Looks like some Airbnbs in Port-au-Prince, Haiti, but not in smaller towns.
Around 400 km from Santo Domingo to the Haitian border.
Something like 50 km from the border to Port-au-Prince. Maybe just ride it all in one day, instead of pausing a night partway, as I had thought of doing.
The iffy weather forecast predicts light rain next week. I think I'll probably head east around then!