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The surname Pentland was taken from an ancient, but suppressed parish of the same name in Midlothian.
Around 1298-1299, Adam of Pentland was a monk at Holyrood, and in 1304, or 1305, Ralph de Penteland was sent to Montrose, in Angus, to arrest a vessel, and around the same time there was a record of a payment to John de Pentland for loading and unloading wool and hides.
Thomas de Pentland was recorded to have owned land in Edinburgh in 1400, whilst in 1480, William Pentland, also known as Godechild, was given letters of denziation, allowing him to settle in England.
A servitor to Sir John Scott of Tarbett, George Paintland was also burgess of Glasgow in 1628, and in 1682, Robert Paintland was warded in Edinburgh's Canongate Tolbooth.