Hello Steve
I recently came across a James Cooling in the Census of Ireland 1901. He is registered as a nephew of a James Barry in the townland of Wilkinstown, Co. Meath. His given age is 25. James Barry comes from Johnstown Kilpeddar in Co. Wicklow where there is another Barry family farm. There could be a connection as there is a good representation of Cooling's in the local graveyard of Kilquade (Co. wicklow). This information can be found in the following publication -- Memorials of the Dead. Vol. 1. North East Wicklow, Kilquade, by Brian J. Cantwell, 1974.which can be accessed in the National Library of Ireland.
Hope this is helpful