Dreams of a homeless person represent disconnection to your center, your true self, and to your purpose on this earth. You feel ungrounded, cast out, victimized, and helpless. You may be in a transition period and are feeling homesick for heaven. See Gypsy.... Strangest Dream Explanations
If the dreamer is the homeless one, then he or she is facing an unpleasant situation, which seems to have no solution. But if, in the dream, the weather is good, the dreamer has more strength than he or she thinks.
If the weather is bad, however, there is little or no hope, and it might be best if the dreamer just cuts the losses and moves on.
If the dreamer sees a band of homeless people, then this is a dream of contrary.
The dreamer may not be aware of it, but there are people around who care for him and are willing to help him out of his difficulties.... Dream Explanations of Astro Center
To dream that you are homeless, indicates that you are feeling insecure. You are unsure of yourself and where you are headed. Also see “Kicked Out.” For “Homeless Person”, see “Hobo.”... My Dream Interpretation
Vision: If you are looking for a shelter: you can count on peo- pie to support you in an unpleasant situation. Losing your shelter: you are feeling unprotected and helpless, but courage will save the dav.
Depth Psychology: The dream is a symbol of your fear; you are looking for support, safety, and emotional warmth. Dreaming about remaining homeless: your hopes will not come true.... Dreamers Dictionary