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.

The Court Haus on Main Street

A gem in the middle of downtown! The Court Haus on Main Street is over 100 years old. The space captures the history of the building while providing a luxury, modern feel. Large picture windows overlooking Main Street allow for beautiful views of downtown Buffalo. Although located in a small town, this loft apartment has metropolitan vibes. A queen bed, a full over full bunk bed, and a queen air mattress make this perfect for families or groups. We hope you enjoy the Court Haus as much as we do!

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!

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

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.

The Pine Cottage

Keep it simple at this peaceful and centrally-located place. You will feel right at home in this cozy cottage. Open floor plan gives the feeling of a much bigger space . Perfect for a comfortable stay after a long days travel or just get away to the mountains for a day or two. Close to library , Post Office, and Story Store. Large Ponderosa pines provide ample shade and ambience. Deer and turkey stroll through the property frequently..Enjoy all that Story has to offer!

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.

Cozy Shell Creek Bunkhouse 15 minutes from Buffalo

Enjoy country living at the cozy Shell Creek Bunkhouse. Located 1.5 miles off I-90, 15 minutes to Buffalo, 30 minutes to Sheridan. Ideal location for the outdoor enthusiast! 6 miles with easy access to the Big Horn Mountains for hiking, biking or horseback riding. If you enjoy fishing or boating, Lake DeSmet is just 2.5 miles away. The Bunkhouse has plenty of parking area for boat and trailer, or horse trailer. Horse corrals available.

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.

Paradise Escape | 3BR, Views + Tub + Chefs Kitchen

Settle into your own private 3-bedroom, 2-bath guest house on a peaceful rural property just minutes from historic Sheridan. You'll enjoy wide-open views, a fully equipped kitchen, smart lock entry, and complimentary Wi-Fi. Need more? Ask us about private chef services, airport transfers, and curated Wyoming adventures. Message us to start planning your perfect stay.