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Gossip

Behind the polished listings and glowing reviews, what's the real buzz about short-term rentals? We're digging past the surface to bring you the whispers and rumblings from both sides of the fence. What are hosts quietly complaining about? What are residents saying when no one from the city is listening? We'll share the inside scoop – the stories that don't always make the official reports. It's time to hear the unfiltered truth about the short-term rental landscape, straight from the people living it.

18 articles

The Guest Types Every Airbnb Host Learns to Spot. Loretta’s Honest Guide to the People Walking Through Your Door
Editorial

The Guest Types Every Airbnb Host Learns to Spot. Loretta’s Honest Guide to the People Walking Through Your Door

After enough years hosting, the surprises start repeating themselves. Loretta May Jenkins breaks down the eight types of Airbnb guests…

September 19, 2026 9 min read
The Holiday Guest Rush Is Coming. Loretta Playbook for Hosting Through Thanksgiving and December.
Editorial

The Holiday Guest Rush Is Coming. Loretta Playbook for Hosting Through Thanksgiving and December.

Ten weeks until Thanksgiving and your calendar is still open. Loretta walks STR hosts through opening holiday dates, setting minimum…

September 12, 2026 12 min read
The Repeat Guest Playbook: Loretta’s Secrets to Getting Guests Back Every Single Season
Editorial

The Repeat Guest Playbook: Loretta’s Secrets to Getting Guests Back Every Single Season

Loretta May Jenkins on what actually makes guests come back every season. The handwritten note nobody expects, the checkout message…

September 5, 2026 13 min read
September Is a Different Animal: Loretta’s Guide to the Fall Shoulder Season and the Guests Who Come With It
Editorial

September Is a Different Animal: Loretta’s Guide to the Fall Shoulder Season and the Guests Who Come With It

Loretta May Jenkins on the September guest, the fall property reset, shoulder season pricing mistakes, and why October is the…

August 29, 2026 10 min read
From Party Houses to Pricing Surprises. Loretta’s Summer 2026 STR Host Survival Report
Editorial

From Party Houses to Pricing Surprises. Loretta’s Summer 2026 STR Host Survival Report

Loretta's summer 2026 retrospective: the Airbnb fee math hosts got wrong, party house incidents in Seattle and Florida, which markets…

August 22, 2026 11 min read
Loretta’s Mailbag: The Wildest Airbnb Stories Y’all Sent Me This Month
Editorial

Loretta’s Mailbag: The Wildest Airbnb Stories Y’all Sent Me This Month

The mailbag is officially open, and honey, you did NOT disappoint. Loretta digs into the wildest Airbnb stories of the…

February 26, 2026 20 min read
The Airbnb Hosts Who Are THRIVING While Everyone Else Is Crying
Airbnb Stories

The Airbnb Hosts Who Are THRIVING While Everyone Else Is Crying

While doom and gloom dominates the STR world, some Airbnb hosts are absolutely cleaning up. Loretta May Jenkins has the…

February 17, 2026 13 min read
Sweet Tea and Tax Breaks: Loretta’s Guide to Not Losing Your Shirt (or Your Rental)
Editorial

Sweet Tea and Tax Breaks: Loretta’s Guide to Not Losing Your Shirt (or Your Rental)

Honey, Loretta is going to make taxes FUN. Cost segregation, bonus depreciation, the STR loophole, and every mistake your hosting…

February 12, 2026 15 min read
When Airbnb Hosts Woke Up to Find the Rules Had Changed Overnight
Gossip

When Airbnb Hosts Woke Up to Find the Rules Had Changed Overnight

Honey, June 26, 2025 was a DAY. Airbnb dropped major policy changes with zero warning, and allegedly, hosts are still…

September 9, 2025 13 min read
Epic Roman Candle Duel Sparks New Airbnb Guest Guidelines
Gossip

Epic Roman Candle Duel Sparks New Airbnb Guest Guidelines

Key Takeaways Chile, y’all ain’t gonna believe the shenanigans that went down over at Sally Mae’s Airbnb last weekend! Though,…

July 5, 2025 5 min read
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