Are their listings detailed with good-quality photos?

I’ve had to rent in the offseason before and have gotten quality applicants but it does take longer. 

A tenant doesn't qualify for a S8 voucher by making good financial and life decisions, so what quality of people do you think the system is dealing with?

We've had clients over the years who love Bronzeville & Hyde Park and have purchased large buildings with condo quality finishes or updated the buildings & are cash flowing while living in the building.

In my experience, Section 8 tenants are low-quality.

Even in the off-season - you can optimize visibility by setting competitive pricing, using high-quality photos, and enabling Instant Book with flexible policies.For older listings, try adjusting prices with dynamic tools, highlighting upgrades, and regularly updating your title, photos, or descriptions to stay fresh in search results.These tweaks can make a big difference!

Because of the quality of tenant in these areas, higher rent ratios will produce lower cash flow than higher class areas.- nationally, the highest rent to value ratios are in areas with poor rent growth and poor appreciation.  

Be sure to take high-quality photos, and if possible, request utility records that confirm separate billing for four units.

Review the quality of the tenant base (do they have a history of paying on time, what were the original screening criteria, do they have applications on file).

Single night stays in a crowed city are a guarantee for a party.Not a fan of single nights because they invariably prevent quality (ie longer) bookings because they punch holes in your calendar.