Churchill’s relationship with his parents was difficult. They were remote and inaccessible, often preoccupied – his beautiful heiress mother, with her social life and her numerous affairs with young men, and his father, with his politics. Churchill doted on his mother and idolised his father and as a child was constantly seeking their attention and praise (not often forthcoming). He was determined to do things differently with his own children. Winston and Clementine had five children; Diana (1909), Randolph (1911), Sarah (1914), Marigold (1918) and Mary (1922). He vowed that, unlike his father, he would spend time with them and was an affectionate and devoted parent, building a tree house at Chartwell for the older three and, utilising his bricklaying skills, a little summer house for the youngest, Mary. With Churchill spoiling his children with affection, Clementine ended up doing most of the disciplining, but she was busy supporting her husband’s political life and work – she always put Winston first – and the children were really brought up by a succession of governesses and nannies. Like their father before them, the three older children, in particular, may have suffered as all three had difficult adult lives.
‘Time passes swiftly, but is it not joyous to see how great and growing is the treasure we have gathered together, amid the storms and stresses of so many eventful and to millions tragic and terrible years?’
Letter from Churchill to Clementine, 23 January 1935, quoted in Official Biography by Gilbert