Holiday rentals with outdoor seating in Sheridan County

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Top-rated Holiday Houses with Outdoor Seating in Sheridan County

Guests agree: These Holiday Houses with Outdoor Seating 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, 187 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.

Guest favourite
An open-concept living area showcases a blend of comfort and functionality. Leather sofas and wooden chairs are arranged around a coffee table. A modern kitchen with an island is visible in the background, along with a dining table and access to outdoor space through sliding glass doors.
Home in Sheridan
4.86 out of 5 average rating, 22 reviews

"Slice of Paradise" Tranquil Rural Escape + Spaceo

Immerse yourself in some of the best of Sheridan Wyoming with our cozy 3-bedroom getaway, designed for memorable stays. Offering seamless self check-in, complimentary Wi-Fi, and coffee & tea, your comfort is our priority. Experience the ease of a private kitchen, bathroom, and a welcoming living space in this amazing guest house. Just a short drive away from bustling eateries, vibrant bars, boutique shopping, museums and galleries - a perfect spot for relaxation and experiencing rural Sheridan,

Guest favourite
An outdoor seating area is showcased with comfortable wicker chairs arranged around a central fire pit. String lights hang overhead, creating a soft ambiance. A gravel surface surrounds the seating, complemented by greenery in the background.
Home in Sheridan
4.88 out of 5 average rating, 56 reviews

Pet friendly home with yard. The Wyoming Gem

Cozy & Quiet & Close to Everything Your whole family (Dogs who are well behaved are welcome too at no extra charge) will be close to everything when you stay at this centrally-located, newly renovated, historic home with a fully fenced back yard, deck with outdoor seating, a fire pit area, dining area, and a covered swing. A park with entrance to one of the many walking trails is just down the street & getting to downtown is just a stroll away while shopping centers are within a 5 min car ride.

Guest favourite
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, 12 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.

Guest favourite
A spacious bedroom is illuminated by natural light filtering through large windows with sheer curtains. A luxurious bed with crisp white linens is complemented by decorative pillows. A plush bench sits at the foot of the bed, and a small workspace with a desk is nearby.
Home in Sheridan
4.94 out of 5 average rating, 93 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
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, 454 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!

Top Guest favourite
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, 29 reviews

The Magpie Cabin - it's adorable & close to town!

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 favourite
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, 120 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 favourite
A wooden porch is shown, furnished with a comfortable red chair and a glass-top table. Flower pots hang from the railing, complementing the view of the green pasture and distant hills. Cattle can be seen grazing in the field, showcasing the rural landscape.
Guesthouse in Clearmont
4.97 out of 5 average rating, 100 reviews

Rustic 3 BR/2 Bath on Wyoming Ranch

Host pays service fees! This spacious home on a working ranch is perfect, whether just traveling through (Yellowstone,Mt Rushmore) or wanting to stay longer. We recommend 2 nights based on conversations with past guests! Get away from city life & escape the 9-5, have coffee on the deck with view of the Big Horn Mtns and wildlife sightings. Can work remotely with Great WIFI/cell service, enjoying a quiet respite. 3 BR sleeps 8. Located 30-45 minutes from 3 historical towns.

Top Guest favourite
A single-story home with a light gray exterior and stone accents is framed by lush green grass and a large tree. The welcoming front porch features seating and flower planters, with an arched window allowing natural light into the interior.
Home in Sheridan
5 out of 5 average rating, 11 reviews

Holly Ponds Getaway

Kick back and relax in this calm, stylish space. Enjoy a great walk along the ponds with lots of wildlife on Sheridan’s greenway which is located right behind the house. The neighborhood is quiet and friendly, so it is a wonderful place to sit outside and enjoy a wonderful view of the Big Horn Mountains. We hope you enjoy our home, we do when we visit. The furniture is all new and very comfortable and there is a desk for those of you who choose to try and work while here.

Top Guest favourite
The kitchen and dining area showcase a round wooden table surrounded by wooden chairs. Natural light filters through the windows, enhancing the space. A stainless steel refrigerator stands adjacent to a door leading outside, while warm wooden flooring complements the inviting ambiance.
Home in Big Horn
5 out of 5 average rating, 18 reviews

The Big Horn Cottage

Kick back and relax by the creek in this quaint, stylish little cottage at the foot of the Bighorn Mountains. The extra-spacious "BHC" is just 10 minutes from the Red Grade trails system, a 5 minute walk to the town of Big Horn, a short drive to the Big Horn Equestrian Center or the Powder Horn Golf Club, and a 15 minute commute to Main Street in Sheridan. It's simply the best location for a peaceful stay in one of Wyoming's most beautiful communities.

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, 48 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.

Popular amenities for Sheridan County outdoor seating rentals