In August 1924, Cholokashvili left his mountainous refuge once again to join a larger anti-Soviet uprising in Georgia. He took command of the single largest rebel unit operating in eastern Georgia. Cholokashvili raided the town of Manglisi on 29 August, but, unable to get closer to Tiflis, he withdrew and attacked the Bolsheviks at Dusheti. Hunted down by the Soviet forces, Cholokashvili escaped on several occasions before conceding defeat. In September 1924, he fled across the porous border with Turkey. The Cholokashvili family—his wife and two little daughters—were rounded up and put in jail; his father-in-law was executed. Kakutsa's younger brother, Simon, had been killed earlier, during the revolt in Kakheti.