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The Red Lodge Housing Squeeze Isn't Coming From Airbnb Anymore

September 3, 2026

"A lot of people don't want Red Lodge to be a resort town," Mayor Dave Westwood said in 2023, explaining why the city council had just voted to cap short-term rentals. They wanted Red Lodge to stay their "own private spot."

That vote produced Ordinance 963, which caps short-term rentals at 20 percent of the city's housing stock and creates a waiting list once the cap is hit. The theory behind it was straightforward: investors were buying up long-term housing stock, converting it to nightly rentals, and pricing out the workers who keep the town running. Cap the rentals, the thinking went, and some of that housing comes back to residents.

Three years later, the data tells a different story about what's actually squeezing buyers in Red Lodge, and it has almost nothing to do with Airbnb.

What the Cap Was Built to Stop

Before the council voted, it appointed a committee to study the problem. Council member Sandy Conlee, who opposed the cap, later described what that committee found in an email to a Wyoming newspaper covering a similar debate in Cody: the group's own survey "did, however, debunk the perception that STRs were the reason we were short on rental housing for our workers." She said the committee pushed forward anyway, recommending a 15 percent cap that the council raised to 20 percent before passing it.

Chelsea Toupin, who manages 19 short-term rentals in the area through Red Lodge Reservations, made the opposing case publicly. Tourism, she said, is "the backbone that holds it together" for a town whose year-round economy leans on visitor spending. Her argument was economic. The council's argument was about identity. Both were operating on the assumption that STR investment was the force squeezing the housing market.

The ordinance passed with a narrow vote and a built-in waiting list mechanism for the day the cap would bind. That day, based on the current data, isn't close.

What Actually Happened to the Rental Side

Vacation rental data platform AirDNA tracked 405 active short-term rental listings in the Red Lodge market as of July 2026, up 7.7 percent from a year earlier. On paper, that growth looks like exactly what the ordinance was written to slow down. The performance numbers underneath it tell the opposite story.

Over that same twelve months, average revenue per listing fell 18.3 percent to $24,500. Occupancy dropped 7.3 percent, to 45 percent of available nights booked. Average daily rate slipped another percentage point, to $294. Every performance metric that matters to an investor moved down while the raw listing count moved up. That combination, more units chasing a shrinking pool of bookings, is what a maturing or saturating short-term rental market looks like, not a market where operators are outbidding residents to grab more inventory.

One caveat worth sitting with: AirDNA's "Red Lodge" market boundary likely extends beyond the city limits that Ordinance 963 actually governs, since city zoning caps only apply inside the incorporated city. So the 405-listing figure and the 20 percent cap are not measuring the same footprint, and a listing count climbing outside city limits says nothing about whether the in-city cap is anywhere near binding. That distinction matters if you're deciding whether STR economics are the reason a specific property costs what it costs, because the answer depends on which side of the city line it sits on.

What Actually Squeezed the Market

While the rental side cooled, the sale side tightened hard. Over the three months ending in May 2026, Red Lodge's median home sale price rose 11.8 percent year over year to $566,000. The bigger tell isn't the price. It's how fast homes moved: the average time on market collapsed from 209 days a year earlier to 93 days. At the same time, the number of homes actually sold in May fell to 13, down from 22 a year prior.

Read those three numbers together and a clearer picture forms. Fewer homes changed hands, but the ones that did sold faster and for more. That's not the signature of a market being crowded by rental-arbitrage buyers competing for cash-flowing units. It's the signature of a smaller, more committed pool of buyers who already know they want to live here or hold the property personally, moving decisively when the right listing appears.

Metric 2025 2026 Direction
Median sale price (3-mo window) Baseline $566,000, +11.8% YoY Up
Average days on market 209 days 93 days Down, sharply
Homes sold (May) 22 13 Down
STR revenue per listing (TTM) Baseline $24,500, -18.3% YoY Down
STR occupancy Baseline 45%, -7.3% YoY Down
Active STR listings Baseline 405, +7.7% YoY Up

Why the Demand Is Real, Not Speculative

The buyers moving fast in 2026 have something concrete to be confident about, because Red Lodge Mountain itself is in the middle of a genuine operational turnaround.

