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.

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!

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.

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

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.

Holly Ponds Getaway

Kick back and relax in this calm, stylish space. Enjoy a great walk along the ponds with lots of wildlife on Sheridan’s greenway which is located right behind the house. The neighborhood is quiet and friendly, so it is a wonderful place to sit outside and enjoy a wonderful view of the Big Horn Mountains. We hope you enjoy our home, we do when we visit. The furniture is all new and very comfortable and there is a desk for those of you who choose to try and work while here.

Cottage by the River-Shire Valley Sanctuary

Riverfront 2bd/1ba cottage on our 10-acre Shire Valley sanctuary. Handcrafted luxury meets rustic charm in this low-decibel, high-vibe retreat for adults to reset in profound quiet. Walk river trails, fly fish, or relax by the gazebo watching our rescued Shire horses (307 Rescue). Note: Un-childproofed working ranch with Guardian Dogs. • Strictly smoke/vape-free. • No pets/animals allowed. • Low-decibel quiet guidelines apply. • Full private unit & grounds access.

Loft Apartment in Dayton

Make our loft area your main street home base while you visit friends and family, get to know our small town, venture into the nearby Bighorn Mountains and Tongue River Canyon, and experience everything else that Sheridan County has to offer. This upstairs property includes a small outdoor seating area, a great kitchen space, and a spacious bedroom and bathroom setup. All located along Main Street in Dayton, Wyoming—a perfect home base for your next Wyoming stay!

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.

Lovely home close to downtown

Welcome to our 2 bedroom, 1 bathroom home. It is a 5 minute walk from downtown or the walking paths. The kitchen is well equipped, and is open to the living room. This open concept is great for chatting while you cook. The backyard has patio furniture and a grill. The bedrooms have black-out curtains and cozy beds. The front door is equipped with a wifi lock for easy anytime access for our guests. Fast wifi internet and Netflix is provided.