Raynald accompanied Baldwin to Antioch in 1151 and settled in the principality, according to Steven Runciman. It is certain that Raynald fought in Baldwin's army during the Siege of Ascalon in early 1153. He may have already been engaged to Constance of Antioch (as Runciman suggests), or their betrothal took place during Raynald's visit to the principality before the end of the siege (as Malcolm Barber proposes). They kept their betrothal a secret until Baldwin gave his permission to their marriage.