Sheridan Iron Works antique sign in Sheridan Wyoming at night
Wildlife near Sheridan Wyoming — wolves in the Big Horn Mountain foothills near Late Checkout WY vacation rentals
Morel mushroom foraging in the Big Horn Mountains near Sheridan Wyoming — spring foraging from Late Checkout WY properties
The Big Horn Mountains outside of Dayton WYoming on a snowy winter day
Wolf in winter near Sheridan Wyoming — Big Horn Mountain wildlife viewed from Late Checkout WY vacation rental basecamp
Bear in the Big Horn Mountains near Sheridan Wyoming — wildlife country accessible from Late Checkout WY vacation rentals
Bedroom at Late Checkout WY vacation rental in Sheridan Wyoming — thoughtfully appointed with quality linens
Morel mushroom harvest in the Elk Fire burn area Big Horn Mountains Wyoming — hundreds of pounds found near Sheridan
Sautéed morel mushrooms foraged in the Big Horn Mountains near Sheridan Wyoming — Field Notes recipe by Late Checkout WY
Morel mushroom on the forest floor in the Elk Fire burn area Big Horn Mountains near Sheridan Wyoming
Fly fishing the North Tongue River in the Big Horn Mountains near Sheridan Wyoming — spring fishing from Late Checkout WY properties
The Mint Bar exterior on Main Street Sheridan Wyoming — established 1907, steps from The Pressroom Atelier vacation rental
Real Deals Home Décor and Boutique interior — Sheridan Wyoming small business owned by Late Checkout WY
The New York Store Suite historic building on Main Street downtown Sheridan Wyoming vacation rental
A person mountain biking on a rocky dirt trail through a lush green forest, wearing a red helmet, black cycling gear, and gloves.
A mountain trail with a white mountain bike parked on a rock in the foreground. The background features a hillside with tall green pine trees and a partly cloudy blue sky.
A cozy room with wooden walls and large windows showing a clear blue sky. There is a white sofa with green-striped pillows and a standing lamp with three round white bulbs.
A tray with a small potted plant, a welcome card, a pink decorative object on a wooden tray, and a book underneath.
A woman walking her dog on a trail surrounded by wilderness with trees and bushes, with a hill in the background and a partly cloudy sky.
Front view of a small white house with an orange door, black metal railings, and two windows. Green lawn in the foreground, trees on sides, blue sky with some clouds in the background.
A wooden table with a black notebook labeled 'GUESTS' and a silver pen resting on top, a black ceramic vase with a geometric pattern containing a green succulent plant, a brown leather chair, a beige radiator, and a patterned rug on the floor.
A house with a metallic roof in a rural area surrounded by trees with autumn foliage, tall grasses, and a clear blue sky.
Black and white photo of a storefront with mannequins dressed in clothing, a car parked in front, and signs reading 'Stevens Pryberger' and 'Vans'.
Golden hour sunset over high desert lake, Yellowstone region Wyoming
Wolf resting in the Big Horn Mountain foothills near Sheridan Wyoming — wildlife country accessible from Late Checkout WY vacation rentals
Rustic ranch gate at sunset with Big Horn Mountains near Sheridan Wyoming — northern Wyoming vacation rental country
King bedroom at Late Checkout WY vacation rental Sheridan Wyoming — thoughtfully appointed with quality linens and warm finishes
Spring oyster mushroom foraging in the Big Horn Mountains near Sheridan Wyoming — found in the same drainages as morels
Oyster mushrooms foraged in spring near Sheridan Wyoming — Big Horn Mountain foraging from Late Checkout WY properties
Woman foraging morel mushrooms in the Elk Fire burn area Big Horn Mountains Wyoming — spring foraging near Sheridan
Saddle bronc riding at Wyoming rodeo — WYO Rodeo week Sheridan Wyoming July 2026
Bronc riding at the Sheridan WYO Rodeo — 95th annual PRCA rodeo Sheridan Wyoming
The word "Howdy" written in elegant script with a silhouette of a cowboy holding a lasso below it.
Tyler and Kayla Hert with team — Late Checkout WY personally hosted vacation rentals Sheridan Wyoming
A man wearing a white helmet, sunglasses, a dark blue t-shirt, and beige shorts is mountain biking on a dirt trail in a forest with tall trees and green foliage.
A landscape view of snow-capped mountains under a cloudy sky with dry grass and shrubs in the foreground, and a large white propane tank on the right side.
Living room with exposed brick walls, wooden floors, modern furniture, a gray sectional sofa, coffee tables, and large windows with balcony access, natural light.
A woman hiking on a mountain trail surrounded by tall green pine trees under a cloudy sky, with a small dog on a leash.
Outdoor balcony with wicker furniture including two armchairs and one sofa with orange cushions, attached to a red brick house with white sliding glass doors, surrounded by pine trees and a wooden fence, under a blue sky with scattered clouds.
