1. 16th-17th century. 18th century alterations and additions. 2 storey. Later East wing. Rubble. Massive chimney. Slate floor. Massive beams.
RCAHMW, 1993

2. Holloway Farm is situated on the northern edge of Penally, on the east side of the main village street, and on the corner of The Paddock. It is probably a late 17th century farmhouse, a hall-house of lateral chimney type. In 1827 it was the farmhouse of Arthur Williams, tenant of Charles Matthias. It is a two-storey house in rendered masonry, painted cream. It has a slate roof with tile ridge, lateral and end wall stacks. The house faces west to the village street, its west elevation being a range of four windows. There are 20th century extension to the north and east. A large chimney, with capping and dripstones, stands against the centre of the left gable and evidently served the original kitchen. It has two oven extensions and there is an adjacent buttress. The tops of the oven extensions are rendered. There is also a small end-chimney to the right of the main range. At the front of the house is a group of features incorporating a large square lateral chimney with an oven extension at its right and the main entrance to the house on its left. The shoulder of the chimney and the other features share a common low slate roof. The porch is open fronted with a stone bench at one side. The windows are 19th century sashes in recessed frames. The front of the site is a paved forecourt, replacing the earlier front garden, with a rendered stone wall and gate piers. Internally, the roof of the main range is of eight bays separated by collar-beam trusses, which have been fully exposed in the upstairs dining room. The right-hand bay of the range is larger, and from it there is a rear wing of three bays. In the bar on the ground floor the two large chimneys are exposed as features. It has recently become a public house and restaurant, The Paddock Inn.
(Source: CADW listed buildings database, 26 April 1996)
Ian Archer, RCAHMW, 29th March 2005