Holiday rentals with outdoor seating in Sheridan

Big Horn Hideaway: 4 bedroom cabin, 100-mile view

Mountains higher than Yellowstone, wildlife that's really wild, exciting history, and no crowds! The Bighorn region is a vacation destination for the discriminating visitor, and this rustic cabin with a huge new deck and a treehouse view on the eastern face of the mountains is filled with charm and located near Sheridan, Wyoming. Owners occupy a separate basement apartment. Single group rental includes shared deck space and laundry access and by request at extra charge additional sleeping space.

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.

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!

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.

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.

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.

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.

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

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 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.