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 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, 121 reviews

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.

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, 195 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
Condo in Sheridan
5 out of 5 average rating, 101 reviews

Stylish Main St. Loft with Balconies and Garage

Stay in a gorgeous modern three bedroom condo right on Main Street Sheridan! You’ll be in the heart of downtown with walking accessibility to restaurants, shops, breweries, & historic sites. Sheridan sits at the base of the Big Horn Mountains that offer the best hiking, fly fishing and exploring around. Sheridan/Big Horn is also home to world class polo matches and renowned art museum a short drive away. Skiing within driving distance and events year-round make Sheridan a wonderful destination!

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, 132 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 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.
Home in Sheridan
5 out of 5 average rating, 286 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.

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, 176 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
The exterior of the two-level condo is presented, featuring a combination of siding and wooden balconies. The driveway leads to the garage, with recycling and trash bins visible to the side. Natural landscaping and trees border the property, enhancing the serene environment.
Home in Sheridan
5 out of 5 average rating, 61 reviews

Buffalo Hideout

Enjoy your stay at this newly remodeled quiet condo along Goose Creek in a private neighborhood. The Buffalo Hideout features a fenced in backyard with a patio, front patio over looking the creek and bike path, full kitchen, private laundry, and two queen beds. Sheridan is a western town, and we strive to create a unique western experience for you with authentic decorations. Minutes away from downtown and conveniently off I-90.

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, 451 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.

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
4.97 out of 5 average rating, 138 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, 484 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.

Guest favorite
A spacious living area features large windows that fill the room with natural light. The room is designed with industrial elements, including exposed brick walls and a ceiling with metal beams. A comfortable sofa and a round coffee table are positioned on a textured rug, enhancing the inviting atmosphere.
Home in Sheridan
4.93 out of 5 average rating, 136 reviews

Modern Historic Loft | Walk to Breweries & Coffee!

This loft is a brand new renovation of the coolest building in town! Clean, new and a perfect mix of modern amenities with a historic, one of a kind building in the brewery district of Sheridan, WY. It is a ground level loft apartment and the only one of it's kind - no next door neighbors :) The loft is short walk away from Luminous Brewhouse, Black Tooth Brewing and downtown Sheridan. Enjoy your stay!

Top guest favorite
An exterior view of a single-story yellow structure is presented, featuring several windows. A pathway leads to the entrance, bordered by landscaped stones and grass. The surrounding area includes neighboring buildings and utility poles, creating a neighborhood setting.
Home in Sheridan
4.99 out of 5 average rating, 156 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.

Popular amenities for Sheridan vacation rentals

When is the best time to visit Sheridan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ470ﺩ.ﺇ477ﺩ.ﺇ455ﺩ.ﺇ477ﺩ.ﺇ536ﺩ.ﺇ599ﺩ.ﺇ690ﺩ.ﺇ584ﺩ.ﺇ518ﺩ.ﺇ496ﺩ.ﺇ459ﺩ.ﺇ419
Avg. temp-4°C-3°C2°C6°C11°C17°C22°C21°C15°C7°C1°C-4°C

Frequently Asked Questions

  • What are the best places to stay in Sheridan?

    Sheridan has inviting neighborhoods around the historic downtown, as well as quieter areas near the foothills. You can find vacation rentals suited for groups, solo travelers, or families, often with scenic views or easy access to shops and local eateries.

  • What are the best things to do in Sheridan with kids?

    Families often explore local parks, interactive museums, and community recreation centers. Outdoor activities such as hiking, fishing, and wildlife spotting around Sheridan are frequently suggested for children.

  • What are some of the best things to do in Sheridan?

    Explore the historic downtown, visit art galleries, and discover the region’s ranching heritage at museums. Outdoor enthusiasts can enjoy hiking, fishing, and seasonal events that connect with the area’s western traditions.

  • How is the weather in Sheridan?

    Sheridan experiences cold winters, often between 12–36°F (-11–2°C), and warm summers, with highs near 88°F (31°C). Spring and fall feature milder temperatures and occasional rain.

  • When is the best time to visit Sheridan?

    Late spring through early fall is frequently suggested for comfortable weather and outdoor activities. Many visitors enjoy seasonal festivals and longer daylight during summer.

  • What are the best places to visit in Sheridan?

    Sheridan has a charming downtown with historic architecture, local shops, and art galleries. Regional museums and nearby parks are also often recommended for their cultural and natural experiences.

  • What are some hiking trails in Sheridan?

    Around Sheridan, you can explore trails that wind through forests, foothills, and open grasslands. Many visitors choose routes in local parks or nearby recreation areas for birdwatching and accessible paths.

  • What are some family activities we can do in Sheridan?

    Spend time at community parks, enjoy interactive exhibits in area museums, or participate in local arts workshops. Outdoor picnics and seasonal events provide opportunities for all ages.

  • What are some of the best day trip ideas from Sheridan?

    Consider exploring nearby mountain landscapes, historic ranches, or nature preserves for hiking and wildlife viewing. Regional small towns often have antique shops, art studios, and seasonal fairs.

  • Are there any pet friendly accommodations available in Sheridan?

    Many vacation rentals in Sheridan welcome pets, especially in the downtown and residential areas. Parks and walking trails nearby make it convenient for guests traveling with animals.

  • What are some local tips for visiting Sheridan?

    Locals suggest packing layers due to changing temperatures and exploring early mornings for quieter downtown experiences. Trying locally roasted coffee and regional food is often recommended.

  • What is Sheridan known for?

    Sheridan is recognized for its western heritage, vibrant arts scene, and access to scenic mountain landscapes. The city’s history in ranching and Native cultures contributes to its distinct local character.

  • What are the best hidden gems to explore in Sheridan?

    Check out smaller galleries featuring local artists, tucked-away coffee shops, and historic alleyways with murals. Some visitors discover artisan workshops and quiet nature spots around the city.

  • What are the best foods to try in Sheridan?

    Sheridan has locally inspired dishes such as bison burgers, steak, and hearty stews, often paired with regional craft brews. Bakeries, café pies, and flavorful barbecue are frequently suggested.

  • What should I bring for a trip to Sheridan?

    Pack layers for shifting weather, comfortable walking shoes, and a hat for sun protection in the warmer months. A small backpack is useful for exploring parks or attending outdoor community events.

  • What is the nightlife in Sheridan like?

    Sheridan’s nightlife includes laid-back pubs, live music venues, and casual eateries around downtown. Visitors often enjoy evenings of local performances, storytelling, or art events.

  • What are the most popular events or festivals in Sheridan?

    Sheridan frequently hosts rodeos, arts festivals, and summer concerts, with many events anchored around late spring and summer. Community celebrations often highlight the city’s western traditions and creative culture.

  • Are there family friendly vacation rentals in Sheridan?

    Vacation rentals in Sheridan often accommodate families, with homes near parks, museums, and community centers. Many listings provide amenities such as kitchens, outdoor spaces, and extra rooms for children.

Quick stats about vacation rentals in Sheridan

  • Total vacation rentals

    Explore 140 vacation rentals in Sheridan

  • Nightly prices starting at

    Sheridan vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 7,180 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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