Buyers will get a “lucky dip” surprise, with each drop revealing a different miniature creation.
Fenton, who is part of Village Pavilion, an arts and culture organisation in Ilkley, said: “There will be a panel on the front of the vending machines with some examples of what’s in there.
“I think the element of mystery and intrigue as to what could pop out makes it a bit more exciting.”
People wanting to contribute are encouraged to submit flat, paper-based artworks measuring no more than 10cm x 7cm (4in x 2.8in), which will be packaged in the machine.
The 44-year-old added: “Once the machine is empty the intention is to keep topping it up, so it’s like a rolling donation of art.”
Money raised will go to to Leeds-based homelessness charity Simon on the Streets, Fenton said.
The vending machine is due to make its debut next month outside Community Cutlery in Ilkley before being moved around to different locations.