Holiday houses in Dayton

Cowboy Cottage - 3 Bedroom, Private Home

Enjoy your Bighorn Mountains adventure with a stay at the private, newly-remodeled Cowboy Cottage in Dayton, Wyoming. This house offers an old West feel, but has all the modern amenities. This home has a fully-stocked kitchen, 3 bedrooms, 2 full bathrooms, a living room with Smart TV, and a lovely back yard with barbecue area and patio seating. Brand-new furniture throughout! Just one block from Dayton’s historic Main Street and a short drive from Sheridan or the beautiful Bighorn Mountains.

WYOHANA Studio

Studio apartment at the edge of town not far from interstate. Full kitchen and tankless hot water. 2 memory foam beds, one is a trundle twin so please let me know if you’re going to need it set up. Large outdoor space for truck and trailer parking, let us know if you’ll need the larger parking area. Beautiful views! Less than a mile to bar and grill, gas station, bakery, coffee kiosk and just a few miles from the Big Horn Mountains. No TV, but there is WiFi! Everything is as seen in photos.

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.

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.

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.

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!

Secluded Mtn View Cabin near Buffalo

Step inside this cozy, wood-paneled haven designed to accommodate up to four guests across two inviting bedrooms and one full bath. The interior exudes rustic charm with comfortable furnishings, including a patterned sofa and a leather recliner, complemented by themed artwork and rustic decor that truly capture the spirit of the West. Ample parking for RVs/trailers. Experience Wyoming's natural beauty and outdoor adventures.

Mountain side retreat Big horns-The views-Relax!

Hi, it’s John + Bailee we remodeled this 1920’s forestry log cabin in the small town of Dayton - A 10 min drive from 1.1 million acres of the iconic bighorn national forest with all your favorite summertime and winter activities - sight seeing the wildlife with lakes + rivers, side by side, hiking, fishing, hunting, snow mobile, antelope butte for skiing. A place to enjoy a secluded quiet cabin and have a peaceful cozy stay.

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.