Vacation rentals with outdoor seating in Sheridan

A dining area features a wooden table surrounded by four chairs. Colorful abstract artwork is displayed on the walls, contributing to a vibrant atmosphere. A ceiling fan is visible above, and a doorway leads into the kitchen area, creating an open feel in the space.

4.94 out of 5 average rating, 31 reviews

Modern 2 Bedroom 6 Blocks to Main St. King & Queen

Check out our discounts for weekly and monthly rentals. This home is strictly a vacation rental property, comparable to a modern Hotel Suite. Easy access entrance has low profile steps and hand bars, suitable for elderly and those with mobility issues. Roku TVs in both bedrooms. The Lamps double as charging stations. One block north is Kendrick Mansion & Park, city pool & Ice Cream stand. Whitney Park is 3 blocks east with a fountain splash pad to beat the heat. Easy access to the bike path

4.94 out of 5 average rating, 33 reviews

The Pearl - Luxe Gem | Fire Pit, King & Walkable

Immerse yourself in the heart of Sheridan Wyoming with our cozy 3-bedroom retreat, 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. Steps away from bustling eateries, vibrant bars, boutique shopping, museums and galleries - a perfect spot for exploring. Message us to unlock the secrets of Sheridan from your own serene haven and hom

4.99 out of 5 average rating, 178 reviews

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

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.

4.98 out of 5 average rating, 52 reviews

A welcoming living area features a comfortable sofa positioned opposite a modern television. Surrounding elements include stylish chairs, a wood coffee table, and decorative cushions. Large windows allow natural light, while a cozy fireplace adds warmth to the inviting atmosphere.

Loft in Sheridan

Luxurious, downtown loft with a warm, family feel

Enhance your dream vacation, by booking this luxurious 1700 sq. ft. loft in the heart of Historical Downtown Sheridan, WY. Experience a bit of the wild west, while soaking in all the local amenities: with 3 craft breweries (within walking distance), numerous restaurants, local coffee houses, street art & live music; fabulous specialty shops, beautiful parks, family friendly activities, outdoor pools/splash parks, fitness facilities, and miles of walking/bike paths. This is the place to stay!

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.

4.93 out of 5 average rating, 81 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!

4.97 out of 5 average rating, 102 reviews

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

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.

The exterior of a vintage brick colonial home is showcased, featuring a well-maintained pathway lined with green grass. A spacious covered porch extends along one side, adorned with seating. Nearby trees and shrubs provide natural beauty, while clear blue skies add to the serene atmosphere.

5 out of 5 average rating, 5 reviews

3ksqft | PetsOK | Mountain View| The Bondline Home

Built in 1937 and beautifully remodeled, this vintage brick colonial blends timeless charm with modern comfort. Tucked away in a private spot just minutes from Sheridan College, the Powder Horn, and the Bighorns, it’s a perfect retreat for up to 9 guests. Enjoy mountain views from the spacious deck—ideal for relaxing afternoon sessions. Though hidden and peaceful, you’re still right in town. Thoughtful updates, classic character, and unbeatable location make this a standout stay.

The exterior of a single-story home is shown, featuring a welcoming front porch with steps leading to the entrance. A well-maintained lawn and landscaped area complement the gray siding. Two large trees provide shade, and a paved driveway leads to a two-car garage on the right side.

4.96 out of 5 average rating, 113 reviews

Cozy 3BR Sheridan Home Close to Walking Paths

Located 5 minutes from Downtown Sheridan, this cozy home is the perfect place for travelers headed to the Big Horn Mountains or just passing through on the way to Yellowstone or Tetons National Park. And since this home is so close to Downtown, visitors can enjoy weekly local events and the Fair Grounds. Take time to meander or run on the jogging path with a stocked pond just minutes from the house as well. This home is ideal for a family or small group wanting to enjoy Wyoming.

A charming two-story home is presented with a warm wooden exterior and green trim. A covered front porch features multiple rocking chairs, welcoming guests. The well-maintained yard includes a concrete pathway leading to the entrance, flanked by shrubs and mature trees amidst a clear sky.

4.96 out of 5 average rating, 55 reviews

Walk to historic downtown, backyard, pets welcome!

Experience the vintage charm and cozy atmosphere of the Burkitt Bungalow, a beautifully renovated 100-year-old downtown family-style home in the heart of Sheridan, Wyoming. This vacation house offers the perfect blend of history and modern comforts, with 3 1/2 bedrooms, 2 bathrooms, 2 living rooms, and a fully stocked kitchen. Located just 3 blocks from downtown, you'll be within walking distance of all the best restaurants, shops, and nightlife that Sheridan has to offer.

A stylish living area features a modern leather sofa and patterned chairs, accentuated by warm natural light from large windows. A dining table with woven chairs complements the inviting space, while wall art adds a touch of character.

5 out of 5 average rating, 254 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.

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.

5 out of 5 average rating, 32 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.

A bright living room features comfortable seating with a gray sofa and a green accent chair. Large windows allow natural light, complemented by curtain treatments. A decorative area rug occupies the wooden floor, while a television is mounted on a low wooden cabinet. A welcoming atmosphere is created.