The territorial fortunes of Clan Livingston pivoted sharply during the Scottish Wars of Independence. Sir William Livingston fought alongside King David II and was rewarded in 1345 with the forfeited lands of Callendar in Stirlingshire. This acquisition positioned Callendar House as the principal family seat for more than three centuries.
During the minority of King James II in the fifteenth century, Sir Alexander Livingston of Callendar served as Guardian of the King, effectively steering the Scottish government alongside the Crichton faction during a period of fierce factional hostility with the Black Douglases. This consolidation of state power elevated the family into the highest rungs of the peerage. By the mid-sixteenth century, their prominence was cemented when William, 6th Lord Livingston, stood as a resolute protector of Mary, Queen of Scots. His sister, Mary Livingston, was celebrated as one of the legendary "Four Marys", the queen’s closest childhood companions and court attendants.
In 1600, King James VI created the title of Earl of Linlithgow for the 7th Lord Livingston, formalizing the clan’s rank among the leading families of the Scottish nobility. A secondary branch gained the title of Earl of Callendar in 1641. These combined peerages granted the family immense territorial authority across the Forth Valley until the Jacobite risings dismantled their political standing.