Holiday houses in Sheridan County

5.0 out of 5 average rating, 132 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 our charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown, M & M Ice Rink, Fairgrounds, and less than 20 minutes to the Equestrian Center. 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.

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4.99 out of 5 average rating, 220 reviews

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

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.

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4.93 out of 5 average rating, 114 reviews

Cozy Suite

Tucked away on a quiet street in Sheridan, the Cozy Suite offers a peaceful and comfortable place to land while still being close to everything in town. A plush queen bed and spacious ensuite bathroom make it effortless to unwind after a day of exploring. Natural light pours in through large windows, or pull the blackout curtains for a slower morning and a few extra zzz’s. Step outside to enjoy the patio, a perfect spot for a quiet morning coffee or a relaxed evening under the café lights.

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4.95 out of 5 average rating, 580 reviews

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.

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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

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4.95 out of 5 average rating, 217 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. This tiny home will feel spacious with its vaulted ceilings and extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

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5.0 out of 5 average rating, 22 reviews

Apartment in Sheridan

Carriage Loft | King Bed, Fast WiFi, Walk Downtown

Your own private loft on the quiet side of Sheridan, tucked down a gravel drive with free parking and keypad self check-in. Upstairs: a king bed, queen sleeper sofa, a dedicated workspace, and two big windows. Downstairs: a spacious kitchen with a stocked coffee bar and full bath. Independent A/C and heat on each floor, plus fast WiFi built for remote work. Walk to Kendrick Park, Big Goose Creek, and downtown dining and shops. Message us with any questions, we would love to host you.

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A modern two-story home featuring a welcoming porch with comfortable seating and a sleek exterior design. Gravel landscaping surrounds the property, complemented by small shrubs and grasses. Large windows invite natural light, while a decorative wooden fence enhances the outdoor space's privacy.

5.0 out of 5 average rating, 307 reviews

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.

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4.9 out of 5 average rating, 49 reviews

The living area showcases a modern design with a spacious seating arrangement and a flat-screen television on a minimalist stand. Light reflects off polished floors, while a doorway leads to the bedroom. Plants add a hint of greenery to the inviting space.

Apartment in Sheridan

Vaulted Den — Chic 1BR with Fireplace

Step into The Vaulted Den — a thoughtfully designed 1-bedroom retreat just off North Gould Street in downtown Sheridan. Enjoy vaulted ceilings, in-floor heat, and a modern electric fireplace that creates an instant sense of calm. Work comfortably at the standing desk with a balance board, recharge with wellness gear, or unwind by the fire. Walk to coffee, dining, and breweries, then return to a quiet, private space that feels effortlessly elevated.

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The kitchen is open to the living area, showcasing modern appliances and a spacious countertop. A dining table with yellow chairs sits in the corner, while light streams in through large windows, enhancing the warm tones of the wooden flooring.

4.97 out of 5 average rating, 100 reviews

Lovely home close to downtown

Welcome to our 2 bedroom, 1 bathroom home. It is a 5 minute walk from downtown or the walking paths. The kitchen is well equipped, and is open to the living room. This open concept is great for chatting while you cook. The backyard has patio furniture and a grill. The bedrooms have black-out curtains and cozy beds. The front door is equipped with a wifi lock for easy anytime access for our guests. Fast wifi internet and Netflix is provided.

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5.0 out of 5 average rating, 17 reviews

Cedar & Sage House | A Calm & Charming Retreat

The Cedar & Sage House — a cozy cottage tucked in a quiet neighborhood, just 1 mile from downtown & the airport. Filled with natural light, this charming 2BR offers modern comfort, fast fiber internet, Smart TV, and a full kitchen. Enjoy the fenced backyard with patio, grill & fire pit. Perfect for families, couples, or travelers with a furry friend. Modern amenities & personalized services make this the perfect spot in Sheridan.

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4.97 out of 5 average rating, 481 reviews

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

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 under 18 or pets. We are unable to accommodate service dogs due to host's allergies.

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