Holiday rentals in Sheridan

4.99 out of 5 average rating, 171 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

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.

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, 485 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

4.87 out of 5 average rating, 30 reviews

1 minute to historic downtown, pets welcome

Experience a vintage and cozy downtown 1-bedroom private upstairs apartment—the Wild West Loft—conveniently located in the heart of Sheridan, Wyoming! The Wild West Loft offers a modern design with a kitchen and full bedroom featuring a comfy king bed and plenty of storage space. Additionally, it boasts a large living room with a queen sleeper sofa and smart TV. Only three blocks from downtown Sheridan, you’ll be within walking distance of restaurants, shopping, and nightlife.

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.

4.97 out of 5 average rating, 59 reviews

Lovely home close to downtown

Welcome to our 2 bedroom, 1 bathroom home. It is a 5 minute walk from downtown or the walking paths. The kitchen is well equipped, and is open to the living room. This open concept is great for chatting while you cook. The backyard has patio furniture and a grill. The bedrooms have black-out curtains and cozy beds. The front door is equipped with a wifi lock for easy anytime access for our guests. Fast wifi internet and Netflix is provided.

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, 454 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

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Popular amenities for Sheridan holiday rentals

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Free parking on premises

Air conditioning

Other great holiday rentals in Sheridan

4.93 out of 5 average rating, 28 reviews

Modern 2 Bedroom 6 Blocks to Main St. King & Queen

KatieRating, 5 stars3 days ago

We have stayed here a few times now and it is always 5 stars. Host is extremely nice and attentive, would recommend to anyone!

5 out of 5 average rating, 11 reviews

Guest house in Sheridan

Dark Horse Casita

PaulRating, 5 stars1 month ago

A wonderful stay on all fronts. Great location near downtown Big Horn. The property was modern, comfortable, clean quiet, and had many amenities. The host (Linda) was receptive, helpful, and available if anything was needed. We will consider this property again during our next trip to Big Horn. Thanks.

5 out of 5 average rating, 10 reviews

Cabin in Buffalo

Big Bounty of the Bighorns Cabin near Buffalo

GageRating, 5 stars6 months ago

Our stay at Paul’s place was absolutely perfect! The house was spotless, beautifully decorated, and had everything we needed for a comfortable stay. Paul was incredibly responsive and accommodating, making check-in a breeze. We would definitely recommend this amazing property to anyone visiting the Buffalo area and can't wait to come back again!

5 out of 5 average rating, 11 reviews

The Denim House - A beautiful home!

ElaineRating, 5 stars1 week ago

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.

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, 13 reviews

Buffalo Hideout

JacquelineRating, 5 stars4 days ago

This was the perfect stay for our family after 5 days of camping. It was clean and stocked with everything we needed. Cody adds some great additional touches/details.

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.