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Oakeshott married Nigel Rosser and has three children.<ref>{{Cite news |date=18 June 2018 |title=The Londoner: Thatcher portrait left without home |work=London Evening Standard |url=https://www.standard.co.uk/news/londoners-diary/the-londoner-thatcher-portrait-left-without-home-a3865476.html}}</ref><ref>{{Cite web |title=Isabel Oakeshott |url=http://www.isabeloakeshott.com/ |url-status=live |archive-url=https://web.archive.org/web/20150923213720/http://www.isabeloakeshott.com/ |archive-date=23 September 2015 |access-date=23 September 2015 |website=Isabel Oakeshott}}</ref> In 2018, she began a relationship with businessman and [[Reform UK]] party leader [[Richard Tice]].<ref>{{Cite news |last1=Gilligan |first1=Andrew |author-link=Andrew Gilligan |last2=Shipman |first2=Tim |author-link2=Tim Shipman |date=14 July 2019 |title=Trump leak scandal engulfs Brexit Party |work=[[The Sunday Times]] |url=https://www.thetimes.co.uk/article/trump-leak-scandal-engulfs-brexit-party-2w7dn3hrm |access-date=3 March 2023}}</ref><ref>{{cite news|url=https://news.sky.com/story/who-is-isabel-oakeshott-the-journalist-behind-the-matt-hancock-leak-whose-work-landed-an-mp-in-prison-and-made-an-ambassador-resign-12823424|title=Who is Isabel Oakeshott, the journalist who broke an NDA to leak Matt Hancock's WhatsApps?|date=3 March 2023|work=Sky News}}</ref>
During the [[COVID-19 pandemic]], when Oakeshott and Tice were caught{{by whom|date=May 2024}} at a social gathering (allegedly against the regulations at the time), they made reference to testing their eyesight – an apparent signal to an earlier [[Dominic Cummings scandal]].<ref>{{Cite news |last=Murphy |first=Simon |last2=Walker |first2=Peter |date=5 June 2020 |title=Tory MP attended lockdown barbecue with journalists |url= https://www.theguardian.com/world/2020/jun/05/tory-mp-bob-seely-attended-lockdown-barbecue-with-journalists |access-date=24 February 2024 |work=[[The Guardian]] |location= London}}</ref> In March 2015,
Oakeshott is related to [[life peer]] [[Matthew Oakeshott, Baron Oakeshott of Seagrove Bay|Matthew Oakeshott]].<ref>{{Cite news |date=16 May 2011 |title=Chris Huhne: A family affair |work=[[BBC News]] |url=https://www.bbc.co.uk/news/uk-politics-13416203 |access-date=3 March 2023}}</ref>
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