There is a lot to unpack here. Lets start with the repair expenses. Certain repairs can be expensed, but only if the property is placed in service, which, in rental real estate, is typically when the property is finished and placed on the market. If these repairs where completed to get the house ready to rent prior to listing, they probably need to be capitalized and depreciated.
Where you report the activity will depend on the type of rental. Are you providing substantial services (such as a bed and breakfast)? Or does it qualify as a short term rental? Then you probably need to report on Schedule C. If not, the activity will likely need to be reported on Schedule E.
The cost basis of the property will be your initial purchase price, plus any improvements you've made prior to turning it into a rental. And then possibly the repairs add to this, depending on my first point above.
If possible, try requesting a W9 from your contractor so you can determine if you need to send them a 1099.