Holiday rentals in Sheridan

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Top-rated holiday rentals in Sheridan

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Top guest favourite

Farm stay in Sheridan

4.99 out of 5 average rating, 182 reviews

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.

Guest favourite

Home in Sheridan

4.9 out of 5 average rating, 10 reviews

Saint Herman Mini Cottage

The Saint Herman Monastic Cottage offers minimalist, rustic charm, designed for tranquility and simplicity. Nestled along a peaceful stream and backed by wooded land, they provide the perfect escape from modern life. These mini cottages are just steps from the shower and a short walk to the restaurant, where you can enjoy hot meals, good drinks, and a cozy library/study area with a chessboard and pool table (please check hours to see if open). A convenience store is just a short drive or walk.

Guest favourite

Guest house in Ranchester

4.86 out of 5 average rating, 153 reviews

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.

Top guest favourite

Cabin in Banner

4.95 out of 5 average rating, 510 reviews

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

Guest favourite

Flat in Sheridan

4.95 out of 5 average rating, 279 reviews

Cozy Basement w/King Bed |The Yonder Suite

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.

Top guest favourite

Guest house in Story

4.97 out of 5 average rating, 110 reviews

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.

Top guest favourite

Bungalow in Sheridan

5 out of 5 average rating, 115 reviews

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.

Top guest favourite

Tiny home in Sheridan

4.96 out of 5 average rating, 135 reviews

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.

Top guest favourite

Guest house in Sheridan

4.97 out of 5 average rating, 432 reviews

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.

Guest favourite

Townhouse in Sheridan

4.98 out of 5 average rating, 132 reviews

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!

Top guest favourite

Home in Sheridan

4.95 out of 5 average rating, 469 reviews

Cozy 2BR Getaway | Sleeps 6 | Pets Allowed

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

Top guest favourite

Loft in Sheridan

4.99 out of 5 average rating, 151 reviews

The Loft on Main in Sheridan, WY

Historic building, fully renovated, open floor plan & exposed brick walls, gorgeous hardwood floors & fireplace, huge granite island w/ comfortable seating plus an expansive dining table for 8. Balcony view over Main Street for the rodeo parade & street dance, 3rd Thursday Street Fest. Downtown Loft Eateries Shopping Nightlife Central