Holiday rentals with a fireplace in Sheridan

The Pearl - Luxe Gem | Fire Pit, King & Walkable

Immerse yourself in the heart of Sheridan Wyoming with our cozy 3-bedroom retreat, designed for memorable stays. Offering seamless self check-in, complimentary Wi-Fi, and coffee & tea, your comfort is our priority. Experience the ease of a private kitchen, bathroom, and a welcoming living space. Steps away from bustling eateries, vibrant bars, boutique shopping, museums and galleries - a perfect spot for exploring. Message us to unlock the secrets of Sheridan from your own serene haven and hom

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.

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.

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!

Fire Pit Under the Stars |The Wayfarer Bungalow

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

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

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.

Townhouse Convenience Close to Fairgrounds

Conveniently located near the hospital & fairgrounds can house your whole group for Rodeo Week or keep you close to family and friends during holiday stays. There is abundant room for everyone with 2 main floor bedrooms, including the primary suite with en suite bathroom & a second bedroom & bathroom. Upstairs is a more private third bedroom & bathroom. Back downstairs you'll enjoy the open and comfortable layout for cooking, dining and lounging in front of the fireplace.

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. Visit historic downtown Sheridan and enjoy a day of shopping or visit one of the many local western museums. Spend an evening out to one of our local breweries and enjoy some local talent. Take a day rip enjoying the mountains only 20 minutes from the Holloway Hideaway front door.