Living room with a large flat-screen TV on a wooden stand, a potted plant to the left of the TV, a leather armchair, a small round side table with a potted plant, a patterned area rug, and a window with white curtains showing a view of neighboring houses and trees.
A rustic house with a metal roof situated on a grassy hill surrounded by trees and open landscape during golden hour.
City street view with a white two-story building featuring decorative architectural details and a sign reading 'New York Store'; storefront at ground level with shoe store 'Allure Boutique'; leafless trees and pedestrians on the sidewalk; cloudy sky in the background.
Tyler and Kayla Hert — owners Late Checkout WY boutique vacation rental Sheridan Wyoming
Hiking the Big Horn Mountains near Sheridan Wyoming — Late Checkout WY guest experience Cloud Peak Wilderness
A man riding a fat tire bike on a snow-covered trail in a winter landscape with a clear blue sky.
A narrow dirt trail winds through a foggy forest with tall trees and dense green foliage.
Close-up of two smiling adults, a woman and a man, standing outdoors with a cityscape and a tower in the background on a partly cloudy day, both wearing sunglasses.
A cow standing in a grassy field with mountains in the background and a partly cloudy blue sky.
Logo for Sheridan Bicycle Co. with a gold bicycle chain forming a circle around the text, which reads 'Sheridan Bicycle Co. est. 2013' in purple and gray script and serif fonts.
A man and woman standing together outdoors in a field with patches of snow, with mountains in the background.
Open guestbook with handwritten notes and a pen on a weathered wooden table.
Archival black-and-white photo of the two-story New York Store building in downtown Sheridan.
I Interior with exposed wood beams and "Stevens Fryberger" lettering, set with a table, chairs, and flowers.
Wolves in winter near Yellowstone Wyoming — Big Horn Mountain wildlife country accessible from Late Checkout WY vacation rentals
Fall autumn entrance at Late Checkout WY vacation rental Sheridan Wyoming — seasonal hospitality and thoughtful hosting
Roosevelt Arch entrance to Yellowstone National Park — 3 hours from Sheridan Wyoming via Chief Joseph Highway
Winter sunset over the Big Horn Mountains near Sheridan Wyoming — northern Wyoming vacation rental country
King bedroom with hardwood floors at Late Checkout WY vacation rental Sheridan Wyoming — warm finishes and quality linens
Living room at The New York Store Suite downtown Sheridan Wyoming — historic 1909 building with original architectural details
Black morel mushrooms harvested in the Big Horn Mountains near Sheridan Wyoming — Elk Fire burn area foraging
WYO Rodeo parade on Main Street Sheridan Wyoming circa 1958 — the New York Store building visible on the right
Morel mushroom on the forest floor in the Elk Fire burn area Big Horn Mountains near Sheridan Wyoming
Chicken of the woods mushroom foraged near Sheridan Wyoming — late summer and fall foraging in the Big Horn Mountains
Side by side UTVs in the Big Horn Mountains near Sheridan Wyoming — accessing remote morel foraging terrain
Cowboy at the Sheridan WYO Rodeo arena — 95th annual PRCA rodeo July 2026 Sheridan Wyoming
ate Checkout WY guest welcome tray with handwritten Howdy card and homemade treats — personally hosted vacation rentals Sheridan Wyoming
Living room with a beige couch, blue and beige pillows, a round wooden coffee table with a green potted plant, a standing lamp, and glass double doors opening to a balcony with outdoor chairs, a table, and a view of buildings and a bright blue sky.
Aerial view of a lush green valley with rolling hills, dirt roads, and a few scattered buildings, with a few burnt or dead trees in the foreground.
A mountain bike viewed from the rider's perspective on a dirt trail. The trail has dirt and small rocks, with a scenic landscape of mountains, trees, and cloudy sky in the distance.
A woman in athletic clothing and a helmet standing with hands on hips next to two mountain bikes leaning against a tree on a hilltop, overlooking a lush green valley with a blue sky and scattered clouds.
Wildflower meadow below the snow-capped Bighorn Mountains near Sheridan, Wyoming.
A picturesque landscape featuring a green meadow with yellow and purple wildflowers, dense forest, mountain range with snowy peaks in the distance, and a mostly cloudy sky overhead.
Metal-roofed rental home framed by autumn foliage and tall grass near Sheridan, Wyoming.
The Hert family of Late Checkout WY on a green hillside with their dog above Sheridan, Wyoming.
Handwritten guest note, pen, and green ribbon bookmark in the Late Checkout WY guestbook.
Historic black-and-white photo of the New York Store storefront in Sheridan, with four people and a bicycle out front.
White brick facade and "New York Store" sign against a blue sky in downtown Sheridan, Wyoming.