Major John Bolling (January 27, 1676 – April 20, 1729) was an American planter, politician and military officer in the colony of Virginia.

He made his home at the Bolling family plantation "Cobbs" just west of Point of Rocks on the north shore of the Appomattox River downstream from present-day Petersburg, Virginia.

They had six children, whose names appear in John Bolling's will:[3] In 1722, he opened a tobacco warehouse in what is now the 'Pocahontas' neighborhood of Petersburg.

William Byrd II of Westover Plantation is said to have remarked that Major Bolling enjoyed "all the profits of an immense trade with his countrymen, and of one still greater with the Indian."

Major Bolling served in the Virginia House of Burgesses from 1710 until his death in 1729.