Holiday rentals with a patio in Sheridan

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 Historic Benham-Johnston Bungalow

As seen in the "Old House Journal". 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.

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.

Blue Line Condo, at the Ice Haus, downtown luxury

Welcome to the Blue Line Condo, your ideal home base in downtown Sheridan. Located in the Ice Haus, est. 2024, we are 1 of 8 multi-level condos. On the main floor is the Ice Haus Eatery which includes coffee, ice cream, sandwiches, liquor sales and the Penalty Box Bar. While the vibe downstairs is fun, they close at 9 pm and the condo offers a peaceful retreat. Just a few blocks away, you'll find the historic charm of downtown, we are next to the M&M Center ice rink and city trail system.

Cozy Suite

Tucked away on a quiet street in Sheridan, the Cozy Suite offers a peaceful and comfortable place to land while still being close to everything in town. A plush queen bed and spacious ensuite bathroom make it effortless to unwind after a day of exploring. Natural light pours in through large windows, or pull the blackout curtains for a slower morning and a few extra zzz’s. Step outside to enjoy the patio, a perfect spot for a quiet morning coffee or a relaxed evening under the café lights.

Cozy, quiet, 3brm2bthrm2acres. Dog frndly w/fee

Bring your family to this great place with lots of room to play. 2 different living room areas. You can sit and enjoy the fireplace with friends and family enjoying a glass of wine . Second living room is the TV living room. 3 bedroom, 2 full bathroom. Plenty of parking space for your camper/trailer and snowmobiles. This is a pet friendly home and we do our very best to keep pet hair free, guests please don’t let your pets on the furniture. Exterior cameras 1 on the SW, 1 SE and shop!

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.

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.

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 loft. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the open loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home. A fully equipped kitchenette, and fast Wifi await.

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!

Entire Home-Private Guest Ranch

Stay in your own private, western-styled home surrounded by a mile of pristine creek. Get a taste of the Wyoming lifestyle with a family-friendly stay on a breathtaking ranch. Beautiful view of the Bighorn Mountains. Swim and fish the creek, feed the chickens and much more! Perfect retreat to unplug, unwind, and enjoy God’s beautiful creation. Due to the loft, we can't host families with children under 5 years old.

Hillcrest Home

This house has little bit of everything. While it is an older home, we have maintained many of the historical pictures, furniture, and art for people of a new generation to enjoy. This home has mid century modern tones and a cabin type feel. All the while still containing a western flavor! Perfect for your stay here in Sheridan! We want you to feel right at home at the Hillcrest Home.