How to Tell a Great Bloomington Short Term Rental Manager From a Good One

How to Tell a Great Bloomington Short Term Rental Manager From a Good One

A guide for Bloomington short-term rental owners deciding between self-management and a local manager

 

I grew up in Bloomington. I learned to ride a bike on the streets near campus, and I remember the sound of Memorial Stadium on a Saturday in October. (Back then, it was mostly the marching band you heard, but football has finally caught up.) Hearth and Haven Hosting is an Indiana company. We spent the past year focused on the Emerald Coast of Florida, and now we are focusing on our home state again. Bloomington is where that starts.

 

Most owners we talk to in Bloomington are choosing between two paths. They can keep running the home themselves, or they can hire a local manager. The big national brands are a small part of this town. The B Square Bulletin counted about 800 short-term rentals in the city of Bloomington in September 2024, and about 80% of them were whole homes. When we checked the two largest national managers on September 24, 2026, Vacasa’s Bloomington page showed 10 rentals and Evolve’s page showed 10, with matching listing names. That works out to roughly 1 in 80 Bloomington listings under a national brand.

 

So the real question for a Bloomington owner is how to tell a good local manager from a great one. We have run our own home and we manage homes for other owners. We know what good looks like, and we know what great costs to deliver. Here is what we have found, and how we run ours.

 

A great manager tells you the reply time before you ask

 

A good manager answers guests. A great manager tells you, in writing, how fast, and then does it. We have found that the guest who messages at 9 p.m. on a Friday before a home game wants an answer before they fall asleep. The owner who asks about a slow week wants an answer the same day.

 

How we run ours: we set the reply window in the management agreement and in the guest welcome message. Guests know when to expect us. Owners know when to expect us. We keep a shared inbox so a message never sits with one person who is out for the evening, and we read every guest message ourselves rather than leaving it to an automated reply.

 

Ask any manager you interview for their reply window in hours. Then message one of their listings as a guest and time the answer. What they do for a stranger is what they will do for your guests.

 

A great manager prices the IU calendar before the season starts

Bloomington runs on the Indiana University calendar. A good manager raises the nightly rate when a football weekend gets close. A great manager sets the nightly rate and the minimum-night rule for every home game the week the schedule posts.

 

The 2026 Indiana home football schedule at Memorial Stadium:

 

  • North Texas, Saturday, September 5
  • Howard, Saturday, September 12
  • Western Kentucky, Saturday, September 19
  • Northwestern, Friday, September 25, 8:00 p.m. kickoff
  • Ohio State, Saturday, October 17
  • Minnesota, Saturday, October 31 (Homecoming)
  • USC, Saturday, November 14
  • Purdue, Saturday, November 28

Three more dates sit around those games:

 

  • Family Weekend, September 18 to 20, 2026
  • Lotus World Music and Arts Festival, October 1 to 4, 2026, downtown
  • Homecoming parade, Friday, October 30, 5:30 p.m.

The booking data shows why the calendar matters. As of September 23, 2026, occupancy on the books for Bloomington short-term rentals sat at 71% to 91% for the Northwestern weekend (September 25 to 26), the Ohio State game (October 17), and the USC game (November 14). The Saturdays around those games sat at 13% to 53% occupancy on the books. Ohio State weekend alone sat at 90%. From AirDNA, pulled September 23, 2026. These are bookings on the books as of that date, not a forecast.

 

A great manager reads those two figures together. The big three Saturdays fill early, so the nightly rate and a two-night minimum go on in advance. The Saturdays around them do not fill on their own, so the manager works them with shorter stays and a rate check every week.

 

A great manager has a plan for a quiet February week

Every Bloomington home has quiet weeks in winter. A good manager waits for spring. A great manager builds February in advance.

What we have found: the winter calendar in Bloomington has anchors if you look for them. The men’s basketball schedule at Simon Skjodt Assembly Hall has Big Ten home games on February 9 (Northwestern), February 16 (Purdue), February 23 (Michigan State), and February 28 (Ohio State) in 2027. A great manager prices those game nights on their own and opens one- and two-night stays on the weeknights between them.

 

How we run ours: we drop the minimum stay in winter, we check the nightly rate against nearby homes every week, and we make sure the listing photos show a warm house, a fire, and a full kitchen. A guest who books in February wants a place to rest. The listing has to say so.

 

A great manager knows what to do when a guest asks for one more night after a game

Picture Saturday, October 17, 2026. Indiana just played Ohio State. Your guests are on the porch at 10 p.m. and they message: Can we stay Sunday night too?

 

A good manager says yes if the calendar is open. A great manager already checked the calendar that morning, already told the cleaner the Sunday turnover might move to Monday, and already has the extension rate set in the pricing tool. The answer goes back in minutes. The guest stays. The home earns one more night on a weekend that was already full.

 

The line we never cross: we never bump a confirmed guest to make room for a higher-paying one. A confirmed booking is a promise. We have found that one broken promise costs more in reviews and trust than any single night can earn.

