Many garden centers and home improvement stores rent trenchers with a cable installation attachment. This machine digs a trench, lays the wire and then buries the wire (saving you a heap of time). If you have everything ready, you should be able to do a fairly large property (about 1000 feet of boundary) in a half day. Expect a half day rental to be about $40 including gas. See for example.
The larger models are easier to use, but are more expensive and may not fit in the trunk of a car. The smaller models work fine unless you are doing a very large area. (e.g. over 2 acres)
Various trenchers will work differently, so ask the shop assistant to give you a demonstration of how to operate it. A couple of questions you will want to ask: 1. Is the trenching blade adjustable? You do not want the wire any deeper than 4 inches maximum. 2. Is that particular trencher good for use with whatever gauge wire you select for your system. Many trenchers can only be used with thicker wires. Best to ask before you rent. Of course, always use safety glasses!
Pulling the trencher is not so effortless through most soils. Still, trenching is much easier than laying boundary wire by hand. The trencher is by far the best way to do the job.