I twice (that I can remember) had a dream where i was inside a house. And it was raining inside. The house in both dreams were dark, worn and was made out of wood.

Does this mean anything?

As a house in a dream is believed by many to either represent the person's actual physical body, or more commonly the many different aspects of their own personality, it could definitely mean something to your dreaming mind. Our role as I see it is to help you to determine what this meaning could possibly be, by offering you some friendly suggestions and perhaps some educated guesses as well.

To dream of wood suggests that you are presently feeling dead inside and without emotion.  

To rain inside on the other hand suggests to me that you are currently suppressing or hiding your own feelings of sadness away from everybody who would like to get to know you better, because you do not want them to feel bad about having to watch you cry out in the open.

To avoid upsetting them, you are crying on the inside instead, where it is much more difficult for them to see this is happening and in turn they are much less likely to feel guilty for not being able to help you, and make you feel generally happier within yourself once again?

This probably sounds like total nonsense to your conscious mind, but to your emotional mind it all sounds perfectly reasonable. But continuing to constantly bottle up your negative emotions is neither wise or healthy in the long run. Eventually something will have to give, and the longer this goes on the more major will be the fallout when it inevitably erupts or explodes into full view.

tick, tick, tick, tick......... BOOM

EOT