I’ve seen some pretty bad stone basements in my days that need to be completely redone in sections with modern block replacement.

I replaced a roof, remodeled a bathroom, replaced a HVAC system and several other costly projects.

If there is an AC or roof replacement then there will just be less to split.

It is effective on March 4, 2021, and will replace the Homestay regulations. ...General InformationShort Term Rental regulations apply to dwelling units that are used for overnight lodging accommodations that are provided to renters for no longer than 30 days for compensation.

To replace all the pipes will be between $6k and $9kAny feedback and recommendations on what I can best do would be appreciated. 

While another needs walls and ceilings entirely replaced.

Also keep in mind that the size and leverage component of your equity position on your balance sheet should drive your perception of risk relative to the size of the note you're being asked to kiss. 

It will need shower and floor tile replacement, new plumbing fixtures, and the new shower enclosure and going to cost us around $9000 all in.  

But if you're asking how is the value attributable to any land component of a given property acquisition determined, any reasonable method will suffice (e.g., allocating the land value based upon local property tax valuation ratios might be acceptable).

It might be a little pricey but much cheaper than replacing multiple windows.