The name Prentiss has its origins in Old English, derived from the words "prentis" or "prentice," meaning an apprentice or someone learning a trade or skill under a master. This name emerged during the Middle Ages, around the 12th to 15th centuries, and was primarily used in England and surrounding regions.

Prentiss was a common occupational surname during this period, given to individuals who were apprentices in various crafts or trades. Over time, it evolved into a given name, particularly for males. The earliest recorded instances of the name Prentiss can be found in historical records from medieval England, such as parish registers and census documents.

One of the earliest known bearers of the name Prentiss was Sir Prentiss Browne, an English knight who lived in the late 14th century and served under King Edward III during the Hundred Years' War. Another notable figure was Prentiss Ingraham, an American author and newspaper editor who lived from 1843 to 1904 and wrote several popular dime novels and adventure stories.

In the 19th century, Prentiss Mellen (1764-1840) was an American politician and jurist who served as the fifth Chief Justice of the Maine Supreme Judicial Court. Prentiss Ingraham (1843-1904), mentioned earlier, was a prolific American author known for his dime novels and adventure stories during the same period.

Moving into the 20th century, Prentiss Taylor (1907-1991) was an American architect and urban planner who played a significant role in the development of Baltimore's Inner Harbor area. Prentiss Moore (1919-2007) was an American chemist and researcher who made important contributions to the understanding of the structure and properties of organic compounds.

While the name Prentiss has maintained a consistent presence throughout history, it has never been among the most popular given names. However, its unique origins and connection to the medieval apprenticeship system have made it a distinctive and intriguing choice for parents seeking a name with historical significance and a touch of tradition.