It's only a movie, lady.
Schrodinger's cat walks into a bar and doesn't.

But HOW IN THE HELL did he pay for the damage done to the ceiling and the floor
Well, firstly, I didn't really see that they did do a lot of cleaning up, except to scoop the empty beer cans and party cups into the trash. You could see in the later scenes that there was still trash all over the kitchen counter and trash all over the front lawn.
But, more importantly, Jake's family was rich. Sure, the parents will be mad as heck that there are holes in the ceiling and lots of furniture destroyed. But, it's nothing that money can't fix. Hire a few maids and contractors and the house is back to normal. Then, it was probably time to redecorate the living room anyway.
Jake may be grounded for a month, but, hey, no big deal.
What Would Jesus Do For A Klondike Bar (WWJDFAKB)?

Wellthats the magic of Hollywood for you haha

Not to mention sharpening the scissors that were used to cut Caroline's hair..