Vacation rentals in Sheridan County

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Top-rated vacation rentals in Sheridan County

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Top guest favorite

A white horse grazes peacefully in the lush green pasture, framed by rolling hills and distant mountains. Soft light filters through the clouds, casting gentle rays onto the scene, which is bordered by a wooden fence and trees.

Farm stay in Sheridan

4.99 out of 5 average rating, 176 reviews

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.

Guest favorite

A spacious bedroom is illuminated by natural light filtering through large windows with sheer curtains. A luxurious bed with crisp white linens is complemented by decorative pillows. A plush bench sits at the foot of the bed, and a small workspace with a desk is nearby.

Home in Sheridan

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!

Top guest favorite

The open living space features a modern dining table surrounded by six stylish chairs. A cozy couch sits in the corner, and a TV is mounted on the wall. Accenting the area, framed artwork and a decorative wall piece add character.

Home in Sheridan

5 out of 5 average rating, 246 reviews

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

Guest favorite

An exterior view of a red metal building features a gray door and a welcome mat. A spacious grass area extends in the background, with a fenced area that includes a goat. Blue skies and scattered clouds add to the serene setting.

Guesthouse 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.

Top guest favorite

A rustic log cabin is surrounded by lush green grass and large trees. The porch features a railing, while the cabin's wooden exterior blends naturally with the outdoor environment. The structure is designed to provide a cozy retreat with easy access to the surrounding landscape.

Cabin in Banner

4.95 out of 5 average rating, 496 reviews

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

Guest favorite

A light-filled living area features a cozy sofa with accent pillows, a wooden coffee table, and a TV on a stylish stand. Natural light filters through two windows adorned with sheer curtains. A yellow accent chair and small table enhance the space's inviting ambiance.

Apartment in Sheridan

4.89 out of 5 average rating, 36 reviews

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.

Top guest favorite

A charming two-story home is presented, with a covered front porch and an American flag displayed. A rustic metal sculpture is visible in the foreground, with pebbled landscaping leading to the walkway. Lush green grass surrounds the home, enhancing the welcoming exterior.

Bungalow in Sheridan

5 out of 5 average rating, 111 reviews

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.

Guest favorite

The exterior of a tiny home features a deep blue facade with natural wood trim and a covered porch. A welcoming white door is framed by a large window, while a sign indicating 'PARK HERE' is placed on the porch. The yard is gravel-covered, with planters decorating the entrance.

Tiny home in Sheridan

4.96 out of 5 average rating, 123 reviews

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.

Guest favorite

A bright living room features comfortable seating with a gray sofa and a green accent chair. Large windows allow natural light, complemented by curtain treatments. A decorative area rug occupies the wooden floor, while a television is mounted on a low wooden cabinet. A welcoming atmosphere is created.

Home in Sheridan

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.

Top guest favorite

The guest house features a wooden exterior with a green metal roof, highlighted by large windows on the upper level. A spacious porch with chairs and a table is shown, providing a view of the surrounding landscape and stone landscaping.

Home in Dayton

4.99 out of 5 average rating, 119 reviews

Our Little Tongue River Guest House

Beautiful location right on the Little Tongue River with river access right outside the back door! Located 1 mile outside Dayton, on the bank of the Little Tongue River at the base of the Big Horn Mountains. The house is surrounded by wildlife and stock, with amazing views in all directions. Hiking and Fishing available on the property as well as in the nearby surrounding area. Close to Sheridan.

Top guest favorite

A lush green yard is visible, featuring several blue spruce trees and a winding creek. A garden area is enclosed by a fence, while a modern home sits in the background. Additional trees and open fields add to the scenic landscape.

Guesthouse in Sheridan

4.97 out of 5 average rating, 418 reviews

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.

Top guest favorite

A back deck is covered by a wooden pergola, offering a relaxing area with a cozy seating arrangement. Rattan furniture is positioned around a coffee table, and there are hanging flower baskets adding a touch of greenery. Natural light illuminates the exposed brick walls in the background.

Loft in Sheridan

4.99 out of 5 average rating, 148 reviews

The Loft on Main in Sheridan, WY

Historic building, fully renovated, open floor plan & exposed brick walls, gorgeous hardwood floors & fireplace, huge granite island w/ comfortable seating plus an expansive dining table for 8. Balcony view over Main Street for the rodeo parade & street dance, 3rd Thursday Street Fest. Downtown Loft Eateries Shopping Nightlife Central