John was born in Jurgon-les-Lacs in Brittany while his parents, Joan of Penthièvre and Charles of Blois, ruled over the duchy of Brittany. Joan arranged to marry John to Margaret, daughter of Edward III of England, but Henry of Grosmont, 1st Duke of Lancaster, an ally of the Montforts, broke off the negotiations. Edward offered instead Philippa of Lancaster as a wife, but Joan declined. In 1356, John was given to the English as a hostage and he was held at Gloucester Castle under the care ofRobert de Vere, Duke of Ireland and Early of Oxford for nearly twenty-five years. On the death in 1380 of Charles V of France, who supported the Penthièvre claim against the Montforts, John and his mother negotiated the second treaty of Guérande on 14 April 1381, in which he renounced his claim to the Duchy of Brittany in exchange for a substantial indemnity. John was released with financial assistance from Olivier de Clisson, who paid his 60,000 franc ransom and offered him his younger daughter, Marguerite, as a wife. On 6 January 1384, John transferred management of all of his lands in Brittany and Limoges to Clisson, who in turn transferred it to Jean Rolland in 1387. The French chronicler Jean Froissart recounts how, in 1391, John's cousin John IV, Duke of Brittany denounced the Penthièvre claim to the Breton throne, writing: In 1392, at a meeting at Tours, John renounced his family's right to carry the arms of Brittany. This was later confirmed at Guingamp on 25 October 1395. He inherited the lands of Avesnes, Landrecies, Nouvion-en-Thiérache, and some lands in Flanders on the death of his cousin, Guy II, Count of Blois, in 1397. Three years later, he inherited further property from his brother, Henry, who died in England. John died in 1404 at Lamballe in Brittany. His eldest son, Olivier, succeeded him. He shared with his three brothers the family inheritance: Olivier received Penthièvre, John the lands of Aigle in Normandy, Charles the lordship of Avaugour, and William the viscounty of Limoges.
Family
John married Margaret de Clisson, daughter of Olivier de Clisson, Constable of France, at Moncontour on 20 January 1387. They had: