Holles’ father devoted his life to consolidating and expanding the family estates in north Nottinghamshire and Lincolnshire, centred around Haughton, and to developing his property in the manor of St Clement Danes, Westminster. His estate, the subject of a bitter testamentary dispute between his two sons, John and Denzil, was valued at £6,800 at his death.
Haughton’s cousin Gervase Holles‡ thought him very like his grandfather, in being ‘very pleasant company, both witty and affable’, but suspected that he was too concerned with enlarging his own estate to be trustworthy.
Clare became heavily involved the development of his property around Drury Lane in particular, where he had his principal London residence, Clare House.
Clare supported the Restoration and may even, if the later testimony of the self-aggrandizing royalist soldier Sir Philip Monckton‡ is to be believed, have engaged in meetings in Sherwood Forest with Monckton, Edward Rossiter‡ and Henry Cavendish, Lord Ogle, the future 2nd duke of Newcastle, to discuss means of suppressing the insurgency led by John Lambert‡.
Clare was present on the opening day of the Cavalier Parliament on 8 May 1661 and attended on 34 days (53 per cent) before the adjournment at the end of July. He was named to a single committee, on the bill for reversing the attainder of Thomas Wentworth†, earl of Strafford, his former brother-in-law, whom he had tried to save back in 1640–1. He also supported another royalist kinsman when he voted on 11 July in favour of the claim of his distant relation on his wife’s side Aubrey de Vere, 20th earl of Oxford, to the great chamberlaincy. He was not present when the session resumed in November 1661, and first attended on 1 Feb. 1662, sitting on 45 days (34 per cent) of this part of the session, and being named to six committees. On 14 Feb. he complained of a breach of parliamentary privilege as a warrant for his arrest had been issued on the information of William Egerton, the scavenger of Westminster. The matter was referred to the committee for privileges. On the 17th Egerton appeared at the Bar, claiming that he was illiterate and did not know that Clare’s name had been included in the warrant. Later the same day the committee took evidence from one Fountaine, clerk to Humphrey Weld‡, and from Egerton. The former they found ‘fit only to reprove him and direct that he acknowledge his fault against’ Clare, while they found Egerton more culpable and it was decided that he should be committed during the pleasure of the House. When the committee reported these findings on the 19th, Clare requested clemency towards Egerton, and he was admonished and released the following day.
Clare remained active in Nottinghamshire affairs, but in November 1662 the local commissioners entrusted with enforcing the Corporation Act, including the lord lieutenant, the marquess of Newcastle, tried to remove the earl from his place for his compliance with the preceding ‘usurping’ government. Clare, who does not appear to have generally been on close terms with his brother, on this occasion turned to Denzil for advice, and managed to procure from both Charles II and Clarendon letters assuring the commissioners that Clare’s ‘good affection and zeal to our service we have no cause at all to doubt’.
Clare was not present from the beginning of the 1663 session and was absent from a call of the House on 23 February. He first attended on 29 Apr., was present on 36 days (44 per cent) and was named to three committees. He held the proxy of his brother from 3 July 1663. Holles was known as a leader of the presbyterian party opposed to the restrictive religious legislation associated with Clarendon, and in thus registering his proxy he was probably assuming that his brother held similar views. Wharton marked both brothers as probable supporters of the attempt of George Digby, 2nd earl of Bristol, to impeach Clarendon in mid-July and he explicitly noted that Clare held Holles’ proxy.
Clare attended on only three days of the March–May 1664 session, and was absent from a call of the House on 4 April. He also missed the beginning of the 1664–5 session, being absent from a call of the House on 7 Dec. 1664. Notwithstanding his absence, he was able to prosecute a complaint of breach of privilege on 1 Dec. 1664 against a verdict of ejectment that had been decreed against tenants in his property in the manor of St Clement Danes, with the House ruling on the 5th that if Clare owned the properties to be his, the verdict and the proceedings on it would be laid aside. He first attended on 17 Feb. 1665, sitting on six days (12 per cent) of the session and being named to two committees. He last sat on 24 Feb. 1665.
Clare died on 2 Jan. 1666. At the time of his last recorded rentals, from 1664–5, he had an income of £6,626 (his son later estimated the income at £7,000 p.a.).
