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To do the dear Santa quest you need start it in the academy bedroom, then go to the tree house, it will lead you to the ladder of the mayor's mansion, that will take you to nerds hideout in the library click on the kingdom of cumalot, finally back to the academy bedroom to claim the reward. 

So I did a little exploring myself, it goes academy bedroom, tree house, the ladder to the mayor's mansion, the library nerds hideout map of cumalot. Then back to the bedroom and you'll be given your reward

How can I leave the house

Anyone know where I can find the server outside this world to find the basement and optain 3 letters for the dear Santa quest line?

I have gotten stuck after interacting with tier 2 home improvement items, the bed and the workshop in the basement. Had to reset from a previous save in order to fix.