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Notes from underwriting a lot of rentals.

What we have learned reading markets, arguing with spreadsheets, and calling city clerks. No course, no funnel, no thirty-part email sequence.

MarketJuly 20, 20267 min read

The 2026 short-term rental market, read honestly

Supply growth has collapsed from its 2021 pace, occupancy is holding above the pre-pandemic average, and that combination is better news for buyers than the headlines suggest.

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Layered blue mountain ridges under moving cloud
Fog moving through forested ridgelines in the Smoky Mountains
Regulations8 min

Seven things to check before you make an offer on a short-term rental

In 2026 the regulatory picture fractured. Here is the pre-offer checklist that keeps a permit cap from turning a good deal into a long-term rental.

An investor working through numbers on a laptop over coffee
Tools9 min

The short-term rental research tools worth using in 2026, compared

An honest read on where each of the main platforms is strong, where it stops, and which job each one is actually built for.

A stone fireplace burning in a rental living room
Operations6 min

Which short-term rental amenities actually pay for themselves

Hot tubs, pools, game rooms and fast wifi, ranked by how quickly they return the money in a typical mountain or lake market.

A coastal rental with wraparound porches, a block from the sand
Financing7 min

DSCR loans for short-term rentals, explained without the jargon

Why the loan that gets a short-term rental financed is usually not the one that got you your house, and what lenders actually look at.

A modern timber rental with deep balconies, set back in the woods
How to6 min

How to underwrite a short-term rental in twenty minutes

A repeatable sequence for going from a listing you noticed to a decision you can defend, without opening seven tabs.

A wooden dock reaching into still water at first light
Market7 min

How to judge a short-term rental market for yourself

Every list of the best markets is out of date by the time it is published. The method for evaluating one is not.

A white modern house above the coastline
Fundamentals6 min

Cap rate, cash-on-cash, and RevPAR: which number to trust when

Four metrics get quoted constantly in short-term rental discussions. They answer different questions, and mixing them up is how people talk past each other.

A small cabin deep in a stand of pines
Strategy7 min

What the forums get right and wrong about rental arbitrage

Rental arbitrage is real, legal in some places, and far more fragile than the success posts suggest. A fair accounting of both sides.