Holiday rentals with a patio in Sheridan

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.

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!

Pets OK | Fire Pit | A/C | Cozy 650ft² | Private

Enjoy a stylish experience at this recently built and centrally-located place. We poured our heart into this cozy home with two bedrooms, each with queen beds and individual climate control. Relax in the main space thats great for a meal and a night on the couch or roast some s'mores outside with the gas fire pit. Luxury linens and fluffy towels along with a heated bathroom tile floor will make you want to spend the day relaxing or take our two cruiser bikes out for spin and some fresh air

3000sqft | 2 patios | WD | PetsOK | Mountain View

Built in 1937 and beautifully remodeled, this vintage brick colonial blends timeless charm with modern comfort. Tucked away in a private spot just minutes from Sheridan College, the Powder Horn, and the Bighorns, it’s a perfect retreat for up to 9 guests. Enjoy mountain views from the spacious deck—ideal for relaxing afternoon sessions. Though hidden and peaceful, you’re still right in town. Thoughtful updates, classic character, and unbeatable location make this a standout stay.

Cozy and Charming Bungalow

We welcome you to come experience a convenient and charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown shops and wonderful restaurants. 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

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.

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.

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. Visit historic downtown Sheridan and enjoy a day of shopping or visit one of the many local western museums. Spend an evening out to one of our local breweries and enjoy some local talent. Take a day rip enjoying the mountains only 20 minutes from the Holloway Hideaway front door.

Townhome Minutes from Downtown Sheridan

Come stay at this cozy, 2 BR, 1.5 Bath Townhome!! This is a recently built unit, conveniently located a 1 min drive or approx 15 min walk from downtown Sheridan. FREE onsite parking!! Explore all Sheridan has to offer including restaurants, breweries, music, downtown storefronts and coffee shops. Or take a drive to the mountains and enjoy the Big Horns. This fully furnished, fully stocked home is ready for you to stay!