Indeed, most vehicle transport companies have no problems at all with customers shipping more than one vehicle at a time. In fact, many transport companies welcome this, and provide multi-car shipping discounts quite often.
Depending on the shipping company and the space they have available, your vehicles might end up being transported by a few different drivers, but they will arrive right on time and in great condition. To find out if your specific vehicle transport company has any sort of limit on how many vehicles a single customer can ship at a time, just give them a call and ask them about it.