Vacation rentals with outdoor seating in Sheridan

"Circle Bar Manor" Central Main Stay

Welcome! Come experience a Sheridan local home! This 4 bedroom home is only 1 minute from downtown. Peacefully tucked away just 2 blocks from downtown, this family home is a fully furnished stay! You will have a wonderful kitchen, open layouts to the dining and living room area, 1 comfy king bed, 3 Queen beds, 1 Bedroom on main floor with 2 single beds and a great sunroom/patio turned into additional sleeping! 3 Bathrooms and a fully fenced yard that has been newly updated, keep reading to learn

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.

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.

Fully Remodeled home by Main St.

This stylish place with lots of parking, is perfect for family and friends. The Jefferson house in Sheridan offers an excellent location to Main St, as well as a fully remodeled home. Every detail of the kitchen was redone with short term guests in mind. From custom countertops, 5' refrig, multiple coffee dispensers and instant filtered hot water, to new beds, laundry, fireplaces, patios front and back, cable, wifi and huge couches for relaxing. We thought about what you would want in a home.

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.

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 cabin 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.

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.

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.

Stylish 1BR Near Main St |The Troubadour Suite

Five minutes from Main Street. Five decades of considered choices inside. The Troubadour Suite occupies the entire upper level of a 1950s cottage — 500 sq ft of recently refurbished space with corduroy cherry wood paneling, Restoration Hardware leather chairs, radiant heat, and a queen bed that earns its reputation. Walk to Java Moon, Frackelton’s, Le Rêve, Whitney Commons, and Kendrick Park. Midway between Yellowstone and Mount Rushmore.

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.