Holiday rentals in Saddlestring

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.

Goose Valley Farm, Alpaca Farm under the Big Horns

Idyllic farm setting located below the Big Horn Mountains. Enjoy laying in hammock alley while watching Alpacas graze in the pasture w/ the Mountains as your back drop or read a book and listen to the symphony of birds & the clucks of happy chickens. You’ll feel enveloped by nature & the slow relaxing pace of the farm w/ open access to the farm animals. Enjoy the wide open spaces w/ abundant wildlife, & unobstructed views of the Big Horn Mountains w/ a vast country night sky filled with stars.

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.

The Magpie Cabin · Big Horn Views & Ranch Stay

Located just 13 miles from Sheridan right off a paved highway, the Magpie Cabin is a cozy, modern getaway on a horse ranch. Enjoy breathtaking sunsets and the authentic feel of ranch life. The cabin includes all of the modern amenities needed to make your stay comfortable (minus a dishwasher). Step onto the porch to possibly see wildlife and horses graze nearby; you might even spot a cowboy training horses right outside! It's the perfect location to stay while you visit the Sheridan area!

Quiet Spot w/ Fenced Yard |The Stardust Bungalow

Experience comfort in our well-lit and breezy abode, just a short distance from Sheridan's charming city center! Our renovated, two story home features a lux lounge area with a smart television, a contemporary kitchen equipped with all the essentials for preparing a delicious homemade feast, and two cozy bedrooms with queen-size beds and blackout curtains to guarantee a serene stay. With you in mind, our charming dwelling awaits your reservation for an unforgettable visit to our community!

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

Big Bounty of the Bighorns Cabin near Buffalo

Whether you are a history buff looking to explore local battlefields and museums, a group of seasoned hunters in need of a base camp, or just looking to relax and enjoy the tranquil solitude, our home will make a great retreat from the hustle and bustle. Minutes from the Bighorn National Forrest, Lake DeSmet and The Bud Love Wildlife Management Area the cabin is conveniently situated near the towns of Buffalo, Big Horn and Sheridan, Wyoming. Access to great hiking, fishing and hunting.

Creekside Cabin at Story Brooke Lodge

Come relax at a cozy cabin along Piney Creek with a large wrap around porch. Open your windows to listen to the water running by all night with fresh cool air. The cabin features a queen size bed and a pull out couch. Kitchenette includes a sink, Keurig, toaster oven, microwave, hot plate, and mini fridge. The cabin features a gas fireplace, a covered porch with skylights and also has a glass dining table with four chairs. This cabin has cable TV that is also a smart TV and wifi.

Coachman at Klondike, Crazy Woman Canyon

Klondike Ranch is excited to extend our guest season by welcoming fall and winter enthusiasts to stay in our cozy cabins. Our ranch is located just off of Crazy Woman Canyon Road and only a short 4 mile drive to the base of Crazy Woman Canyon and the Bighorn Mountains. We offer a perfect, rural home base with easy access for anyone wanting to enjoy the trails on their snow mobile or atv, fish, hike or snow shoe. We are a working ranch, but your privacy is very important to us.

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

Just minutes from downtown Sheridan and historic Main Street, this cozy 2-bed, 1-bath retreat offers an affordable, high-quality stay for up to six guests. Enjoy two queen bedrooms, a sleeper sofa, a fully equipped kitchen, fast WiFi, and a small enclosed yard ideal for your pup. Close to shops, breweries, and the Bighorns, it’s the perfect home base to relax, recharge, and explore everything Sheridan has to offer.

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.

Cabin w/ Bighorn Views • Pets-Invited, Sleeps 8

Welcome to your Wyoming home base — where wide-open skies, mountain views, and true Western charm come together. You’re staying in a cozy, authentic Wyoming cabin just outside Buffalo, perfectly positioned between downtown charm and Bighorn Mountain adventure. This is the kind of place guests describe as a “home away from home” — not staged, not sterile, but warm, welcoming, and real.