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, 191 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 welcoming living area features a cozy armchair near a wooden table and television. Natural light flows in from large windows adorned with light curtains, highlighting the warm wooden floor and textured area rug that adds depth to the space.
Apartment in Sheridan
4.98 out of 5 average rating, 457 reviews

Stylish 1BR Near Main St |The Troubadour Suite

Experience historic charm in our cozy cottage, nestled in a vibrant, picturesque town. This house is bright and airy with access to everything Sheridan has to offer. With a large living area, full kitchen with local coffee and a queen bed and radiant heat this space is perfect for all your needs. You will be close to great restaurants, shopping and all the area attractions. Enjoy the beautiful outdoors with nearby trails and parks just a few minutes away along with a short walk to downtown!

Guest favorite
Guesthouse in Ranchester
4.87 out of 5 average rating, 160 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
An open-concept living area features warm wooden walls and a high ceiling. A round dining table with black chairs sits in the foreground, while a cozy seating area is visible, accompanied by a television and a decorative plant. Natural light filters in, creating a bright ambiance.
Home in Banner
5 out of 5 average rating, 30 reviews

The Magpie Cabin · Big Horn Views & Ranch Stay

Located just 13 miles from Sheridan right off a paved highway, the Magpie Cabin is a cozy, modern getaway on a horse ranch. Enjoy breathtaking sunsets and the authentic feel of ranch life. The cabin includes all of the modern amenities needed to make your stay comfortable (minus a dishwasher). Step onto the porch to possibly see wildlife and horses graze nearby; you might even spot a cowboy training horses right outside! It's the perfect location to stay while you visit the Sheridan area!

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, 123 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 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
4.91 out of 5 average rating, 46 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, 117 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
Home in Story
4.96 out of 5 average rating, 235 reviews

Ponderosa House | Huge Yard, Family-Friendly Retre

Our nest in the pines is the perfect place to rest and enjoy the wildlife. Our clean, comfortable two-bedroom home is ideal for relaxing or as a base to explore the many attractions surrounding the area, including the Big Horns Mountains. Whatever your reason for visiting the area, we are here to make sure you have a great stay. We are in the middle of nowhere, but close to everything. Let us know what you're interested in and we would be happy to assist you.

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, 158 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.

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, 448 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, 135 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, 478 reviews

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

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

Popular amenities for Sheridan vacation rentals

When is the best time to visit Sheridan?

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Frequently Asked Questions

  • 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.

  • 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.

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 € 26 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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