Holiday rentals with outdoor seating in Sheridan

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.

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.

Daylight Suite on 150 Acre Ranch near Polo Fields

Welcome to your private garden level suite at Bratz Equine, a sweeping horse property at the base of the Bighorn Mountains. This spacious 1,760 sq ft suite is newly renovated and stocked with our favorite comforts. Enjoy a private entrance, a fully fenced backyard, the babble of a nearby creek and ample parking for vehicles, trailers, RVs, and boats. The suite is 2 minutes from the Equestrian Center. I’m Joe, the owner & host. I'm available onsite in the upstairs unit if you need anything.

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.

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two is at the end of a private lane. The property is shared with a larger, private family cabin. The guest cabin is perfect for those who love the outdoors. Nearby activities include fishing, hiking, horseback riding, four-wheeling, golf and sightseeing. Located in the Bighorn Mountains between Sheridan and Buffalo, where there is access to dining, shopping and year-round local activities and events.

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.

Vaulted Den|Chic 1BR w/Fireplace|Downtown Sheridan

Step into The Vaulted Den — a thoughtfully designed 1-bedroom retreat just off North Gould Street in downtown Sheridan. Enjoy vaulted ceilings, in-floor heat, and a modern electric fireplace that creates an instant sense of calm. Work comfortably at the standing desk with a balance board, recharge with wellness gear, or unwind by the fire. Walk to coffee, dining, and breweries, then return to a quiet, private space that feels effortlessly elevated.

Cedar & Sage House | A Calm & Charming Retreat

The Cedar & Sage House — a cozy cottage tucked in a quiet neighborhood, just 1 mile from downtown & the airport. Filled with natural light, this charming 2BR offers modern comfort, fast fiber internet, Smart TV, and a full kitchen. Enjoy the fenced backyard with patio, grill & fire pit. Perfect for families, couples, or travelers with a furry friend. Modern amenities & personalized services make this the perfect spot in Sheridan.

The Pearl |3Large Suites, Fire Pit +BBQ & Walkable

Step into The Pearl—your modern downtown Sheridan escape just two blocks from Main Street. You’ll unwind in three spacious bedrooms, each with a private en-suite bathroom, and gather around the outdoor gas fire pit under Wyoming’s starlit sky. Wake to complimentary coffee, grill on the BBQ, and walk to dining, shopping, and galleries. Message us to elevate your stay with concierge services, private chef experiences, and more.

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

Just minutes from downtown Sheridan and historic Main Street, this cozy 2-bed, 1-bath retreat offers an affordable, high-quality stay for up to six guests. Enjoy two queen bedrooms, a sleeper sofa, a fully equipped kitchen, fast WiFi, and a small enclosed yard ideal for your pup. Close to shops, breweries, and the Bighorns, it’s the perfect home base to relax, recharge, and explore everything Sheridan has to offer.