Vacation rentals in Sheridan

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Top-rated vacation rentals in Sheridan

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 192 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.

Top guest favorite
A rooftop patio is furnished with red Adirondack chairs arranged around a modern gas fire feature. The warm glow of the flames contrasts against a sunset backdrop of rolling hills and mountains, set on a wooden deck.
Condo in Sheridan
5 out of 5 average rating, 14 reviews

Blue Line Condo, at the Ice Haus, downtown luxury

Welcome to the Blue Line Condo, your ideal home base in downtown Sheridan. Located in the Ice Haus, est. 2024, we are 1 of 8 multi-level condos. On the main floor is the Ice Haus Eatery which includes coffee, ice cream, sandwiches, liquor sales and the Penalty Box Bar. While the vibe downstairs is fun, they close at 9 pm and the condo offers a peaceful retreat. Just a few blocks away, you'll find the historic charm of downtown, we are next to the M&M Center ice rink and city trail system.

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, 528 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

Top guest favorite
The cabin features a large wrap-around porch supported by rustic wooden posts. A set of outdoor seating frames the entrance, with steps leading to the front door. Lush greenery surrounds the cabin, enhancing the connection to nature.
Guesthouse in Story
4.98 out of 5 average rating, 124 reviews

Creekside Cabin at Story Brooke Lodge

Come relax at a cozy cabin along Piney Creek with a large wrap around porch. Open your windows to listen to the water running by all night with fresh cool air. The cabin features a queen size bed and a pull out couch. Kitchenette includes a sink, Keurig, toaster oven, microwave, hot plate, and mini fridge. The cabin features a gas fireplace, a covered porch with skylights and also has a glass dining table with four chairs. This cabin has cable TV that is also a smart TV and wifi.

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, 119 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.

Top guest favorite
The exterior of the bungalow is depicted, showcasing its Craftsman architecture with a welcoming front porch. Large windows reflect the warm lights inside, complemented by landscaped flower beds with blooming plants, creating an inviting first impression.
Home in Sheridan
5 out of 5 average rating, 32 reviews

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.

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
4.95 out of 5 average rating, 164 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. This tiny home will feel spacious with its vaulted ceilings and loft. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the open loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home. A fully equipped kitchenette, and fast Wifi await.

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

Top guest favorite
The living room features a warm-toned sofa paired with a light accent chair. A round coffee table is centered on a patterned rug. Bar stools are positioned at a kitchen counter in the background, and natural light enters through a nearby window, enhancing the inviting space.
Townhouse in Sheridan
4.98 out of 5 average rating, 136 reviews

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!

Top guest favorite
Home in Sheridan
4.95 out of 5 average rating, 480 reviews

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

Just minutes from downtown Sheridan and historic Main Street, this cozy 2-bed, 1-bath retreat offers an affordable, high-quality stay for up to six guests. Enjoy two queen bedrooms, a sleeper sofa, a fully equipped kitchen, fast WiFi, and a small enclosed yard ideal for your pup. Close to shops, breweries, and the Bighorns, it’s the perfect home base to relax, recharge, and explore everything Sheridan has to offer.

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, 133 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
Apartment in Sheridan
4.98 out of 5 average rating, 459 reviews

Stylish 1BR Near Main St |The Troubadour Suite

Experience refined comfort in this bright, beautifully updated cottage near downtown Sheridan. Blending historic charm with modern ease, it features a spacious living area, fully equipped kitchen with local coffee, radiant heat, and a cozy queen bedroom. Perfect for business travelers or couples seeking a quiet, high-quality retreat close to Sheridan’s best dining, shopping, trails, and parks.

Popular amenities for Sheridan vacation rentals

When is the best time to visit Sheridan?

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Avg. priceG$26,779 GYDG$27,198 GYDG$25,942 GYDG$27,198 GYDG$30,545 GYDG$34,102 GYDG$39,332 GYDG$33,265 GYDG$29,499 GYDG$26,151 GYDG$25,524 GYDG$25,105 GYD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Sheridan?

    Yes! Work meets play with ease at over 70 vacation rentals in Sheridan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sheridan?

    Four-legged friends are welcome in Sheridan. Choose from more than 50 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Sheridan?

    Experience the best of Sheridan with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sheridan have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Sheridan. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sheridan have a bbq area?

    Absolutely! We offer over 10 apartment rentals with a bbq area in Sheridan. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Sheridan have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Sheridan. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in Sheridan?

    Sheridan has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Sheridan?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Sheridan

  • Total vacation rentals

    Explore 130 vacation rentals in Sheridan

  • Nightly prices starting at

    Sheridan vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Sheridan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Sheridan rentals

  • 4.9 Average rating

    Sheridan stays are highly rated by guests—averaging 4.9 out of 5!

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