Holiday houses in Ranchester

Cozy and Charming Bungalow

We welcome you to our charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown, M & M Ice Rink, Fairgrounds, and less than 20 minutes to the Equestrian Center. This home has a warm and modern design with newly remodeled kitchen, 2 bedrooms (queen beds), quaint office, newly renovated bathroom, and room for the portable crib (provided). Our favorite spot to hang out is on the patio; fenced, covered, grill, and ample space to lounge and relax.

Cowboy Cottage - 3 Bedroom, Private Home

Enjoy your Bighorn Mountains adventure with a stay at the private, continuously updated Cowboy Cottage in Dayton, Wyoming. This house offers an old West feel, but has all the modern amenities. This home has a fully-stocked kitchen, 3 bedrooms, 2 full bathrooms, a living room, Smart TV, and a lovely back yard with barbecue area and patio seating. Brand-new furniture throughout! Just one block from Dayton’s historic Main Street and a short drive from Sheridan or the beautiful Bighorn Mountains.

WYOHANA Studio

Separate apartment at the edge of town not far from interstate. Full kitchen & tankless hot water. 2 bedrooms, one is has FULL memory foam bed and the other has a QUEEN memory foam bed. Large outdoor space for truck and trailer parking, let us know if you’ll need the larger parking area. Beautiful views! Less than a mile to bar and grill, gas station, pizza and brewery, bakery, coffee kiosk and just a few miles from the Big Horn Mountains. Earlier check in is most likely available upon request.

Relaxing Mountain view, 5 bdr sleeps 11, 4400 sqft

Enjoy your own private 4,400 sq.ft. retreat on 7 peaceful acres just outside Dayton. Enjoy panoramic Bighorn Mountain views, wildlife sightings, hot tub, fire pit, and spacious accommodations perfect for families, groups, outdoor adventures, and relaxing getaways. 5 bedrooms, 7 beds , sleeps 11 all new comfortable mattressess (no murphy or rollaway beds). More than enough space to park all your vehicles and trailers. If a veteran and staying over 4 days you may rcv 10% discount just contact me.

Holloway Hideaway Tiny Home

Welcome to your cozy tiny home retreat minutes from downtown Sheridan, WY. This charming tiny home is the perfect blend of rustic comfort and style. This tiny home will feel spacious with its vaulted ceilings and extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

The Cottage at Tongue River Canyon

Escape to this updated 1-acre Wyoming retreat where the Little Tongue River flows through your backyard — complete with a hardscaped waterfall and two natural swimming holes. Unwind in the hot tub, gather around the riverside fire pit, or explore Tongue River Canyon just 5 miles away. Sleeps 10 across 4 bedrooms, 3 full baths. Inside, find a fully equipped gourmet kitchen, gas fireplace, and converted game room with arcade & bar. Bighorn Mountain trails at your doorstep. Pets welcome!

Loft Apartment in Dayton

Make our loft area your main street home base while you visit friends and family, get to know our small town, venture into the nearby Bighorn Mountains and Tongue River Canyon, and experience everything else that Sheridan County has to offer. This upstairs property includes a small outdoor seating area, a great kitchen space, and a spacious bedroom and bathroom setup. All located along Main Street in Dayton, Wyoming—a perfect home base for your next Wyoming stay!

Ranchester Rail Retreat

Step into a fully remodeled 1972 train caboose in the quiet town of Ranchester, WY (10 minutes to Sheridan, WY) - where rustic charm meets modern comfort. This unique stay offers cozy, train-era nostalgia with updated amenities. Nestled near the Bighorn Mountains, Ranchester is a peaceful, friendly town perfect for relaxing or exploring. Whether you’re road-tripping, seeking solitude, or chasing adventure, this one-of-a-kind caboose promises a stay to remember.

Fire Pit Under the Stars |The Wayfarer Bungalow

Centrally located and newly built, this stylish two-bedroom home is perfect for couples, families, or friends. Each bedroom has a queen bed and its own climate control for a personalized stay. Enjoy a cozy night in with a home-cooked meal and movie, or head outside to roast s’mores by the gas fire pit. Luxury linens, heated bathroom floors, and plush towels add a touch of indulgence, while two cruiser bikes are available for exploring town at your own pace.

King Bed, Bunks, Hot Shower, Pet-Friendly Home

Welcome! Come experience a Ranchester local home! This 3 bedroom home is in the heart of rural Wyoming. Peacefully tucked slightly away from downtown, this family home is a fully furnished stay! You will have a wonderful kitchen, open layouts to the dining and living room area, 1 comfy king bed, 1 comfy full bed, 1 comfy twin bunk bed, and an cute bathroom! Keep reading to learn more about the unbeatable location and features!

Big Horn Getaway

The bedroom is in the loft above a working ceramics studio. The bathroom is on the main floor with one flight of stairs. We are located about two miles from the base of the Bighorn Mountains with a beautiful view and lots of privacy. It is a perfect getaway for two people who can handle the stairs. The space is not suitable for children under 18 or pets. We are unable to accommodate service dogs due to host's allergies.

Our Little Tongue River Guest House

Beautiful location right on the Little Tongue River with river access right outside the back door! Located 1 mile outside Dayton, on the bank of the Little Tongue River at the base of the Big Horn Mountains. The house is surrounded by wildlife and stock, with amazing views in all directions. Hiking and Fishing available on the property as well as in the nearby surrounding area. Close to Sheridan.