Meaning
(1) The "desert" North of the Dead Sea, which was overlooked from Pisgah (Num 21:20, Num 23:28). This is the bare and sterile land, saturated with salt, lying on each side of the Jordan North of the Dead Sea, where for miles practically no vegetable life can exist.
(2) The sterile plateau West of the steep cliffs bordering the western shores of the Dead Sea. Here between the lower slopes of the Judean hills, where thousands of Bedouin live and herd their flocks, and the more fertile borders of the sea with their oases (`Ain Feshkhah, `Ain Jidy, etc.), is a broad strip of utterly waterless land, the soft chalky hills of which are, for all but a few short weeks, destitute of practically any vegetation. The Hill of Hachilah was on the edge of this desert (1Sa 23:19, 1Sa 26:1, 1Sa 26:3), and the Arabah was to its south (1Sa 23:24). It is possible that the references in Numbers may also apply to this region.
The word "Jeshimon" (yeshimon) is often used as a common noun in referring to the desert of Sinai (Deu 32:10, Psa 78:40, Psa 106:14, Isa 43:19, etc.), and except in the first two of these references, when we have "wilderness," it is always translated "desert." Although used in 7 passages in poetical parallelism to midhbar, translated "wilderness," it really means a much more hopeless place; in a midhbar animals can be pastured, but a yeshimon is a desolate waste.
E. W. G. Masterman