When given a choice, making them equal length and routed together is the most desirable, as this allows the wires' electromagnetic fields to cancel out.
As for the real world, it depends.
If the pair is carrying a signal, then you'd not only want them to be the same length, but also, alongside each other to minimize loop area. Coaxial cables do this by adopting a concentric design; other cables like Ethernet and HDMI use twisted differential pairs.
For power, the main concern is that the overall IR drop is low enough that the powered device can work reliably.
When there's module-to-module signals involved an additional concern is the fluctuations in power current creating ground noise between devices. In that case, making the return path low impedance reduces this noise, even if it's at the expense of increasing supply noise.
An example of an unequal power path is a car body:
- sheetmetal is a low-impedance ground return
- wiring is supply
The car body and engine block connect the battery and high-power devices and so have very low IR drop; more IR drop is tolerated on the power feed. If needed, the power line feeds can be filtered with local power conditioning / regulation.