Late Checkout
Linger a little.
Personally hosted vacation rentals
in Sheridan, Wyoming.
Personally hosted by Tyler & Kayla Hert.
Welcome to Late Checkout
Find a place that
feels like your kind of place.
Downtown lofts, neighborhood homes, and stays on working ranches.
Seventeen individual places, personally hosted by Tyler and Kayla Hert. Choose the setting that suits your stay; we’ll help with the rest.
Three places to begin.
From the collection / 01—03
01Main Street · 4 bedrooms · Sleeps 8
The New York Store Suite
A grand old address, all to yourselves.
Take a look
02Working ranch · 3 bedrooms · Sleeps 8
The Bay Mare
Reclaimed timbers. Open pasture. Room to exhale.
Take a look
03Near Main Street · 2 bedrooms · Sleeps 4
The Stardust Bungalow
Two queen bedrooms. A fenced yard. A little room of your own.
Take a lookCabins, lofts, neighborhood homes.
There’s more to make yourself at home in.

A note from your hosts
We live here.
We’d love to have you.
We’re Tyler and Kayla. We started hosting in 2020 with one little place. Today, a few of these homes are ours; the others belong to local owners who trust us to look after them.
Tell us what brings you to Sheridan. We’ll help you find a home, point you toward a good meal, and be here when you need us.
Tyler & Kayla
Get to know usA word from a guest
“Everything about this propertyA guest at The Alderman
reflects pride of ownership.”

Beyond your front door
Leave a little
room for Sheridan.
A walk down Main Street. An afternoon in the Bighorns. Ask us where to start—or find a few ideas of your own.
Explore Our SheridanBook with your hosts
Your next few days
could look like this.
Choose your home and check your dates.
Questions first? We’re happy to help.
Prefer to write us a note?
Got it.
We'll be in touch before you know it.