[3] In 1799 Holland accompanied Robert Craufurd who had been sent as military attaché on a mission in continental Europe, part of William Pitt's Grand Design for the War of the Second Coalition.
Connections through his father's architectural work yielded him, in 1803, a visit as guest to Samuel Whitbread at Southill Park, and another to Lord Robert Spencer at Woolbeding House.
On his return, he paid a call on Edmund Boyle, 8th Earl of Cork at Marston Bigot Park, where his father had recently been staying.
[9] He was on Robert Crauford's staff for the unsuccessful British invasion of the Spanish Empire's territory by the River Plate in 1807.
[11] Holland commented on the composition – largely people of colour – of the force that had defeated them.
[13] It has partly been published in Spanish translation, as Expedición al Río de la Plata.
[16] Following the South American campaign, Holland joined the 89th Foot with rank of major.
[3][4] In peace time Holland was a timber merchant, and gave evidence on the trade to a parliamentary committee in 1821;[19] the leading building timber firm Copland, Rowles & Holland had his father named third, and a cousin Henry Rowles named second.
[23] As a collector, Holland owned an edition of Virgil by William Caxton described as "extremely rare".
[38] Charles, the fourth son, was another cleric, who graduated from University College, Oxford in 1839, and became rector of Petworth in 1859.