Holiday rentals in Wyola

Relax & Recharge: Your Wyoming High-Desert Retreat

A peaceful oasis awaits! You'll breathe deeply as you enjoy sweeping views of the rugged Bighorn Mtns from this lovely 3-bedroom apartment. Perfect for guests seeking beauty & relaxation in the high-desert of Wyoming. Hike, fish, ski or take a day trip to photograph wildlife in Yellowstone Park! Note: the apartment is located within a larger home w/ residents who manage the 20-acre property. This 1,500 sq ft walk-out apt has its own private entrance and plenty of parking for 4 guest vehicles.

Earhart Cabin at Ever Sky Ranch - NEW! THE VIEWS!

Amazing views in every direction, this Wyoming cabin sits on the 300 acre Ever Sky Ranch at the base of the Bighorn Mountains. Peaceful and serene ~ enjoy the sunrise over the mountains and sunset into the valley, watch cattle and horses graze as well as plenty wildlife, experience incredible birdwatching and spectacular starry night skies. Inside the cabin, enjoy comfy bedding, modern western decor, a well stocked kitchen, a luxurious bathroom, and a welcome book with all our local favorites!

Daylight Suite on 150 Acre Ranch near Polo Fields

Welcome to your private garden level suite at Bratz Equine, a sweeping horse property at the base of the Bighorn Mountains. This spacious 1,760 sq ft suite is newly renovated and stocked with our favorite comforts. Enjoy a private entrance, a fully fenced backyard, the babble of a nearby creek and ample parking for vehicles, trailers, RVs, and boats. The suite is 2 minutes from the Equestrian Center. I’m Joe, the owner & host. I'm available onsite in the upstairs unit if you need anything.

Our Little Slice of Heaven 🐶 Pet Friendly

Quiet and Relaxing 1,000 sq ft Cabin with gorgeous view will make you feel like you're in Heaven. 10 miles (16km) outside of Sheridan Wy on Hwy 14, easy access off I-90, with a beautiful drive. This is the perfect get away for you to unplug. Those crisp Wyoming winter days, relax by the stove with a cup of hot coco . Cabin stays cool in summer if you open windows at night and close up in the morning. Pets welcome after approval & $20 pet fee. Must be pet & child friendly. Starlink WIFI

Holloway Hideaway Tiny Home

Welcome to your cozy tiny home retreat minutes from downtown Sheridan, WY. This charming tiny home is the perfect blend of rustic comfort and style. This tiny home will feel spacious with its vaulted ceilings and extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

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.

Cottage by the River-Shire Valley Sanctuary

Riverfront 2bd/1ba cottage on our 10-acre Shire Valley sanctuary. Handcrafted luxury meets rustic charm in this low-decibel, high-vibe retreat for adults to reset in profound quiet. Walk river trails, fly fish, or relax by the gazebo watching our rescued Shire horses (307 Rescue). Note: Un-childproofed working ranch with Guardian Dogs. • Strictly smoke/vape-free. • No pets/animals allowed. • Low-decibel quiet guidelines apply. • Full private unit & grounds access.

Loft Apartment in Dayton

Make our loft area your main street home base while you visit friends and family, get to know our small town, venture into the nearby Bighorn Mountains and Tongue River Canyon, and experience everything else that Sheridan County has to offer. This upstairs property includes a small outdoor seating area, a great kitchen space, and a spacious bedroom and bathroom setup. All located along Main Street in Dayton, Wyoming—a perfect home base for your next Wyoming stay!

Ranchester Rail Retreat

Step into a fully remodeled 1972 train caboose in the quiet town of Ranchester, WY (10 minutes to Sheridan, WY) - where rustic charm meets modern comfort. This unique stay offers cozy, train-era nostalgia with updated amenities. Nestled near the Bighorn Mountains, Ranchester is a peaceful, friendly town perfect for relaxing or exploring. Whether you’re road-tripping, seeking solitude, or chasing adventure, this one-of-a-kind caboose promises a stay to remember.

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two is at the end of a private lane. The property is shared with a larger, private family cabin. The guest cabin 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.

King Bed, Bunks, Hot Shower, Pet-Friendly Home

Welcome! Come experience a Ranchester local home! This 3 bedroom home is in the heart of rural Wyoming. Peacefully tucked slightly away from downtown, this family home is a fully furnished stay! You will have a wonderful kitchen, open layouts to the dining and living room area, 1 comfy king bed, 1 comfy full bed, 1 comfy twin bunk bed, and an cute bathroom! Keep reading to learn more about the unbeatable location and features!

Big Horn Getaway

The bedroom is in the loft above a working ceramics studio. The bathroom is on the main floor with one flight of stairs. We are located about two miles from the base of the Bighorn Mountains with a beautiful view and lots of privacy. It is a perfect getaway for two people who can handle the stairs. The space is not suitable for children under 18 or pets. We are unable to accommodate service dogs due to host's allergies.