But if you were planning to house hack for a long time there then I’d think it would be a better option then renting.Things id be aware of house hacking anywhere near Boston:-Make sure you pick a town with a decent renting pool-Appreciation will be your best friend, not cash flow-Be prepared to spend on renovations always happy to share my experiences or resources if you want to connect! 

I'm not familiar with Indiana law specifically but in Colorado where I am the security deposit is the security deposit and is not paid per person unless you're renting by the room, but if both tenants signed a joint lease a full security deposit should be yours until the end of the lease and it's up to them to handle amongst themselves

That's the longer term plan once the last kid goes to school.

Otherwise, we have lenders that specifically allow for "tiny homes" under 600sf.

I'd love to connect with locals who are currently involved or planning to get into the short-term rental market.

Have the tenant sign off on a move-in checklist to avoid disputes later.If your not using a property management company, you will also want to establish a plan for handling maintenance requests and emergencies.

Specifically, I want to know if short-term rentals are allowed and if there are any upcoming changes to these rules.

If you have specific questions about property management, I'll be happy to help!

We do plan to live on this property after we get out of the military.

I would advise on a SFH being a STR if you plan on buying something down here.