Apparatus for transferring water to a bottled water dispenser preferably comprises a wand assembly, a cover assembly and a water bottle transport assembly. The wand assembly engages a neck of a non-inverted water bottle and includes a bent, rigid first conduit and a second conduit which preferably surrounds the first conduit. A flow of water from the water bottle passes along the first conduit in response to the introduction of pressurized air via the second conduit from a pressurized air source in the cover assembly. The water bottle transport assembly preferably supports the water bottle at a suitable, non-inverted angle, and includes a rigid frame supporting at least one wheel and a rotatable cradle. The cradle comprises first and second support arms configured to contactingly support the bottle, and rotates with respect to the frame during movement of the transport assembly to place the bottle at the desired non-inverted angle.