Vacation rentals in Sheridan County

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Top-rated vacation rentals in Sheridan County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A rooftop patio is furnished with red Adirondack chairs arranged around a modern gas fire feature. The warm glow of the flames contrasts against a sunset backdrop of rolling hills and mountains, set on a wooden deck.
Condo in Sheridan
5.0 out of 5 average rating, 21 reviews

Blue Line Condo, at the Ice Haus, downtown luxury

Welcome to the Blue Line Condo, your ideal home base in downtown Sheridan. Located in the Ice Haus, est. 2024, we are 1 of 8 multi-level condos. On the main floor is the Ice Haus Eatery which includes coffee, ice cream, sandwiches, liquor sales and the Penalty Box Bar. While the vibe downstairs is fun, they close at 9 pm and the condo offers a peaceful retreat. Just a few blocks away, you'll find the historic charm of downtown, we are next to the M&M Center ice rink and city trail system.

Guest favorite
Home in Sheridan
4.92 out of 5 average rating, 121 reviews

Cozy Suite

Tucked away on a quiet street in Sheridan, the Cozy Suite offers a peaceful and comfortable place to land while still being close to everything in town. A plush queen bed and spacious ensuite bathroom make it effortless to unwind after a day of exploring. Natural light pours in through large windows, or pull the blackout curtains for a slower morning and a few extra zzz’s. Step outside to enjoy the patio, a perfect spot for a quiet morning coffee or a relaxed evening under the café lights.

Top guest favorite
A rustic log cabin is surrounded by lush green grass and large trees. The porch features a railing, while the cabin's wooden exterior blends naturally with the outdoor environment. The structure is designed to provide a cozy retreat with easy access to the surrounding landscape.
Cabin in Banner
4.95 out of 5 average rating, 580 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 favorite
The exterior of a tiny home features a deep blue facade with natural wood trim and a covered porch. A welcoming white door is framed by a large window, while a sign indicating 'PARK HERE' is placed on the porch. The yard is gravel-covered, with planters decorating the entrance.
Tiny home in Sheridan
4.95 out of 5 average rating, 225 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. This tiny home will feel spacious with its vaulted ceilings and extra loft space. The tiny home has a queen bed downstairs in a closed off bedroom. Enjoy the loft with one queen bed and a fold out futon, a great place for kids to enjoy the tiny home as the ceiling clearance is very low. A fully equipped kitchenette, and fast Wifi await.

Top guest favorite
Apartment in Sheridan
5.0 out of 5 average rating, 22 reviews

Carriage Loft | King Bed, Fast WiFi, Walk Downtown

Your own private loft on the quiet side of Sheridan, tucked down a gravel drive with free parking and keypad self check-in. Upstairs: a king bed, queen sleeper sofa, a dedicated workspace, and two big windows. Downstairs: a spacious kitchen with a stocked coffee bar and full bath. Independent A/C and heat on each floor, plus fast WiFi built for remote work. Walk to Kendrick Park, Big Goose Creek, and downtown dining and shops. Message us with any questions, we would love to host you.

Top guest favorite
A light-filled living area features a cozy sofa with accent pillows, a wooden coffee table, and a TV on a stylish stand. Natural light filters through two windows adorned with sheer curtains. A yellow accent chair and small table enhance the space's inviting ambiance.
Apartment in Sheridan
4.94 out of 5 average rating, 66 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.

Guest favorite
A modern two-story home featuring a welcoming porch with comfortable seating and a sleek exterior design. Gravel landscaping surrounds the property, complemented by small shrubs and grasses. Large windows invite natural light, while a decorative wooden fence enhances the outdoor space's privacy.
Home in Sheridan
5.0 out of 5 average rating, 310 reviews

Fire Pit Under the Stars |The Wayfarer Bungalow

Centrally located and newly built, this stylish two-bedroom home is perfect for couples, families, or friends. Each bedroom has a queen bed and its own climate control for a personalized stay. Enjoy a cozy night in with a home-cooked meal and movie, or head outside to roast s’mores by the gas fire pit. Luxury linens, heated bathroom floors, and plush towels add a touch of indulgence, while two cruiser bikes are available for exploring town at your own pace.

Top guest favorite
The kitchen is open to the living area, showcasing modern appliances and a spacious countertop. A dining table with yellow chairs sits in the corner, while light streams in through large windows, enhancing the warm tones of the wooden flooring.
Home in Sheridan
4.97 out of 5 average rating, 102 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.

Top guest favorite
Home in Sheridan
5.0 out of 5 average rating, 20 reviews

Cedar & Sage House | A Calm & Charming Retreat

The Cedar & Sage House — a cozy cottage tucked in a quiet neighborhood, just 1 mile from downtown & the airport. Filled with natural light, this charming 2BR offers modern comfort, fast fiber internet, Smart TV, and a full kitchen. Enjoy the fenced backyard with patio, grill & fire pit. Perfect for families, couples, or travelers with a furry friend. Modern amenities & personalized services make this the perfect spot in Sheridan.

Top guest favorite
A lush green yard is visible, featuring several blue spruce trees and a winding creek. A garden area is enclosed by a fence, while a modern home sits in the background. Additional trees and open fields add to the scenic landscape.
Guesthouse in Sheridan
4.97 out of 5 average rating, 485 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 favorite
Townhouse in Sheridan
4.91 out of 5 average rating, 53 reviews

Zen-Den | Sauna + King Bed, Health Oasis-Sleeps 15

Welcome to The Zen Den — Sheridan’s premier wellness stay. Enjoy a private electric sauna, red light therapy, filtered water systems, grounding sheets, baby gear, and more. Sleep 8–10+ comfortably with flexible beds and cozy touches throughout. Whether you're here to relax or recharge, this pet-friendly home is stocked for health, rest, and good vibes. Ask about e-bike rentals and special wellness perks!

Top guest favorite
The guest house features a wooden exterior with a green metal roof, highlighted by large windows on the upper level. A spacious porch with chairs and a table is shown, providing a view of the surrounding landscape and stone landscaping.
Home in Dayton
4.99 out of 5 average rating, 147 reviews

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.

Popular amenities for Sheridan County vacation rentals