The elder son of the 13th Earl of Lauderdale, by his first wife, Charlotte Sleigh, a daughter of Lieutenant-Colonel Sleigh of the 77th Foot, Maitland was commissioned into the Royal Scots Fusiliers in 1886, transferred to the 2nd Dragoons in 1887 and to the Scots Guards in 1894, from which he retired as a lieutenant. After the outbreak of the Second Boer War in late 1899, he volunteered for active service with the Imperial Yeomanry in South Africa and was appointed adjutant of the 20th battalion on 21 March 1900.[2] He served in South Africa 1900–1901, when he was mentioned in despatches.
The Rough Riders were established on 27 July 1901 as 1st County of London Imperial Yeomanry (Rough Riders) under the command of Viscount Maitland, promoted to lieutenant-colonel, He saw further active service in the European War of 1914–1918, in which he was wounded. He was appointed OBE in 1919 and succeeded his father in 1924, taking up residence at Thirlestane Castle near Lauder in Scotland.[3]
In 1929 Lauderdale was elected a Representative Peer for Scotland.[1][3]
In 1890, he married Gwendoline Lucy, a younger daughter of Judge Robert Vaughan-Williams of Bodlonfla, Flintshire, and they had one son, Ian, who succeeded his father in 1931.[1][3] He was elected a member of the Royal Photographic Society in 1896 and widely exhibited his work and wrote about photography. [4]