Holiday rentals with outdoor seating in Sheridan

The Pearl - Luxe Gem | Fire Pit, King & Walkable

Immerse yourself in the heart of Sheridan Wyoming with our cozy 3-bedroom retreat, designed for memorable stays. Offering seamless self check-in, complimentary Wi-Fi, and coffee & tea, your comfort is our priority. Experience the ease of a private kitchen, bathroom, and a welcoming living space. Steps away from bustling eateries, vibrant bars, boutique shopping, museums and galleries - a perfect spot for exploring. Message us to unlock the secrets of Sheridan from your own serene haven and hom

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.

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 Master suite

Master suite conveniently located in town on a quiet street. Located in a private, tucked-away location, you enjoy wide-open Wyoming skies while having the benefit of in-town access. A luxurious queen bed and a spacious ensuite bath will help you unwind after a day of adventuring. Natural light washes in through big windows unless you pull the black-out curtains tight for some extra zzzs in the morning! Having rocking chairs and solar cafe lights outside is a must, and we've got you. Enjoy!

Stylish 1BR Near Main St |The Troubadour Suite

Experience historic charm in our cozy cottage, nestled in a vibrant, picturesque town. This house is bright and airy with access to everything Sheridan has to offer. With a large living area, full kitchen with local coffee and a queen bed and radiant heat this space is perfect for all your needs. You will be close to great restaurants, shopping and all the area attractions. Enjoy the beautiful outdoors with nearby trails and parks just a few minutes away along with a short walk to downtown!

Creekside Cabin and 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.

Buffalo Hideout

Enjoy your stay at this newly remodeled quiet condo along Goose Creek in a private neighborhood. The Buffalo Hideout features a fenced in backyard with a patio, front patio over looking the creek and bike path, full kitchen, private laundry, and two queen beds. Sheridan is a western town, and we strive to create a unique western experience for you with authentic decorations. Minutes away from downtown and conveniently off I-90.

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

Just minutes from downtown Sheridan and historic Main Street, this cozy 2-bed, 1-bath retreat is your perfect home base. Explore shops, breweries, and the stunning Bighorn National Forest by day—then relax in comfort with a fully equipped kitchen, two queen beds, a sleeper sofa, and a small enclosed yard perfect for your pup. Thoughtfully designed for rest and recharge, it’s everything you need for a memorable stay

The Hideaway

Hidden away a short 5 block walk from Sheridan's downtown, The Hideaway is in the perfect location for your stay. This stand alone cozy structure (728 sq ft) is fully furnished and prepared to be your home away from home. Kendrick Park is a 1.5 block walk when looking for a cool treat or something fun for the kids to do. All new furnishing and a fresh concept are ready for your arrival.