Holiday rentals with a patio 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, 33 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

A spacious living area is presented with a large sectional sofa arranged around a circular coffee table. Natural light floods in through multiple windows, while a mounted TV and an elegant fireplace enhance the room's modern aesthetic.

5 out of 5 average rating, 24 reviews

Fully Remodeled home by Main St.

This stylish place with lots of parking, is perfect for family and friends. The Jefferson house in Sheridan offers an excellent location to Main St, as well as a fully remodeled home. Every detail of the kitchen was redone with short term guests in mind. From custom countertops, 5' refrig, multiple coffee dispensers and instant filtered hot water, to new beds, laundry, fireplaces, patios front and back, cable, wifi and huge couches for relaxing. We thought about what you would want in a home.

5 out of 5 average rating, 12 reviews

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

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.

4.96 out of 5 average rating, 55 reviews

An inviting living area showcases a large coffee table centered on an ornate area rug, framed by comfortable leather sofas. Warm light is emitted from two lamps on side tables. A dining area is visible in the background, and large windows provide natural light.

Cabin in Sheridan

Beautiful 3 Bedroom 2 Bath Rustic Cabin

Welcome to your home away from home. This newly remodeled rustic retreat has great amenities indoor and out. Come enjoy this 3 bedroom 2 bath cabin which features WIFI, Smart TV, central air-conditioning, gas fireplace and a well-equipped kitchen. Fully furnished, easy access main floor, comfy beds and plenty of space to rest and relax. Located just minutes to Sheridan and the Bighorn Mountains this area offers many outdoor activities, local attractions, restaurants, museums and shopping.

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.

4.94 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!

4.97 out of 5 average rating, 119 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.

5 out of 5 average rating, 117 reviews

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

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.

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.

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.

The exterior of the bungalow showcases a charming Craftsman design beneath a canopy of trees. A wraparound porch with large windows creates an inviting entrance, surrounded by vibrant flowers and lush greenery in a landscaped garden. The overall structure displays a blend of historical architecture and natural beauty.

5 out of 5 average rating, 26 reviews

The Historic Benham-Johnston Bungalow

Welcome to the Benham-Johnston Bungalow, an exquisitely restored 1915 Craftsman home just a few blocks from Main Street in the heart of Sheridan. This fully furnished, 1,900-square-foot retreat is brimming with historical charm, art, and creature comforts. Enjoy ample private parking, a blend of modern and historic amenities, and a truly timeless stay. I’m Joe, your host, and I’m just a message away if you need anything, please feel free to reach out anytime.

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, 275 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 kitchen is open to the living area, showcasing modern appliances and a spacious countertop. A dining table with yellow chairs sits in the corner, while light streams in through large windows, enhancing the warm tones of the wooden flooring.

4.98 out of 5 average rating, 80 reviews

Lovely home close to downtown

Welcome to our 2 bedroom, 1 bathroom home. It is a 5 minute walk from downtown or the walking paths. The kitchen is well equipped, and is open to the living room. This open concept is great for chatting while you cook. The backyard has patio furniture and a grill. The bedrooms have black-out curtains and cozy beds. The front door is equipped with a wifi lock for easy anytime access for our guests. Fast wifi internet and Netflix is provided.

4.9 out of 5 average rating, 10 reviews

A modern cabin with wooden siding presents a clean design featuring large windows that allow natural light to fill the space. A two-car garage complements the structure, while a smooth concrete driveway leads to the entrance, surrounded by landscaped gravel.

Cabin in Sheridan

Cedar & Stone Cabin

Escape to this modern, cozy cabin in beautiful Sheridan, Wyoming. Thoughtfully designed for comfort and style, it sleeps 4 and features a private sauna, backyard fire pit, and inviting atmosphere. Just minutes from downtown and the stunning Bighorn Mountains, it’s the perfect blend of relaxation and adventure. Whether you're sipping coffee at sunrise or unwinding under the stars, this peaceful retreat offers a stay you won't forget.

Popular amenities for Sheridan Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

A well-equipped kitchen features a dark wooden countertop and a modern sink, with white tiles surrounding the area. An oven and stove provide cooking facilities, while a view into an adjoining dining space is visible, accentuated by a colorful area rug.

4.96 out of 5 average rating, 25 reviews

Artful Abode Main Level Cottage in Sheridan, WY

Superhost

A serene bedroom features a spacious bed dressed in white linens with yellow accent pillows. Natural light floods the room through sheer curtains, while a small vase of flowers rests on a nearby nightstand. Soft beige walls complement the cozy atmosphere.

