Daughters
By his daughters' marriages, he became the ancestor of many of the prominent figures in the Wars of the Roses, including Richard Plantagenet, 3rd Duke of York (father of Kings Edward IV and Richard III), Henry Tudor (later King Henry VII), and Warwick the Kingmaker, father of queen consort Anne Neville. He was also an ancestor of queen consort Catherine Parr, the sixth and last wife of King Henry VIII. His daughters were as follows:
Eleanor I Holland, alias Alianore (13 October 1370 – 23 October 1405). Married firstly to Roger Mortimer, 4th Earl of March (1374–1398), for a time heir presumptive to his mother's first cousin King Richard II, and left children. Following the deposition of Richard II in 1399 by his own first cousin, Henry IV, the claim to the throne of England was pursued by Roger's and Alianore's grandson Richard, Duke of York (1411–1460), the drawn-out struggle of which formed the basis for the Wars of the Roses. Secondly, she married Edward Charleton, 5th Baron Cherleton, and left children.
Joan Holland (c. 1380 – 12 April 1434), married Edmund of Langley, 1st Duke of York
Margaret Holland (1385 – 31 December 1439), married first John Beaufort, 1st Earl of Somerset, and second Thomas of Lancaster, 1st Duke of Clarence
Elizabeth Holland (c. 1388 – 1423), who married Sir John Neville (c.1387–1420), eldest son and heir of Ralph Neville, 1st Earl of Westmorland, and by him had three sons, Ralph Neville, 2nd Earl of Westmorland, John Neville, Baron Neville, and Sir Thomas Neville, and a daughter, Margaret Neville.
Eleanor II Holland (1386 – after 1413), who bore the same first name as her eldest sister, married Thomas Montacute, 4th Earl of Salisbury
Bridget Holland, who became a nun