The ski area, owned by San Francisco-based JMA Ventures since 2007, came out of a rough 2024-25 season. A snowboarder died in March 2025 after a haul rope derailed from the Triple Chairlift's pulleys during high winds, and the resort had to shut that lift down for repairs at the same time its Willow Creek chairlift was also out of service. JMA responded by hiring Jean Mikulas, a Montana native with a resume that includes leadership roles at Vail Resorts and POWDR, as the mountain's new president and general manager. Her mandate, according to JMA's Spencer Weimar, includes deciding how the resort invests in fixes like snowmaking on the Palisades side while weighing the cost of eventually replacing lifts that date back to 1959 and 1983.

The other half of Mikulas's job is growth, not repair. Summer operations, which currently account for roughly 15 percent of the resort's business, are being built out specifically to capture some share of the 450,000 people who drive the Beartooth Highway past Red Lodge every year without stopping. Chairlift scenic rides, a wedding venue overlooking the Palisades rock formation, and expanded event hosting are all aimed at turning drive-through traffic into overnight stays and, eventually, into buyers who fall for the town on a weekend visit and come back to look at property.

That's a demand story built on real operating decisions with named executives and dated capital commitments, not a speculative wave of investors betting on nightly rental yield. It lines up with what the sales data shows: fewer, faster, pricier transactions driven by people who want to be here, not by spreadsheets chasing occupancy rates.

What This Means If You're Deciding How to Buy

If you're weighing a Red Lodge purchase primarily as a short-term rental income play, the AirDNA numbers argue for tempered expectations. Revenue per listing down almost a fifth in a single year, with occupancy softening even as supply grows, is not the environment to underwrite aggressive nightly-rate projections. The regulatory cap that made headlines in 2023 isn't the constraint on that strategy right now. Market saturation is.

If you're buying for personal use, a second home, or a permanent move, the sale-side data argues the opposite: the window to buy without competing against a stack of other offers is closing, not opening. Days on market cut by more than half in a year, with fewer total transactions, points to a smaller number of listings getting scooped up quickly by people who intend to live in or hold the property, not flip it into a rental pool that the city has already signaled it doesn't want to grow past 20 percent of the housing stock.

The ordinance itself is worth reading before you make an offer on anything you're considering operating as a short-term rental, since it governs registration, the waiting list mechanism, and the city's compliance process directly through Red Lodge's own government site.

Frequently Asked Questions

Does the 20 percent STR cap mean I can't get a short-term rental permit in Red Lodge right now? The cap has a waiting list provision for when it's reached, but nothing in the current data suggests the in-city cap is close to binding. The bigger question is whether STR economics support the investment at all, given the revenue and occupancy declines through mid-2026.

Is the softening STR market a sign Red Lodge overall is cooling off? No. The sale-side market moved in the opposite direction over the same period, with prices up and days on market down sharply. The STR softening and the housing tightening are two separate mechanisms happening at the same time, not one trend.

Why did homes sell so much faster in 2026 if fewer of them sold overall? Fewer transactions combined with faster sale times and higher prices typically means a smaller, more decisive buyer pool rather than broad market froth. It's consistent with buyers who have already decided they want to be in Red Lodge specifically, rather than shoppers comparing several towns at once.

If you're trying to figure out which side of this market a specific property actually sits on, and what that means for your offer, that's exactly the kind of read a local eye is built for. Stacie Wells works Montana's rural and mountain-town markets full time, and a confidential valuation is the fastest way to get a straight answer before you write anything.

Work With Stacie

Get assistance in determining current property value, crafting a competitive offer, writing and negotiating a contract, and much more. Contact Stacie today to discuss all your real estate needs!