He was educated at Eton and Trinity College, Cambridge.
He served as Captain of the Yeomen of the Guard, government chief whip in the House of Lords, between 1896 and 1905. He gained the courtesy title Viscount Chewton in 1854 on the early death of his father. Waldegrave was commissioned into the 3rd Cambridgeshire Rifle Volunteer Corps in 1869.
He was promoted Lieutenant in 1870 and resigned his commission as a Captain in 1872.
He was commissioned an Ensign in the 1st London Rifle Volunteer Corps in 1873 and was promoted Lieutenant and Captain in 1874 and Major in 1886. He retired as a Lieutenant-Colonel.
Lord Waldegrave sat on the Conservative in the House of Lords. He was a Lord-in-Waiting under Lord Salisbury from 1886 to 1892 and again from 1895 to 1896.
After the death of Lord Limerick in August 1896, he was promoted to Captain of the Yeomen of the Guard and Government Chief Whip in the House of Lords.
He continued in these posts until 1905, the last three years under the premiership of Arthur Balfour. He remained as Conservative Chief Whip in the House of Lords until 1911. In 1897 he was sworn of the Privy Council.
Waldegrave was appointed a deputy lieutenant of Somerset in 1911.
The Countess Waldegrave died in November 1933.