launch from. Most Northern ramps are steeper and shorter than ones found down south and roller trailers seem to be the most preferred. However, down south where the ramps are longer and not as steep the Bunk trailers seem to hold sway as the most preferred style. Again, it's entirely up to you.
Just make sure that when you buy your trailer it is long enough to properly support your boat. (Looking underneath the boat as it's mounted on the trailer, the end of the bunk or the roller should be even with the transom of your boat). Too short a trailer will (over the years) result in the hull developing a dent in the hull due to the extra weight of the engine on the stern of the boat. This is known as cupping and can effect the performance of your boat. So make sure the trailer is the proper length.