Holiday rentals in Sheridan

4.99 out of 5 average rating, 176 reviews

Farm stay 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.

4.93 out of 5 average rating, 75 reviews

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!

5 out of 5 average rating, 246 reviews

The Wayfarer Bungalow | Fire Pit Under the Stars

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

Guest house in Ranchester

4.87 out of 5 average rating, 145 reviews

WYOHANA Studio

Studio apartment at the edge of town not far from interstate. Full kitchen and tankless hot water. 2 memory foam beds, one is a trundle twin so please let me know if you’re going to need it set up. Large outdoor space for truck and trailer parking, let us know if you’ll need the larger parking area. Beautiful views! Less than a mile to bar and grill, gas station, bakery, coffee kiosk and just a few miles from the Big Horn Mountains. No TV, but there is WiFi! Everything is as seen in photos.

4.95 out of 5 average rating, 496 reviews

Cabin in Banner

Our Little Slice of Heaven 🐶 Pet Friendly

Quiet and Relaxing 1,000 sq ft Cabin with gorgeous view will make you feel like you're in Heaven. 10 miles (16km) outside of Sheridan Wy on Hwy 14, easy access off I-90, with a beautiful drive. This is the perfect get away for you to unplug. Those crisp Wyoming winter days, relax by the stove with a cup of hot coco . Cabin stays cool in summer if you open windows at night and close up in the morning. Pets welcome after approval & $20 pet fee. Must be pet & child friendly. Starlink WIFI

4.89 out of 5 average rating, 36 reviews

Flat in Sheridan

1 minute to historic downtown, pets welcome

Experience a vintage and cozy downtown 1-bedroom private upstairs apartment—the Wild West Loft—conveniently located in the heart of Sheridan, Wyoming! The Wild West Loft offers a modern design with a kitchen and full bedroom featuring a comfy king bed and plenty of storage space. Additionally, it boasts a large living room with a queen sleeper sofa and smart TV. Only three blocks from downtown Sheridan, you’ll be within walking distance of restaurants, shopping, and nightlife.

5 out of 5 average rating, 111 reviews

Bungalow in Sheridan

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.

4.96 out of 5 average rating, 123 reviews

Tiny home in Sheridan

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.

4.95 out of 5 average rating, 460 reviews

★Cozy & Stylish Home Minutes from DT Sheridan★

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.

4.99 out of 5 average rating, 138 reviews

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.

4.97 out of 5 average rating, 418 reviews

Guest house in Sheridan

Big Horn Getaway

The bedroom is in the loft above a working ceramics studio. The bathroom is on the main floor with one flight of stairs. We are located about two miles from the base of the Bighorn Mountains with a beautiful view and lots of privacy. It is a perfect getaway for two people who can handle the stairs. The space is not suitable for children or pets.