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Sneak up to the third floor and you will find a messy room. If you're stopped by the Orc, you can offer Ungorth which can be found around the manor.
In the messy room, activate the hook shaped strange object on the wall next to the bed which will open a secret room at the back corridor on the ground floor.
Enter the secret room and steal the Redguard family heirloom on the shelf.
The following Journal ID and Index codes can be used with the Journalconsole command to manually update the quest to a certain point.
Looting the Lost Heirloom (Sky_qRe_KWTG7_Journal)
Index
Finishes Quest
Journal Entry
10
I was given a job to recover a lost heirloom from a hidden vault beneath the Boar Snout Manor. There might be a button or switch in one of the rooms on the upper floor that could reveal the room.
20
I retrieved the lost heirloom from the vault beneath the Boar Snout Manor.
30
Finishes quest
Boss Kanah gave me a larger payment for looting the lost heirloom without being detected.
40
Finishes quest
Boss Kanah rewarded me for retrieving the lost heirloom, but she wasn't pleased that I had been detected.
Looting the Lost Heirloom (Sky_qRe_KWTG7a_Journal)
10
I flipped a switch on the upper floor of the Boar Snout Manor. I felt a vibration under my feet in the direction of the main hall.
Looting the Lost Heirloom (Sky_qRe_KWTG7b_Journal)
10
I was detected by a Boar Snout Clan reveler, but I convinced her to let me pass.
20
I was detected by a Boar Snout Clan reveler who proceeded to attack me.