The Messenger of Allah (may Allah's peace and blessings be upon him) entered the House along with Usāma ibn Zayd, Bilāl, and ‘Uthmān ibn Talha

When Allah, Blessed and Exalted, enabled His Prophet to conquer Makkah and purify His Sacred House from idols, statues, and images, the Prophet (may Allah's peace and blessings be upon him) entered the Honorable Ka‘bah, with two of his servants, Bilāl and Usāma, and the Ka‘bah’s caretaker ‘Uthmān ibn Talha (may Allah be pleased with all of them) and closed the door of the Ka‘bah upon themselves, so that the people would not gather in large numbers when the Prophet went in it, in order to see how he worships Allah, thus they would distract him from the very purpose for which he came to this place; that is to communicate privately with his Lord and thank Him for His favors. When they stayed for long, they opened the door.
‘Abdullāh ibn ‘Umar was keen to follow the footsteps of the Prophet and adhere to his Sunnah. Therefore, he was the first to enter when the door was opened, and he asked Bilāl if the Prophet (may Allah's peace and blessings be upon him) had prayed inside the Ka‘bah and the latter replied in the affirmative, adding that the Prophet (may Allah's peace and blessings be upon him) offered prayer between the two Yemeni Pillars. The honorable Ka‘bah had six pillars at the time. The Prophet (may Allah's peace and blessings be upon him) stood with three of the pillars behind him, two of them on his right side, and one on his left. The wall was three cubits away from him. He offered two Rak‘ahs and made supplication in all four corners of the Ka‘bah.