Vacation rentals with outdoor seating in Sheridan

4.99 out of 5 average rating, 164 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, 42 reviews

An outdoor seating area is presented, featuring several chairs arranged around a circular table. A large umbrella provides shade, while a hanging chair is visible nearby. The space is enclosed by a wooden fence, offering privacy and a relaxed 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 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.

5 out of 5 average rating, 231 reviews

Cheerful new build 2bdr home with outdoor firepit.

Enjoy a stylish experience at this recently built and centrally-located place. We poured our heart into this cozy home with two bedrooms, each with queen beds and individual climate control. Relax in the main space thats great for a meal and a night on the couch or roast some s'mores outside with the gas fire pit. Luxury linens and fluffy towels along with a heated bathroom tile floor will make you want to spend the day relaxing or take our two cruiser bikes out for spin and some fresh air

4.97 out of 5 average rating, 37 reviews

A quaint cottage is set within a grassy area, featuring a welcoming covered porch with seating. Surrounding trees provide shade, and an American flag is displayed. A grill and a table with chairs are visible on the porch, offering space for outdoor dining.

Cottage in Dayton

Cottage by the River

This 2 bd/1bath cottage by the river is situated on 10 acres of Shire Valley Equine Villa and Sanctuary. Enjoy end-of-the-road privacy, yet within walking distance to Historic downtown Dayton, Wy. Has a covered porch with a beautiful view of the mountains or take a short stroll down to the river. Watch the sunsets in the gazebo with your favorite toddy. Of course, everywhere you look is a pasture full of majestic Shire horses. Book a ride or grooming time with the Gentle Giants.

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.

4.91 out of 5 average rating, 23 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. Two parking spaces Easy access entrance has low profile steps and hand bars, suitable for elderly and those with mobility issues Roku TVs in both bedrooms One block north is Kendrick Park, Playground, City Pool & Ice Cream Stand. Easy access to the bike path. Sheridan has miles of public pathways. Right next door is Dean States Art Studio.

4.96 out of 5 average rating, 80 reviews

A spacious covered porch features a round dining table with four chairs, surrounded by lush greenery and trees. The soothing sound of a nearby creek enhances the tranquil atmosphere, while the natural wood elements of the structure blend seamlessly with the outdoor setting.

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 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.

4.95 out of 5 average rating, 110 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.

4.97 out of 5 average rating, 32 reviews

A spacious living area features two reclining sofas facing a large area rug, with artistic taxidermy displayed on the walls. Bright overhead lights illuminate the room, highlighting the open floor plan that connects to the kitchen and dining space in the background.

Home in Dayton

Outstanding mtn view, 5 bdr sleeps 11, 4400sqft

This is one of the largest if not the largest guest home in the area. Located just outside Dayton WY city limits and ready for any traveler/family/friend groups. Welcome to bring horses, utv and snowmachines but of course they are not required. This is a quiet, safe, place to relax with views of wildlife (on property deer, turkeys, pheasants), camp fire, hot tub, pond (with fish) and garden. Nicely stocked 4400 sq. ft. 5 bdr (sleeps 11), 2 ½ bath, with city water and amenities.

A cozy living room features a comfortable sofa with pillows, accent chairs, and a wooden coffee table. Natural light fills the space through large windows dressed in gray curtains, complemented by a ceiling fan and tastefully placed decor.

4.95 out of 5 average rating, 443 reviews

★Cozy & Stylish Home Minutes from DT Sheridan★

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

The exterior of a cozy yellow structure is visible, featuring a prominent front door and a large window. A red loveseat is positioned on a concrete patio for outdoor seating. Planters with greenery are situated near the entrance, enhancing the inviting appearance.

4.98 out of 5 average rating, 129 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

4.92 out of 5 average rating, 87 reviews

The exterior of a small cabin is framed by green leaves and tall trees. A covered porch features two adirondack chairs, inviting relaxation. The cabin's rustic wooden siding and simple entrance create a cozy atmosphere amidst a natural setting.

Cabin in Story

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two at the end of a private lane is perfect for those who love the outdoors. Nearby activities include fishing, hiking, horseback riding, four-wheeling, golf and sightseeing. Located in the Bighorn Mountains between Sheridan and Buffalo, where there is access to dining, shopping and year-round local activities and events.