4.81 out of 5 average rating, 37 reviews

Chic Residence Near DT Sheridan

A spacious living area features a large sectional sofa, complemented by two armchairs and a wooden side table. Natural light fills the room through a wide window, adorned with light curtains. A flat-screen television is mounted on the wall, providing entertainment options.

5 out of 5 average rating, 14 reviews

Cozy Creekside Retreat

A spacious room features a queen bed with a colorful quilt, a gray sofa, and a recliner. Natural light enters through two windows with dark curtains, while a lamp illuminates a small table beside the seating area. The carpeted floor adds comfort to the space.

4.82 out of 5 average rating, 11 reviews

Mother-in-law Suite

Holiday House Rentals with a Verandah

A bright kitchen features large windows that provide a view of the outdoors. An island with a smooth countertop centers the space, complemented by modern pendant lights overhead. The cabinetry is light-colored, and dark flooring contrasts with the lighter tones.

4.93 out of 5 average rating, 15 reviews

Stunning 3 Bedroom in Heart of Sheridan

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.

4.95 out of 5 average rating, 59 reviews

Walk to historic downtown, backyard, pets welcome!

A bright living area is furnished with light gray sofas positioned around a soft area rug. Natural light enters through windows, and a decorative piece featuring animals adorns the wall. A sliding barn door adds a rustic touch, while a TV is mounted for entertainment.

4.84 out of 5 average rating, 38 reviews

Fenced Yard | PetsOK | Central Air | Sleeps 5

The exterior of the home features a blend of stone and wood, showcasing a welcoming porch area. Large windows allow natural light to enter, while tall trees provide shade surrounding the property.

4.84 out of 5 average rating, 43 reviews

Hillcrest Home

5 out of 5 average rating, 18 reviews

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

The Big Horn Cottage

5 out of 5 average rating, 15 reviews

A single-story house is shown with light brown siding and a pitched roof. A blossoming tree stands prominently in the foreground, while a green lawn stretches in front of the house. Nearby, a small set of stairs leads to the entrance, enhancing accessibility.

Home in Dayton

Trail Crossings

The exterior of a Victorian-style home is showcased, featuring a light green façade and a charming front porch with white railings. Stone steps lead up to the entrance, surrounded by a well-kept lawn and shaded by a tree.

4.79 out of 5 average rating, 28 reviews

Well maintained home in Sheridan

A comfortable living area features a brown leather sofa and a black armchair, arranged around a wooden coffee table. Natural light filters through two windows, where a patterned throw and accent pillows add texture. A dining area is visible in the background, along with stylish decor.

4.83 out of 5 average rating, 47 reviews

Comfy Home/Serene Backyard near town & walk path

Other holiday rentals with a patio

A spacious outdoor patio is shown, featuring a round table with a blue mosaic centerpiece surrounded by black metal chairs. A hot tub is positioned nearby on wooden decking, while plants and decorative containers add greenery. Soft lighting hangs above the area.

Modern log home 4 blocks from downtown

A charming, single-story home is set against a backdrop of vibrant green grass and a clear blue sky. The property features a covered porch with seating and is framed by tall trees and a rustic fence. A decorative wagon wheel adds character to the landscape.

4.89 out of 5 average rating, 9 reviews

Quiet Western Home 3bd 2bath

A wide view of a green grass field is presented, stretching towards distant hills and mountains. The sky above is clear blue with scattered clouds, creating a serene outdoor environment at the base of the Big Horn Mountains.

Home in Dayton

Astonishing Mountain View home

Barn in Sheridan

New place to stay

Cozy Barn on Little Goose Creek

5 out of 5 average rating, 37 reviews

The exterior of a spacious house is shown, surrounded by vibrant green grass and bordered by trees. The structure features a mix of wooden and siding finishes, large windows that invite natural light, and a welcoming porch area. A gravel pathway leads toward the entrance.

Home in Story

Deer Run, mountain home getaway

The spacious bedroom features a comfortable bed with a textured white coverlet. Soft lighting is provided by two bedside lamps. A modern seating area includes a minimalist sofa, and decorative wall art adds a touch of character to the room.

5 out of 5 average rating, 211 reviews

Quiet Spot w/ Fenced Yard |The Stardust Bungalow

The barn exterior displays a rustic design with a red painted upper section and wooden lower walls. A balcony extends from the second floor, bordered by a black railing. The surrounding greenery includes patches of grass and a few trees, with a cloudy sky overhead.

Barn in Sheridan

4.92 out of 5 average rating, 12 reviews

Children l i v i n' @wyolo

An entryway adorned with cowboy hats lined along the wall invites guests into the space. A rustic chandelier hangs above, providing warm lighting. The wood trim enhances the traditional design, while a cowhide rug lies on the polished floor, leading to an open living area visible in the background.