Holiday rentals in Sheridan

4.99 out of 5 average rating, 170 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, 189 reviews

Guest house 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, 6 reviews

Flat in Sheridan

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, 40 reviews

Flat in Sheridan

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.

4.95 out of 5 average rating, 483 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

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.

4.99 out of 5 average rating, 427 reviews

Flat in Sheridan

A/C | Fiber WiFi | PetsOK | Walkable | 500ft²

Located just 5 minutes from downtown Sheridan, this house is bright and airy with great access to everything sheridan has to offer. With a large living area, full kitchen and a single queen bed, this space is perfect for all your needs. You will be close to great restaurants, shopping and all the area attractions. Enjoy the beautiful outdoors with nearby trails and parks just a few minutes away. Make the most of your Wyoming vacation at our cozy and convenient place.

4.97 out of 5 average rating, 119 reviews

Townhouse in Sheridan

Townhome Minutes from Downtown Sheridan

Come stay at this adorable, 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, 108 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.

4.95 out of 5 average rating, 453 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.

4.98 out of 5 average rating, 133 reviews

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.

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Popular amenities for Sheridan holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sheridan

4.99 out of 5 average rating, 84 reviews

Cabin in Buffalo

Bounty of the Bighorns Cabin near Buffalo

MelanieRating, 5 stars2 days ago

Beautiful, secluded, quiet location. Comfortable bed. We would stay again. You see hills, mountains, cows, bunnies, and antelope around the house.

5 out of 5 average rating, 10 reviews

The Denim House - A beautiful home!

ElaineRating, 5 starstoday

Denim House and Aubrey were great! Such a well done home. Spotless. Beautiful yard. Aubrey provides helpful toiletries, coffee, etc. Even though the house isn’t downtown, we did take a longer walk and made it downtown. Driving only took minutes and was very easy to navigate. We would stay at this exact house again! Great value.

5 out of 5 average rating, 10 reviews

Buffalo Hideout

TjarkRating, 5 stars3 days ago

Beautiful little home with cozy vibes and nice individual interior. Amazing stay!!

5 out of 5 average rating, 6 reviews

The Historic Benham-Johnston Bungalow

ChelseaRating, 5 stars3 days ago

Loved how Joe and his team kept the lights on for us as we traveled late.

5 out of 5 average rating, 14 reviews

Guest suite in Sheridan

Luxury Loft with Parks + Creek+ Main Street

AlisonRating, 5 stars7 months ago

Colin is an excellent host who goes above and beyond. I’ve stayed here multiple times and will continue coming back!

4.93 out of 5 average rating, 29 reviews

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

KathyRating, 5 stars1 month ago

The house was great and located just a couple of blocks from Main Street with multiple restaurants and plenty of shopping. The neighborhood was quiet and a park was within walking distance. The beds were very comfortable and each one had a full en-suite. Michael responded quickly to messages and was accommodating. Two of the shower curtain liners needed replacing and they were brought the next day. Checkout was super easy. I would definitely stay in this house again!!