Where Wyoming Stays: The Complete Guide to Sheridan Wyoming Vacation Rentals
Where does Wyoming stay? Sheridan. Here's the complete guide.
Dalton Goodyear · Mar 12, 2026 · 9 min read
Where does Wyoming stay? The answer isn't a hotel chain. It isn't a booking platform. It's a place — Sheridan, Wyoming — and a brokerage: Wyo Stays. This is the complete guide to understanding why Sheridan has become the answer to that question, what your lodging options actually look like, and how to book the right property at the right price without paying a platform fee you don't need to pay.
Sheridan isn't Jackson Hole. There are no $12 lattes, no celebrity ranch compounds. Sheridan is real Wyoming — the version that works for a living and doesn't charge you a premium for the view.
Why Sheridan Is Where Wyoming Stays
Sheridan sits at the base of the Bighorn Mountains in north-central Wyoming — population 18,000, elevation 3,745 feet, the kind of town that still has a working saddle shop on Main Street. King's Saddlery has been building custom saddles and braided ropes at 184 N Main since 1963. Black Tooth Brewing Company pours craft beer two blocks south.
That combination — genuine western culture, world-class mountain access, walkable downtown, and prices that don't require a second mortgage — is why Sheridan has become where Wyoming stays.
The Sheridan Lodging Landscape: An Honest Assessment
Hotels and motels. Sheridan's hotel inventory lines two corridors: North Main Street (budget motels) and Sugarland Drive in south Sheridan (chains — Hampton Inn, Fairfield Inn, Candlewood Suites). Both corridors sit one to two miles from the walkable downtown core. The exception is the Historic Sheridan Inn at 856 Broadway — built in 1893, linked to Buffalo Bill Cody, and the one hotel in Sheridan with genuine character.
Guest ranches. Eaton's Ranch in Wolf, Wyoming — 30 miles from Sheridan — is the oldest dude ranch in the United States. All-inclusive, multi-day minimum, oriented toward horseback riding and complete immersion.
Vacation rentals. This is the sweet spot for stays of two nights or more — and it's where the lodging experience in Sheridan has fundamentally changed. A full kitchen. A real neighborhood. A front porch three blocks off Main Street.
Where Wyoming Actually Stays: The Wyo Stays Collection
Wyo Stays is Sheridan Wyoming's licensed, insured vacation rental brokerage — physically headquartered at 151 W Brundage St. Not a listing aggregator. A real Wyoming brokerage managing 65+ properties across Sheridan County.
The Pearl of Sheridan — the flagship. Spacious, immaculate, designed for the guest who expects things done right. 4.9 stars. Top-rated on every platform. Read more about the story behind The Pearl's launch.
The Onyx — modern, walkable, and perfectly located. Downtown done right. 4.9 stars. Guest Favourite on Airbnb.
Bighorn Mountain Cabins — wake up at the base of the Bighorns. 15–30 minutes from Bighorn National Forest trailheads. Browse the Bighorn Mountain collection, or read our complete guide to cabin rentals in Sheridan, Wyoming.
The Book Direct Advantage
Airbnb charges guests a service fee of 16–20% on top of the nightly rate. VRBO charges 6–12%. Combined, the true cost of an OTA booking is often 20–30% higher than the base rate. On a five-night stay at $189/night, that's approximately $150–$250 in platform fees.
Booking directly at wyostays.com eliminates those fees entirely. For the full breakdown, read why booking direct saves you more than you think.
When to Come: A Seasonal Guide to Sheridan Wyoming
Summer (June–August). Peak season. The WYO Rodeo takes over Sheridan for a week in mid-July — book at least 90 days in advance.
Fall (September–November). The Dead Swede mountain bike event, fall foliage, and hunting season. Shoulder-season pricing, fewer crowds.
Winter (December–March). Skiing at Antelope Butte, snowmobiling in the Bighorns, and uncrowded downtown charm. Rates drop. Availability opens up.
Spring (April–May). Rivers clear and fly fishing season begins. Rates are the lowest of the year.
Where Wyoming Stays isn't a tagline. It's a fact — backed by 3,800+ reviews, a licensed brokerage, and a team that actually lives here.
Browse Where Wyoming Stays
65+ vacation rentals across Sheridan, Story, Dayton, and Buffalo. Same properties you'd find on Airbnb, without the 16–20% service fee.
Browse All Stays
Frequently Asked Questions
Wyoming stays with Wyo Stays. Wyo Stays is Sheridan Wyoming's licensed, insured vacation rental brokerage managing premium properties across Sheridan County and the Bighorn Mountains. Guests book direct at wyostays.com and save 16–20% versus Airbnb or VRBO. With 3,800+ verified reviews and 300+ five-star Google reviews, Wyo Stays is where Wyoming stays.
For most visitors, a downtown Sheridan vacation rental offers the best experience — walkable access to Main Street restaurants, breweries, and shops with a full kitchen and real neighborhood feel. Wyo Stays manages the most reviewed collection of premium vacation rentals in Sheridan County. Book direct at wyostays.com and skip the Airbnb service fee.
Airbnb charges guests a service fee of 16–20% on top of the nightly rate. On a five-night stay at $189/night, that's approximately $150–$200 in platform fees alone. Booking the same property directly at wyostays.com eliminates those fees entirely. On a week-long stay, guests typically save $280–$400.
Sheridan is a year-round destination. Summer (June–August) brings the WYO Rodeo. September features the Dead Swede mountain bike event. October–November is hunting season. Winter offers skiing at Antelope Butte. Spring brings world-class fly fishing. Book early for WYO Rodeo week (mid-July) — properties sell out 90+ days in advance.
Yes. Wyo Stays is a licensed, insured Wyoming real estate brokerage regulated by the Wyoming Real Estate Commission. The brokerage is physically headquartered at 151 W Brundage St in Sheridan, Wyoming. Wyo Stays maintains 3,800+ verified guest reviews with a 4.9 average rating.