Everyplace is different and I can only speak for the harbors here in this town. Every year I see a fair bit of rental requests. Some are on the daily swap and talk
radio show, some are posted on harbor bulletin boards, and some come into the office and ask me at the boatyard.
I have never heard of anyone offering their boat for rent. It's just not a thing here. People just don't do it. I can guess for many reasons why, but it is simply not a thing. But I am not quite truthful there. There are two
boats in the harbor that are being rented.
One is a 36' sailboat with no
mast. Previously it was used by the owners as a floating dog house for their 5
dogs. Now the
dogs live on their boat, also about 36' and they rent the other (mastless one) out. I don't know how much, but I heard they charge the tenants twice what the harbor is
charging them.
The other is a very recent addition to the harbor. It is a 26'
steel sailboat. The owner built a
cabin from bow to stern out of
plywood. No windows. 9.9
motor on the back. Open the back door and steer I guess. Maybe they have CCTV for seeing where they are going. No
mast, flat roof, no nothing. I don't know what the owner is
charging for that one.
As for that nice Bayliner 4788 or that nice Hans Christian 43', good luck. I have a feeling a person might be better off
buying a 30' sailboat for 10k. Or smaller. 26' is a good size for one person, but that sure is small.