Holland was a sugar estate owned by Henry Cuniffe. In 1762, he laid out lots and streets for a town in the eastern part of the Estate, near the Martha Brae river. Although he named the town Lyttelton, after the then-Governor of Jamaica, William Lyttelton, this name was gradually lost and the town reverted to the older name of the nearby river, Martha Brae.
He also owned Black Garden, Garredu, Merrywood and Nottingham.
Henry Cuniffe later became the second Custos of the parish of Trelawny.

The Jamaica Almanac of 1840 lists the acreage as 756 and the owner as Davis Lyon who also owned Barnstaple.

The present Holland House was built on the original site by HA Milliner in 1949, as recorded by a plaque in the wall. He seems to have closely followed traditional Great House construction, with the thick ground floor walls being made of stone and the upper storey being of concrete nog, and centred on the stone wall so that you see the typical four-inch ledge around the building. The upper storey wall is also rendered right up to the shingles and windows extend nearly up to the roof line (because the "belt-beam" is an 8inch x 8inch wooden beam. Nice work, Mr Milliner!	The House is presently owned by Mr Paul Muschett who carried out substantial refurbishing in 1986, including the removal of the room at the north end of the verandah. The Muschett family also own Pembroke, part of Potosi, part of Schawfield and Wales.
A clue to the recent construction of the house is that the stonework is randomly shaped cut stone instead of the traditional, rectangular face stones. The pointing was done in the then-fashionable, raised style which probably also made it easier to disguise the fact that the arches are made of reinforced concrete. Paul Muschett has since repointed the stone with the more-aesthetic (in his- and my- opinion), flush style.