Its a hard no. Housesitting in the states is considered a service, paid or unpaid. You have to have a hotel booked to show the customs officer if asked. You would have to be not honest if asked the question of where you are staying. If the neighbours are not so nice and you tell them you are canadian and housesitting. There is a payment for telling on you that you are in the country “working” on a tourist visa. Now canadians cross the border all the time now. There are reports of odd questions or denied entry through land or air. The administration is currently not the US you have grown up beside at the moment. The risk is too high if you want to housesit in other countries. But people are still crossing with no problem but you still do not here all of the stories out there.
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