Raynold was baptised on 14 July 1594 at Kildwick, Yorkshire, the son of William and Agnes Overend.
In 1629 he had an illegitimate daughter, Alice, whose mother was Mary Sowden.
He married Agnes Ratcliffe on 25 August 1633 at Kildwick.
Raynold died in 1634 and was buried at Kildwick on 19 May 1634. He left a will dated 21 April 1634 and proved at York 8 November 1634 "Overend, Reignald, Farnehill, woollen webster (bur. Kildwicke)" vol 42 folio 336.