In 1619 Holyday was ordained deacon, and in 1621 priest. In 1623 he became vicar of Ashleworth and Brize Norton.
For the 1625 accession day of King James I, Holyday preached at St Paul's Cross a political sermon on unity. It was in marked contrast to a sermon preached at the same period by the royal chaplain Daniel Price that hinted at religious divisions fostered at court. Holyday was appointed Archdeacon of Oxford by King Charles I in 1625.
Holyday died at Iffley on 2 October 1661, "of an Ague, or of the new Epidemical Disease which now raged." He was buried at Christchurch Cathedral, Oxford.
Works
Technogamia, title page
Holyday was summed up by Adolphus William Ward as "a good scholar, a shrewd critic, and a fair wit."
Technogamia (published 1618) was Holyday's only play. It was given at Christ Church in 1617, without being a success. Possibly after Ben Jonson had revised it, the play was given again at Woodstock for James I. Its less than enthusiastic reception by the King was the subject of a derisory poem called "Whoop Holiday", published in 1625 by Peter Heylin. John Nichols suggested that the title was a play on "Whoop Barnaby", a ballad of the time. Holyday wrote commendatory verse for the publisher John Benson for a 1640 edition of Ars Poetica in Jonson's translation. A modern edition of Technogamia was published in 1642.
Philosophiae polito-barbarae specimen, in quo De anima & ejus habitibus intellectualibus quaestiones aliquot: libris duobus (1633) The works, relating to Aristotle, date from the period about 1617 to 1620, when Holyday was a college praelector in rhetoric and philosophy.
A Survey of the World, in Verse (1661), in 1000 couplets.
Decimus Junius Juvenalis, and Aulus Persius Flaccus Translated and Illustrated, as Well with Sculpture as Notes (1673). With a letter of 1618 from his friend Thomas Farnaby. The Juvenal translation dates from 1616.
[...] they confined themselves to the toil of rendering line for line, not indeed with equal felicity, for May and Sandys were poets, and Holiday only a scholar and a critic.
When Holyday in 1616 wrote of his "moderate paraphrase" as translator, against pedantry, he presaged a later attitude of John Denham.
Family
Holyday married, firstly in 1628, Elizabeth Wickham; they had three sons and two daughters. After her death, he married secondly in 1649 the widow Margaret Sheppard, previously married to the Rev. Francis Dewey, a Christ Church graduate; they had a son and a daughter.