As shown below, if you have to draw a disaccharide like cellobiose, which contains a BETA - 1,4 linkage, you don't have to flip over anything.
On the other hand, if you are asked to draw a chain of cellobiose in a molecule of cellulose you must flip it over: in this context, for the reason I told you, cellobiose has this particular aspect.
That's it. Cellbiose changes its 'aspect' only when it represents a monomer in a linear polymer, like cellulose. Linear means, in this context, beta-sheet structure.
For what concerns amylose, I repeat: it is just a polymer of maltose with alpha - 1,4 linkages, which are not altered (flipped over).