Holiday rentals in Sheridan

The Inn on the River

Relax and enjoy the abundant wildlife at our guest house on North Piney Creek in beautiful Story, WY. This 2nd floor guest house offers 2 bedrooms with adjoining full bath. There is a kitchenette with a dorm size refrigerator, toaster, countertop oven and coffee pot. We have just expanded our AirBNB to include a vintage sheep wagon that accommodates 2 people. There is NO bathroom in the sheep wagon. Bathroom and kitchenette are located in the guesthouse. Only 1 party is accepted nightly.

Our Little Slice of Heaven 🐶 Pet Friendly

Quiet and Relaxing 1,000 sq ft Cabin with gorgeous view will make you feel like you're in Heaven. 10 miles (16km) outside of Sheridan Wy on Hwy 14, easy access off I-90, with a beautiful drive. This is the perfect get away for you to unplug. Those crisp Wyoming winter days, relax by the stove with a cup of hot coco . Cabin stays cool in summer if you open windows at night and close up in the morning. Pets welcome after approval & $20 pet fee. Must be pet & child friendly. Starlink WIFI

Cozy and Charming Bungalow

We welcome you to come experience a convenient and charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown shops and wonderful restaurants. 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.

The Historic Benham-Johnston Bungalow

Welcome to the Benham-Johnston Bungalow, an exquisitely restored 1915 Craftsman home just a few blocks from Main Street in the heart of Sheridan. This fully furnished, 1,900-square-foot retreat is brimming with historical charm, art, and creature comforts. Enjoy ample private parking, a blend of modern and historic amenities, and a truly timeless stay. I’m Joe, your host, and I’m just a message away if you need anything—please feel free to reach out anytime.

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. Visit historic downtown Sheridan and enjoy a day of shopping or visit one of the many local western museums. Spend an evening out to one of our local breweries and enjoy some local talent. Take a day rip enjoying the mountains only 20 minutes from the Holloway Hideaway front door.

Townhome Minutes from Downtown Sheridan

Come stay at this cozy, 2 BR, 1.5 Bath Townhome!! This is a recently built unit, conveniently located a 1 min drive or approx 15 min walk from downtown Sheridan. FREE onsite parking!! Explore all Sheridan has to offer including restaurants, breweries, music, downtown storefronts and coffee shops. Or take a drive to the mountains and enjoy the Big Horns. This fully furnished, fully stocked home is ready for you to stay!

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.

The Hideaway

Hidden away a short 5 block walk from Sheridan's downtown, The Hideaway is in the perfect location for your stay. This stand alone cozy structure (728 sq ft) is fully furnished and prepared to be your home away from home. Kendrick Park is a 1.5 block walk when looking for a cool treat or something fun for the kids to do. All new furnishing and a fresh concept are ready for your arrival.

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 or pets.