Why not stay at the hotel and avoid the hassle all together? Is it penny pinching? Irrational ideological prejudice of helping a 'startup'?

There's a number of reasons why we choose to stay at Airbnbs instead of hotels. We save money. We break out of the cookie-cutter hotel bubble. We direct our dollars toward individuals and small businesses rather than faceless corporations. We gain access to amenities such as bicycles, beach chairs, etc.

Maybe when AirBnB was a site to share you spare room/couch this would apply. With the rise of people buying entire buildings to rent on the site, professional hosting companies that sub contract another company that eventually pays some college kid under the table to deliver the keys and yell at the cleaning crew, it's about as faceless as it gets. Just with a lot more faceless faces now...

For me, when I was doing it? A difference of >$150 a night matters a lot to a graduate student.