Vacation rentals in Sheridan County

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Top-rated vacation rentals in Sheridan County

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Top guest favorite

A wooden deck features two benches, offering a view of the lush green landscape and a seasonal creek flowing nearby. The surrounding area is dotted with trees, providing a serene atmosphere in a natural setting.

Home in Story

5 out of 5 average rating, 23 reviews

Deer Run, mountain home getaway

Bring everyone to this house in the beautiful Bighorn Mountains. The house was built in the 1940s, expanded in the 70's, and remodeled in 2023. The home features 3 bedrooms, 2 bathrooms, full kitchen, seating area by a fire, living room, two car indoor garage, dining room, and over an acre of outdoor space. The house is built next to a seasonal creek and is regularly visited by white tail deer and turkeys. This house is perfect for people who want to get away from it all. Snowmobile trailers OK

Guest favorite

Cabin in Dayton

4.91 out of 5 average rating, 11 reviews

Rustic Ridge Cabin 2, Charming Dayton Retreat (3 O

Discover the rustic charm of Rustic Ridge Cabins, nestled in the heart of Dayton, Wyoming. Situated just minutes from the breathtaking Bighorn Mountains, these cozy cabins are your perfect base for adventure. Whether you're snowmobiling through pristine winter landscapes, hunting in the great outdoors, casting a line in crystal-clear waters, or hiking scenic mountain trails, Rustic Ridge Cabins invite you to experience the best of Wyoming's natural beauty and small-town hospitality with Wyo Sta

Top guest favorite

A wooden gazebo provides a sheltered view of the green grass and flowing river nearby. Through the open structure, a horse is visible grazing in the field, surrounded by trees and a peaceful landscape.

Cabin in Dayton

5 out of 5 average rating, 57 reviews

Cabin by the River

The Cabin has end-of-the-road privacy, beautifully detailed craftsmanship throughout the cabin along with tons of luxury and rustic charm. It is situated on a 10-acre Equine property with a peaceful walking trail along the river. Early mornings and sunset are magical times to sit in the gazebo along the river. Historic Downtown Dayton with all of its Hallmark charm, is within walking distance from the Cabin. Shire horse wagon rides can be booked in advance. There is a loft area for children.

Guest favorite

The kitchen features modern appliances, including a stainless steel refrigerator and microwave. White cabinetry and a light countertop create a clean look. A center island provides additional workspace, and a pendant light hangs above, adding a subtle touch of style.

Apartment in Sheridan

4.83 out of 5 average rating, 36 reviews

Highland Hideaway

Newly remodeled 2 bedroom, one and a half bath townhouse with laundry and reserved parking. Conveniently located by Sheridan hospital, high school, trails, and fair grounds. Just 1.5 mile from many restaurants and shops downtown. This townhouse is spacious, clean, and ready to make your stay in Sheridan as comfortable as possible. Fully Stocked with everything you could ever need including a full kitchen, two tv's, two queen beds, a twin over full bunkbed, and a Futon bed in the living room.

Guest favorite

Home in Story

4.98 out of 5 average rating, 165 reviews

Sadie's Place, Two Bedroom tucked into paradise.

Sadie's Place is a cozy, comfortable two bedroom home located in the heart of Story on a secluded corner of paradise. The house is well equipped to provide a worry free stay. It is a short walk to the local store, library and post office. On the property there is a private walking trail (walking, snow shoeing or cross country skiing), three holes of rustic golf, a beautiful mountain stream and an abundance of opportunities for wild life watching. For relaxation, there is no place better.

Top guest favorite

A rustic log cabin is surrounded by lush greenery, with a spacious porch featuring a table and seating area. A tree swing hangs from a large tree, and a well-maintained yard invites relaxation. The cabin's large windows offer views of the outside.

Cabin in Banner

4.94 out of 5 average rating, 472 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 & $15 pet fee. Must be pet & child friendly. Starlink WIFI

Top guest favorite

A calm pond reflects the surrounding trees and a nearby home at dusk. The still water creates a mirror image of the landscape, while the path along the water's edge invites leisurely strolls. Soft tones of twilight add to the serene environment.

Home in Sheridan

4.95 out of 5 average rating, 110 reviews

Cozy 3BR Sheridan Home Close to Walking Paths

Located 5 minutes from Downtown Sheridan, this cozy home is the perfect place for travelers headed to the Big Horn Mountains or just passing through on the way to Yellowstone or Tetons National Park. And since this home is so close to Downtown, visitors can enjoy weekly local events and the Fair Grounds. Take time to meander or run on the jogging path with a stocked pond just minutes from the house as well. This home is ideal for a family or small group wanting to enjoy Wyoming.

Top guest favorite

A cozy living area features a soft sectional sofa adorned with decorative pillows in various patterns. A textured throw blanket is draped over the back. Two round, knitted poufs sit nearby. The adjoining kitchen area is visible, showcasing sleek cabinetry and a patterned backsplash.

Apartment in Sheridan

4.98 out of 5 average rating, 44 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.

Guest favorite

An inviting view of the open layout features a staircase leading to the upper level. The kitchen area is visible on the left, showcasing stainless steel appliances. Natural light streams through the door at the back, leading to the outdoor space.

Townhouse in Sheridan

4.97 out of 5 average rating, 117 reviews

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!

Top guest favorite

A deck area features two reclining chairs facing a wooden railing. A small table sits between the chairs, providing a space for refreshments. Surrounding greenery is visible, creating a peaceful outdoor environment.

Cottage in Sheridan

5 out of 5 average rating, 9 reviews

Cozy Cottage by the Creek

If you’re coming through Sheridan, grab this chance to stay this thoughtfully curated space. This property has a quiet, park-like, and private setting. It is 6 blocks from downtown and on one of the Sheridan Pathways Walking Trails. The owner hopes you have the best possible stay. Your feedback in the Welcome Book. The house is always a work in progress. Your comments and participation. are much appreciated.

Top guest favorite

A functional kitchen area features warm wood cabinetry and modern appliances. A bar with four stools provides additional seating, while soft lighting enhances the space. The open layout connects to the living area, creating an inviting atmosphere for gatherings.

Home in Sheridan

4.98 out of 5 average rating, 130 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.

Guest favorite

A welcoming entrance features a wooden deck with a slatted pergola, adorned with hanging plants. Two white Adirondack chairs are positioned beside a sturdy table, inviting relaxation. The cabin's rustic red exterior and natural surroundings are visible, providing a serene setting.

Cabin in Story

4.92 out of 5 average rating, 87 reviews

Charming Cabin for Two Nestled Along Piney Creek

Come stay in gorgeous Story, Wyoming. This little cabin for two at the end of a private lane is perfect for those who love the outdoors. Nearby activities include fishing, hiking, horseback riding, four-wheeling, golf and sightseeing. Located in the Bighorn Mountains between Sheridan and Buffalo, where there is access to dining, shopping and year-round local activities and events.