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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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A single-story light blue house is showcased with a spacious front deck and a dark roof. A garage is visible on one side, with an open doorway revealing storage space. The surrounding area features grassy land and a clear blue sky, highlighting the property's outdoor space.

5 out of 5 average rating, 9 reviews

Almost Stateline

LeslieRating, 5 stars2 weeks ago

This place is awesome…felt like a different realm…never been at a more peaceful quiet place…had everything we needed and felt right at home. Saw the Northern Lights at night right over the house…a very blessed place in every way…thank you Dorcas hope to return sometime!

Vacation rentals for every style

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Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Sheridan County vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Sheridan County

The kitchen is equipped with modern appliances, including a refrigerator, stove, and microwave. A marble countertop offers ample preparation space, while white cabinetry provides storage. Two windows allow natural light to brighten the area, with a coffee maker positioned nearby.

Home in Plentywood

4.89 out of 5 average rating, 18 reviews

Grandma's Place

JacobRating, 5 stars2 months ago

Great host, very responsive and most important it was clean!

A small hallway is visible, featuring a door that leads outside and a window with horizontal blinds. The light-colored walls and floor create an open feeling. A area rug is placed by the entrance, alongside visible hooks for hanging items.

Home in Plentywood

4.73 out of 5 average rating, 11 reviews

Little Antique House

JerryRating, 5 stars3 weeks ago

It was the perfect place to stay for the two days we were there.

A golden retriever sits calmly by the water's edge, observing the serene scene of ducks floating on the lake. The area is surrounded by tall grasses and sparse trees, under a clear blue sky with soft clouds.

Home in Medicine Lake

4.93 out of 5 average rating, 15 reviews

The Quack Shack, a cozy home in Medicine Lake

JanisRating, 5 stars7 months ago

The Quack Shack was a great place to stay for our annual trip! So nice to have a great kitchen to use and a place for all of us to fit instead of staying at multiple motel rooms. Pam was an excellent host and was very responsive and friendly!

Top guest favorite

A rustic farmhouse is positioned on a gravel driveway, showcasing a welcoming entrance with stairs leading to the front door. A spacious front yard is visible, framed by gentle rolling fields. The sky transitions from soft blue to warm hues at sunset.

Farm stay in Plentywood

5 out of 5 average rating, 54 reviews

The Farmhouse

GaryRating, 5 stars6 months ago

We had a great stay, felt right at home, everything was as described. Would definitely stay there again!

Double French doors with multiple panes of glass are framed in white, leading to a sitting area. A wooden chair is positioned nearby, while light reflects off the glass. Art and a plant are partially visible through the doors, adding character to the space.

Home in Plentywood

4.73 out of 5 average rating, 30 reviews

3 bedroom, 2 story Craftsman with antique charm

DavidRating, 5 stars3 months ago

Great communication and very responsive. Accurate description of the location and easy to work with.

Farm stay in Plentywood

5 out of 5 average rating, 6 reviews

Farmhouse & Acreage

ChipRating, 5 stars6 months ago

Great Farmhouse to use as a home base while hunting in Sheridan County. The farmhouse had all of the amenities that we needed to stay and cook all our meals at the house. Would definitely stay here again!

Home in Outlook

5 out of 5 average rating, 4 reviews

Outlook Stay

JohnRating, 5 stars1 month ago

The only thing is ensure you stop in Plentywood for groceries. Also restaurants are in Plentywood which is 12 miles away.

A wooden kitchen island features a smooth, natural wood countertop with a unique shape. Below, two cabinets with wooden doors provide storage space. The background shows a living area with a sofa and laundry appliances, contributing to a functional and welcoming atmosphere.

Home in Redstone

4.85 out of 5 average rating, 26 reviews

Historic School Stay

IsaacRating, 5 stars6 months ago

Spent a week at the schoolhouse for a guys hunting trip. Everything you would need and more. Access to their out building was an awesome addition for cold November days.

Destinations to explore