This article asked a bunch of folks about the books they have re-read numerous times over their lives. Naturally, many a young adult or children’s books.
For me, it’s probably Tolkien’s Middle Earth novels, from The Hobbit through The Return of the King. Though the latter is the one Middle Earth novel I have re-read the least (including The Silmarillion) because the ending is just damn sad and hard to get through. All that struggle, just to come back and find that your home has been warped into a nightmare of the early industrial age (of course, Tolkien was capturing was he felt coming back from the Great War to a pastoral England that had changed while he was away). But I can still read The Hobbit over and over and hear those opening descriptions of what a hobbit hole is (and is not).