 

A great manager shows you last year’s calendar and labels every number on your statement

A good manager sends you the month’s revenue per listing. A great manager puts last August next to this August and tells you what changed and why.

 

Here is what that looks like for Bloomington. Revenue per listing for the completed month of August 2026, homes only, compared with August 2025: 3-bedroom homes came in over by 15.9%, from $3,486 to $4,041. 4-bedroom homes came in over by 11.2%, from $5,302 to $5,898. 5-bedroom homes came in under by 19.2%, from $8,232 to $6,650. 1-bedroom homes came in under by 4.6%, from $2,155 to $2,056. 2-bedroom homes came in under by 3.7%, from $3,243 to $3,122. Homes with 6 or more bedrooms came in over by 1.7%, from $9,894 to $10,059. From AirDNA, pulled September 23, 2026.

 

A good manager tells a 5-bedroom owner that August was down. A great manager tells that owner that 5-bedroom revenue per listing in Bloomington came in under August 2025 by 19.2% while 3- and 4-bedroom homes came in over, then shows the owner’s own calendar for both Augusts side by side, night by night, so the owner can see which weeks changed and which stayed the same.

 

A good statement shows gross revenue, fees, and net. A great statement also names where every market number came from and the day it was pulled.

 

How we run ours: every figure that is not from your own booking record carries a source and a pull date. “From AirDNA, pulled September 23, 2026.” A completed month is labeled revenue per listing for the completed month. Anything ahead of today is labeled bookings on the books as of that date, not a forecast. Every comparison names the bedroom count and the place, because the Bloomington data shows 3-bedroom homes and 5-bedroom homes going in opposite directions in the same month.

 

We do this because we have read too many owner statements that say “the market was slow.” That sentence tells an owner nothing. A statement should let you check every claim in it.

 

A great manager runs a Sunday turnover like a drill

The Sunday after a home game is the hardest day in Bloomington hosting. Checkout is at 11 a.m. New guests arrive at 4 p.m. The cleaner has five hours, the trash is full, and every other cleaner in town is booked.

 

How we run ours: the cleaner is scheduled the week before, with a backup named. The cleaner works from a printed checklist for that home, photographs every room when finished, and sends the photos and a short report the same afternoon. The restock list is in the report. Anything broken is in the report. A great manager reads the report before the next guest walks in. A good manager finds out about the broken lamp from the next review.

 

We also walk the outside. Game-day guests leave cups on the porch and bags by the can. A great manager has the cleaner check the yard, the driveway, and the neighbor’s side of the fence, because the neighbor is the one who decides whether your home is welcome on the street.

 

A great manager knows the 12% tax and who pays it

Every stay under 30 nights in Bloomington and Monroe County carries 7% Indiana sales tax plus 5% Monroe County innkeeper’s tax, 12% in total. A good manager knows the total. A great manager knows the split and who remits each piece.

 

Airbnb and Vrbo collect and remit both taxes on stays booked through them. An owner who books only through those platforms does not have to register with the state for sales tax. Direct bookings are different. The operator registers for a Registered Retail Merchant Certificate at $25 per location, files in INTIME, and remits monthly. Returns are due 30 days after month end if average monthly tax was $1,000 or less, and 20 days after if it was over. The Monroe County innkeeper’s tax on direct bookings is filed with Monroe County. Sales tax also applies to cleaning fees, pet fees, damage fees, and cancellation fees. Stays of 30 or more consecutive nights are exempt from both taxes.

 

Ask a manager who files the tax on a direct booking. A great manager answers without looking it up.

 

A great manager knows the town

The last test is the simplest. Ask the manager where guests park for a Northwestern night game. Ask what happens on Kirkwood Avenue during Lotus. Ask which cleaners in town will work Homecoming Sunday. A good manager can look those up. A great manager already knows, because they live here or they have done the work to learn it.

 

We are neighbors. We drive to Bloomington from New Albany in about 90 minutes, and we make that drive. We would rather earn an owner’s trust over coffee than over a form.

 

The bottom line

National brands are roughly 1 in 80 short-term rental listings in Bloomington as of September 24, 2026, so most owners here choose between self-managing and a local manager. The difference between a good local manager and a great one shows up in reply times, in pricing set before the IU calendar arrives, in a plan for February, in a Sunday turnover that runs on a checklist, and in a statement that names its sources. We have found that owners can test every one of those before they sign. That is how we would want to be judged.

 

Have any questions, or want a personal property analysis on a specific property? Call or text Joseph at 812-778-2235, email [email protected], or visit hearthandhavenhosting.com.

 

Safe travels,

Joseph and Laura

 

Hoo-Hoo-Hoo-Hoosiers!

Hearth & Haven Hosting

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Joseph and Laura Sauer · New Albany, Indiana Bloomington · Brown County · New Albany · Jeffersonville

Hearth and Haven Hosting is a boutique short-term rental management company based in New Albany, Indiana. Hospitality led. Owner focused.

Market figures in this article are from AirDNA and are labeled with the date they were pulled. Completed-month figures are revenue per listing for that month. Forward figures are bookings on the books as of the pull date, not a forecast. Individual properties vary.