Oscar de la Renta married Annette Engelhard (born 1939), daughter of Fritz Mannheimer and his wife Jane née Reiss, and adoptive daughter of her mother's second husband, Charles W. Engelhard, Jr. De la Renta had stepchildren from both marriages. His son-in-law Alex Bolen currently operates as Chief Executive Officer, and stepdaughter Eliza Bolen serves as Vice President of Licensing at Oscar de la Renta, LLC. De la Renta was regarded as an unofficial ambassador of the Dominican Republic, his home country, and held a diplomatic passport. He had homes there in Casa de Campo and Punta Cana, in addition to his residence in Kent,
Oscar de la Renta join Antonio del Castillo as a couture assistant at Lanvin in Paris. In 1963, de la Renta turned to Diana Vreeland, the editor-in-chief of "Vogue" for advice, saying that what he really wanted was to "get into ready to wear, because that's where the money is". Vreeland replied, "Then go to Arden because you will make your reputation faster. She is not a designer, so she will promote you. At the other place, you will always be eclipsed by the name of Dior." De la Renta proceeded to work for Arden for two years in New York City before he