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.

Dark Horse Casita

The Dark Horse Casita has spectacular views of the Big Horn Mountains. Close to Big Horn, Wyoming and 15 minutes from downtown Sheridan, Wyoming. The DHC is equipped with A/C, Wi-Fi, DISH Network, well-equipped kitchen, full size washer & dryer, patio and parking. The Dark Horse Casita is on the owner's property with horses and steers in close proximity. If livestock is not your jam, then the Dark Horse Casita may not be your best choice. No guests animals allowed. No smoking on property.

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.

Pet friendly home with yard. The Wyoming Gem

Cozy & Quiet & Close to Everything Your whole family (Dogs who are well behaved are welcome too at no extra charge) will be close to everything when you stay at this centrally-located, newly renovated, historic home with a fully fenced back yard, deck with outdoor seating, a fire pit area, dining area, and a covered swing. A park with entrance to one of the many walking trails is just down the street & getting to downtown is just a stroll away while shopping centers are within a 5 min car ride.

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.

Luxurious, downtown loft with a warm, family feel

Enhance your dream vacation, by booking this luxurious 1700 sq. ft. loft in the heart of Historical Downtown Sheridan, WY. Experience a bit of the wild west, while soaking in all the local amenities: with 3 craft breweries (within walking distance), numerous restaurants, local coffee houses, street art & live music; fabulous specialty shops, beautiful parks, family friendly activities, outdoor pools/splash parks, fitness facilities, and miles of walking/bike paths. This is the place to stay!

Spacious & Sunny Retreat | Quiet Walkable Location

Charming 3-bdrm ranch home perfect for 6 guests. Enjoy a cozy living space, vaulted ceilings, & a large fenced backyard. This mid-century retreat is just blocks from downtown & Kendrick City Park, & offers a perfect blend of comfort & convenience. Features a fully equipped kitchen, spacious lvg areas, a dedicated workspace, BBQ grill, board games & cards, a large outdoor patio & easy access to city paths. Ideal for families & friends seeking a quiet, residential getaway with modern amenities.

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.

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.

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.