Holiday rentals with outdoor seating in Sheridan

Modern 2 Bedroom 6 Blocks to Main St. King & Queen

Check out our discounts for weekly and monthly rentals. This home is strictly a vacation rental property, comparable to a modern Hotel Suite. Easy access entrance has low profile steps and hand bars, suitable for elderly and those with mobility issues. Roku TVs in both bedrooms. The Lamps double as charging stations. One block north is Kendrick Mansion & Park, city pool & Ice Cream stand. Whitney Park is 3 blocks east with a fountain splash pad to beat the heat. Easy access to the bike path

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.

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 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!

The Magpie Cabin · Big Horn Views & Ranch Stay

Located just 13 miles from Sheridan right off a paved highway, the Magpie Cabin is a cozy, modern getaway on a horse ranch. Enjoy breathtaking sunsets and the authentic feel of ranch life. The cabin includes all of the modern amenities needed to make your stay comfortable (minus a dishwasher). Step onto the porch to possibly see wildlife and horses graze nearby; you might even spot a cowboy training horses right outside! It's the perfect location to stay while you visit the Sheridan area!

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.

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.

The Pearl |3 King 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.

Luxe Main St Loft with Rooftop Lounge and Balcony

Experience historic downtown Sheridan from our luxurious 2-bed, 2-bath loft in an 1892 building. Comfortably sleeps 6 with two king suites & a cozy alcove. Features a gourmet kitchen, fireplace, and a private balcony overlooking Main Street, perfect for watching parades! Enjoy the best of Sheridan's dining, shopping, and culture, all just steps away from your front door. Walkable with free dedicated parking included.

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.