Overall, what is this story about? All I got out of it was that Georgie was a boy who had random dreams throughout his life. What else is there?
This is an odd story, isn't it? It was published in 1895, about the time that Sigmund Freud was thinking and writing about the importance of dreams in people's lives. Freud thought that our dreams were a clue to what was going on in our minds below the level of our own consciousness, and his theories about this are used to this day. Was Kipling aware of Freud and his theories? I do not know, but it might be interesting to do some research on that question because the dreams, I think, are the key to the story.
Georgie's dreams are rich and imaginative, and perhaps that is the key to his success in life. Certainly, his dreams seem to lead him to love and what will be happiness with the "woman of his dreams." I would have to make a guess that Rudyard Kipling was making the point that our dreams are important to us, whether or not he knew about Freud's theories.
I don't know whether you are familiar with The Chronicles of Narnia, by C.S. Lewis, in particular, The Lion, the Witch, and the Wardrobe, but there is a very important lamppost in that book, which makes me wonder whether C.S. Lewis was familiar with Kipling's story.
I hope this is helpful to you. Good luck!