Vacation rentals in Sheridan County

4.99 out of 5 average rating, 172 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.

4.98 out of 5 average rating, 193 reviews

A wooden deck extends towards a gentle stream, surrounded by lush greenery and tall trees. Two woven chairs and a small table are positioned for relaxation. A floral arrangement in a pot adds a touch of color, complementing the natural setting.

Guesthouse in Story

The Inn on the River

Relax and enjoy the abundant wildlife at our guest house on North Piney Creek in beautiful Story, WY. This 2nd floor guest house offers 2 bedrooms with adjoining full bath. There is a kitchenette with a dorm size refrigerator, toaster, countertop oven and coffee pot. We have just expanded our AirBNB to include a vintage sheep wagon that accommodates 2 people. There is NO bathroom in the sheep wagon. Bathroom and kitchenette are located in the guesthouse. Only 1 party is accepted nightly.

A modern coffee station is displayed on a clean countertop, featuring a stainless steel coffee maker and a black coffee pot. Surrounding tools include a set of white utensils in a holder, along with glass containers of spices and seasonings.

5 out of 5 average rating, 8 reviews

The Jefferson Suite

Relax in this calm, stylish space, just blocks from downtown. The Jefferson Suite boasts one inviting bedroom with a cozy queen bed. You'll find all the comforts of home. With amenities like WiFi, a washer/dryer, AC, heating, coffee pot, all pans and dishes, hair dryer and completely new everything. You will be able to have a relaxing stay and Immerse yourself in the welcoming atmosphere directly across the street from the park. A great place to take time and unwind after a day of exploring.

The spacious living area features rustic wooden beams and warm lighting from string lights overhead. A comfortable sofa is positioned near a television, while a dining table and chairs provide seating options. A decorative bison head mounted on the wall adds character to the room.

4.93 out of 5 average rating, 41 reviews

Western Elegance: Downtown Sheridan Base

Discover "Western Elegance" at our downtown Sheridan base, where historic charm meets modern comfort. Managed by Wyo Stays, this exclusive retreat is designed for those who seek a unique Wyoming experience. Located in the heart of historic downtown Sheridan Wyoming, our property offers easy access to local culture, dining, and the serene beauty of the West. Perfect for adventure seekers and relaxation enthusiasts alike, enjoy a stay that’s as captivating as the landscape that surrounds it.

4.94 out of 5 average rating, 487 reviews

A spacious bed is showcased with a patterned quilt featuring a western design. Soft lighting from a nearby lamp illuminates the rustic log cabin walls, while a window allows natural light to enhance the inviting ambiance of the room.

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

A charming exterior of a small house is depicted, featuring light blue siding and a vibrant orange front door. Green grass surrounds the property, with well-maintained trees and a white picket fence in the background, adding a welcoming touch to the entrance.

4.95 out of 5 average rating, 263 reviews

King Bed | Walk to Park/Main | Cozy | Pets OK

Welcome! We're excited to offer you a charming and inviting 450 sqft basement apartment, located just a block away from downtown. Recently renovated with top-of-the-line features, including a brand new kitchen, remodeled bathroom, and a lavish King size bed - this cozy space offers the perfect place to retreat and relax. If you're traveling with your pet, our small shared backyard offers a great spot to play, and the nearby Whitney Commons offers some of the best walking paths in town

A wooden shelf displays a variety of dishware including patterned plates, clear glasses, and colorful cups. A white pitcher and kitchen utensils are also visible. Hanging below the shelf are two turquoise oven mitts, complementing the organized kitchen space.

4.87 out of 5 average rating, 31 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.

5 out of 5 average rating, 107 reviews

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

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, 114 reviews

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

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.

4.98 out of 5 average rating, 120 reviews

A well-maintained restroom features a clean white toilet paired with a decorative woven wall hanging. A small basket with toiletries is placed atop the toilet tank, complemented by a roll of toilet paper and a black wastebasket on the floor.

Townhouse in Sheridan

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!

