I've been recently researching STRs in the Dells/Lake Delton area and I may be able to add some value to this thread as I've spoken to the Village Zoning office multiple times recently. Within the Village of Lake Delton as a non resident the only way to functionally have a self managed AirBNB is to acquire what they define as a class B license. This license allows a person or corporation to rent a STR for a period of 7-29 days. You, your corporation, or an appointed "resident agent" needs to reside or have an office within 30 minutes of the Village. The usage of such a property is also subject to conditional use approval by the Village, however I was assured by Zoning that it's reasonable to assume one could obtain this approval, unless one has a history of criminality, tax delinquencies w/the village, etc. Here's the link to the regs if anyone wants more information:
https://lakedelton.org/wp-cont...
The trick as I see it is that I have no interest in purchasing a home w/o the ability to use it as an STR but I'm not sure they'll grant you the approvals without owning the home. A little bit of chicken/egg I think