Holiday rentals in Sheridan

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Top-rated holiday rentals in Sheridan

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

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Top guest favourite
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, 194 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 favourite
Apartment 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!

Guest favourite
Home in Sheridan
4.93 out of 5 average rating, 96 reviews

Cozy Master suite

Master suite conveniently located in town on a quiet street. Located in a private, tucked-away location, you enjoy wide-open Wyoming skies while having the benefit of in-town access. A luxurious queen bed and a spacious ensuite bath will help you unwind after a day of adventuring. Natural light washes in through big windows unless you pull the black-out curtains tight for some extra zzzs in the morning! Having rocking chairs and solar cafe lights outside is a must, and we've got you. Enjoy!

Top guest favourite
Cabin in Banner
4.95 out of 5 average rating, 535 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 favourite
Bungalow in Sheridan
5 out of 5 average rating, 120 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 favourite
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, 284 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 favourite
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 favourite
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 favourite
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.
Guest house 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 favourite
A modern living area features a comfortable sectional sofa, accentuated by a light-colored area rug. Bar stools line the kitchen counter, blending with stainless steel appliances. Natural light enters through a window, illuminating the space.
Townhouse in Sheridan
4.98 out of 5 average rating, 137 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 favourite
A back deck is covered by a wooden pergola, offering a relaxing area with a cozy seating arrangement. Rattan furniture is positioned around a coffee table, and there are hanging flower baskets adding a touch of greenery. Natural light illuminates the exposed brick walls in the background.
Loft in Sheridan
4.97 out of 5 average rating, 156 reviews

Luxe Main St Loft with Rooftop Lounge and Balcony

Experience historic downtown Sheridan from our luxurious 2-bed, 2-bath loft in an 1892 building. Comfortably sleeps 6 with two king suites & a cozy alcove. Features a gourmet kitchen, fireplace, and a private balcony overlooking Main Street, perfect for watching parades! Enjoy the best of Sheridan's dining, shopping, and culture, all just steps away from your front door. Walkable with free dedicated parking included.

Top guest favourite
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, 154 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 holiday rentals

When is the best time to visit Sheridan?

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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 apartment rentals in Sheridan have self check-in?

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

  • Do house rentals in Sheridan have a bbq area?

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

  • Do house rentals in Sheridan have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Sheridan. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Sheridan?

    Sheridan has more than 50 family-friendly house 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 20 homes with wifi, over 10 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Sheridan

  • Total holiday rentals

    Explore 140 holiday rentals in Sheridan

  • Nightly prices starting at

    Sheridan holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 7,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Sheridan holiday rentals include wifi 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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