A modern kitchen features a light-colored countertop complemented by teal cabinetry. Natural light streams through a nearby window, illuminating the space. A gold light fixture hangs from the ceiling, and a sleek white dishwasher stands beside the stove, creating a functional cooking area.

4.95 out of 5 average rating, 455 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

5 out of 5 average rating, 115 reviews

Lush green fields are complemented by a landscape of rolling hills and distant mountains. Irrigation equipment is visible, with water spraying across the grass. Fluffy white clouds scatter across a bright blue sky, creating a tranquil outdoor setting.

Home in Dayton

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.

Vacation rentals for every style

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Popular amenities for Sheridan County vacation rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sheridan County

4.85 out of 5 average rating, 158 reviews

The Farmhouse at Lincoln Suites, Sheridan Wyoming

DylanRating, 5 stars1 month ago

beautiful place seems brand new! perfect for 3 of us with plenty of room while we were in Sheridan for work.

A sweeping view of the expansive green landscape is showcased under a dynamic sky filled with layered gray clouds. Rolling hills and open fields merge in the distance, with clusters of trees and a few distant structures subtly integrated into the tranquil scenery.

Guest suite in Parkman

4.84 out of 5 average rating, 101 reviews

Peaceful Studio with a view

NathanielRating, 5 stars1 week ago

Kandy was a kind and wonderful hostess. Super helpful, comfortable place and just as described. Thank you!

A bright interior space features warm wooden walls and light wood accents. A cozy armchair is positioned beside a small table near a large window, offering views of the surrounding landscape. A dining area and kitchen are visible in the background, adding to the inviting atmosphere.

Home in Banner

5 out of 5 average rating, 4 reviews

The Magpie Cabin - it's adorable & close to town!

CarolRating, 5 stars1 day ago

We had a very relaxing stay at Aubrey's place. It's a beautiful house in a beautiful setting.

5 out of 5 average rating, 16 reviews

Home in Big Horn

The Big Horn Cottage

SharonRating, 5 stars2 months ago

You can't do better than staying with Polly. Clean, cozy, stylish - everything you would want for a home away from home. Cozy when it was cold - well working fireplace. Glorious when sunny with sunlight coming in through kitchen windows. Location provides peace and quiet with easy access to mountains, trails at the Britton and Red Grade road as well as Sheridan. Everything in the house chosen with an artist's eye for comfort and style. Polly was generous, thoughtful and immediately responsive. Can't wait to return.

Superhost

The kitchen features white cabinetry and granite countertops, with a stainless steel gas stove and hood. A microwave is placed on the counter, complemented by a tile backsplash. An adjoining open layout leads toward the dining area, enhancing accessibility and movement within the space.

4.84 out of 5 average rating, 80 reviews

Frackelton Getaway | Fire Pit, Charming & Cozy Ret

JoanRating, 5 stars1 week ago

We enjoyed our stay. Our dogs loved the fenced back yard. The bed was very comfortable. There were good local restaurants. The internet was down, and we received a $20 refund for the inconvenience.

4.91 out of 5 average rating, 78 reviews

A modern shower space is presented, featuring textured stone tiles in various earthy tones. The sleek showerhead is installed on the wall, while the floor displays a mosaic of smooth pebbles, providing a natural feel to the area.

Cabin in Arvada

Country Cabin | Gateway to the Big Horn Mountains

BrynnaRating, 5 stars2 weeks ago

This was an amazing place to spend the night on our road trip! The place was cute, private, and clean. I especially loved the stone shower!! There were plenty of amenities available. The land is vast and we even got to catch a glimpse at some of the cattle this morning. Amazing stay!

An outdoor seating area features a circular fire pit surrounded by six white Adirondack chairs. The exterior of the house is clad in light-colored siding, and large glass doors provide access to the interior. A tree offers partial shade in the background.

4.93 out of 5 average rating, 30 reviews

The Pearl - Luxe Gem | Fire Pit, King & Walkable

ShelleenRating, 5 stars1 month ago

This is one of the best houses I have stayed in. The hosts are very friendly and I felt right at home during my stay. The beds are so comfortable and it is a quick walk to Main Street.