Holiday houses in Sheridan County

4.99 out of 5 average rating, 172 reviews

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, 193 reviews

Guesthouse in Story

The Inn on the River

Relax and enjoy the abundant wildlife at our guest house on North Piney Creek in beautiful Story, WY. This 2nd floor guest house offers 2 bedrooms with adjoining full bath. There is a kitchenette with a dorm size refrigerator, toaster, countertop oven and coffee pot. We have just expanded our AirBNB to include a vintage sheep wagon that accommodates 2 people. There is NO bathroom in the sheep wagon. Bathroom and kitchenette are located in the guesthouse. Only 1 party is accepted nightly.

5 out of 5 average rating, 7 reviews

The Jefferson Suite

Relax in this calm, stylish space, just blocks from downtown. The Jefferson Suite boasts one inviting bedroom with a cozy queen bed. You'll find all the comforts of home. With amenities like WiFi, a washer/dryer, AC, heating, coffee pot, all pans and dishes, hair dryer and completely new everything. You will be able to have a relaxing stay and Immerse yourself in the welcoming atmosphere directly across the street from the park. A great place to take time and unwind after a day of exploring.

4.93 out of 5 average rating, 41 reviews

Western Elegance: Downtown Sheridan Base

Discover "Western Elegance" at our downtown Sheridan base, where historic charm meets modern comfort. Managed by Wyo Stays, this exclusive retreat is designed for those who seek a unique Wyoming experience. Located in the heart of historic downtown Sheridan Wyoming, our property offers easy access to local culture, dining, and the serene beauty of the West. Perfect for adventure seekers and relaxation enthusiasts alike, enjoy a stay that’s as captivating as the landscape that surrounds it.

4.94 out of 5 average rating, 486 reviews

Cabin in Banner

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

4.95 out of 5 average rating, 263 reviews

King Bed | Walk to Park/Main | Cozy | Pets OK

Welcome! We're excited to offer you a charming and inviting 450 sqft basement apartment, located just a block away from downtown. Recently renovated with top-of-the-line features, including a brand new kitchen, remodeled bathroom, and a lavish King size bed - this cozy space offers the perfect place to retreat and relax. If you're traveling with your pet, our small shared backyard offers a great spot to play, and the nearby Whitney Commons offers some of the best walking paths in town.

5 out of 5 average rating, 107 reviews

Bungalow in Sheridan

Cozy and Charming Bungalow

We welcome you to come experience a convenient and charming 2-bedroom home, pleasantly located in the heart of Sheridan, WY. A short 5-minute drive to downtown shops and wonderful restaurants. This home has a warm and modern design with newly remodeled kitchen, 2 bedrooms (queen beds), quaint office, newly renovated bathroom, and room for the portable crib (provided). Our favorite spot to hang out is on the patio; fenced, covered, grill, and ample space to lounge and relax.

4.98 out of 5 average rating, 48 reviews

Cozy guest suite Near Golf Course

Indulge in the ultimate mountain getaway at this stunning 1-bedroom private guest suite nestled just moments from breathtaking peaks and a premier golf course. Offering a seamless blend of comfort and adventure, this private oasis is the perfect destination for your next vacation. Hike scenic trails, tee off on championship fairways, then return to your private sanctuary to unwind in pure bliss. Elevate your getaway and book your stay today.

4.96 out of 5 average rating, 113 reviews

Tiny home in Sheridan

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.

4.98 out of 5 average rating, 120 reviews

Townhouse in Sheridan

Townhome Minutes from Downtown Sheridan

Come stay at this cozy, 2 BR, 1.5 Bath Townhome!! This is a recently built unit, conveniently located a 1 min drive or approx 15 min walk from downtown Sheridan. FREE onsite parking!! Explore all Sheridan has to offer including restaurants, breweries, music, downtown storefronts and coffee shops. Or take a drive to the mountains and enjoy the Big Horns. This fully furnished, fully stocked home is ready for you to stay!

4.95 out of 5 average rating, 455 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

5 out of 5 average rating, 115 reviews

Home in Dayton

Our Little Tongue River Guest House

Beautiful location right on the Little Tongue River with river access right outside the back door! Located 1 mile outside Dayton, on the bank of the Little Tongue River at the base of the Big Horn Mountains. The house is surrounded by wildlife and stock, with amazing views in all directions. Hiking and Fishing available on the property as well as in the nearby surrounding area. Close to Sheridan.

Holiday rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Popular amenities for Sheridan County holiday rentals

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Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sheridan County

4.81 out of 5 average rating, 27 reviews

Cabin in Story

Hideout Cabin

AdamRating, 5 stars2 months ago

Loved the cabin. Super cute and exactly what we were looking for. Had to drive about 30 minutes to a restaurant that was open since we went during the off-season, but no big deal.

Guest suite in Parkman

4.84 out of 5 average rating, 101 reviews

Peaceful Studio with a view

NathanielRating, 5 stars1 week ago

Kandy was a kind and wonderful hostess. Super helpful, comfortable place and just as described. Thank you!

5 out of 5 average rating, 14 reviews

Buffalo Hideout

BrendaRating, 5 stars6 days ago

The condo was very nice and clean. The location was great - close to parks and downtown. Would stay again!

Superhost

4.84 out of 5 average rating, 80 reviews

Frackelton Getaway | Fire Pit, Charming & Cozy Ret

JoanRating, 5 stars1 week ago

We enjoyed our stay. Our dogs loved the fenced back yard. The bed was very comfortable. There were good local restaurants. The internet was down, and we received a $20 refund for the inconvenience.

5 out of 5 average rating, 9 reviews

The Historic Benham-Johnston Bungalow

JoshuaRating, 5 stars4 days ago

MAGICAL transports you to another happier time. Can not recommend this amazing property highly enough

4.98 out of 5 average rating, 41 reviews

Large but cozy house in the heart of Sheridan.

TristaRating, 5 stars2 weeks ago

Lots of thoughtful touches, such as games to play, drinks, and necessities. Everything was comfortable and worked well for a larger group.

4.83 out of 5 average rating, 12 reviews

Home in Story

The Pine Cottage

MaddieRating, 5 stars1 week ago

Easy to get to, easy to feel at home, and had the space we needed. Honestly a great quiet little place to stay when we visited Sheridan for the Dead Swede bike race! The only real drawback was the number of spiders throughout the house. It’s a cottage in a wooded area though - so that’s certainly not unexpected nor something that stopped us from enjoying the fantastic space. Margaret was timely to check in on us and I have no doubts she would have helped us quickly if we needed anything! Thank you, Margaret!