Sorry, can't chat. You'll be "adding" a brand new asset, just as you would add a new refrigerator. Except this asset (your vinyl siding) is almost like a new separate building "added" to your "original" rental property.
At the "Your asset summary" page for your rental ; little grey button generally to the lower left of screen "add an asset" click it ,
After you click add an asset screen (See the attached screenshot in the original answer. Click to enlarge.)
"Describe This asset"
Select "Rental Real Estate Property"
Continue
Next screen:
'Tell us a little more About your rental asset"
select "Residential Rental Real Estate"
For a 27.5 year depreciated asset for the new roof.
