Well, none of them probably will ever be collector's items (although you never know!), but I have, now, four Eurekas. The oldest is their original dual-chamber Whirlwind bagless design. Then a full size single chamber bagless Whirlwind with pleated filter (quieter motor than the original model but I hate that pleated filter in the dust bin). A little lightweight Boss Superlite bagless, that I lent to my mother when she couldn't manage a full size vacuum. Finally, I just acquired a modern commercial bagged "True Hepa" upright, and it seems to be the best of the lot. Cleans quite well, and very quiet, as well.
The oldest residential upright in my collection is a Hoover "Convertible" from the 80's. Although the only convertible thing about it is the name on the outer dust bag. It's an upright-only with no attachments kind of deal. Then there's the Electrolux Model 30 cannister, circa about 1948, came with the house, and which still works just fine, too. I would use it more if I could find a paper bag solution for it. I tossed the GE swivel top cannister I had for years... wish I had it now. It never cleaned very well, even after I cleaned the fine dust out of the fan assembly (interesting flat squirrel cage type of impeller design).
