Vacation rentals in Crook County

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Top-rated vacation rentals in Crook County

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

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Top guest favorite

The image presents a scenic view of a green meadow surrounded by tall pine trees, with a cozy cabin visible in the distance. A mix of sunlight and clouds creates a calm atmosphere, showcasing the natural beauty of the rolling hills and forested landscape.

Cabin in Sundance

4.97 out of 5 average rating, 34 reviews

Home On the Range Wyoming

AimeeRating, 5 stars3 months ago

This cabin is awesome! The views are great and it’s very quiet. David was very responsive when we needed to ask about the drive in since we had nasty weather. The cabin is cozy and it was nice to have a fire waiting for us in the wood stove. Would love to visit again and explore more.

Top guest favorite

A spacious guest house is displayed with a covered wooden deck extending from the front. Two dogs can be seen playing in the green grass, while the structure features a metal roof and a star decoration on the wall. Oak trees frame the scene, complementing the landscape.

Guesthouse in Sundance

5 out of 5 average rating, 30 reviews

Erickson Mountain Retreat. A Wonderful Getaway!

KatieRating, 5 stars5 months ago

Our family of 5 had a great stay. We feel so fortunate to have found this place with a beautiful view. Very clean and organized! My daughter and I throughly enjoyed the coffee bar and so generous to offer some supplies for us to enjoy! We would definitely come back. You could tell everything was really planned out inside and hosts Very friendly, informative and went more than an extra mile for us!

Guest favorite

A welcoming cottage porch features a white wicker seating area and double glass doors inviting guests inside. A stone pathway leads from the yard, which is adorned with green grass and flowers, to the entrance, framed by trees in the background.

Cottage in Pine Haven

4.83 out of 5 average rating, 6 reviews

Pine Haven's Secret Garden

Matt Rating, 5 stars9 months ago

We stayed for 5 days and couldn’t have been happier. The hosts were amazing, and the location was beyond beautiful. Our 3 yr old son loved exploring around the property with us, and had a great time playing with all the toys, especially the elephant. We would absolutely love to stay again, and highly recommend booking with this host.

Guest favorite

A cabin's exterior is shown from a deck, featuring wood decking and views of the surrounding landscape. A tall tree stands nearby, framing the scene, while the lake glistens in the distance under a clear sky.

Cabin in Moorcroft

4.94 out of 5 average rating, 16 reviews

Keyhole Cabin-4 bedroom-boat dock/ice fishing

AnnRating, 5 stars8 months ago

We wanted to relax and enjoy spending time with family and in the water. That is exactly what we did!! The house was great with amazing views, we really enjoyed the deck view. we had everything we needed and plenty of space. Would stay again!! Thank you!

Guest favorite

A two-story house is set against a clear blue sky, featuring a wrap-around deck with an umbrella. Lush green grass surrounds the property, and a large tree casts shadows on the lawn, providing a spacious outdoor feel.

Home in Pine Haven

4.86 out of 5 average rating, 69 reviews

Pine Haven, WY home viewing Keyhole Reservoir

TammyRating, 5 stars2 months ago

We stayed here while attending a high school basketball tournament in Moorcroft. The location was great the house was super comfortable and had what we needed for 4 of us. We ate at one of the bar and grills within walking distance which was great. The beds were very comfortable. We would love to come back again to check out more of the area. Thank you for sharing your home.

Guest favorite

The entryway features wooden walls painted in orange, creating a rustic atmosphere. Two red folding chairs are positioned beside the window, which allows natural light to enter. A small rug lies on the floor, complemented by a wicker basket and various wall decorations.

Cabin in Sundance

4.84 out of 5 average rating, 19 reviews

Kara Creek Ranch- 2 bedroom (#4)

BethRating, 5 stars4 months ago

We only had a short over night stay but it was a fantastic stay. The beds were comfortable, the space was very tastefully decorated and cozy. We will definitely be back in the future so we can experience more of the ranch and the beautiful scenery.

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Popular amenities for Crook County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Crook County

A serene outdoor scene is visible through the window, showcasing two deer grazing near a wooden feeding station. Lush green grass and tall trees frame the area, creating a natural setting that invites wildlife observation.

Private room in Pine Haven

5 out of 5 average rating, 3 reviews

Taylor Acres

FawnRating, 5 stars8 months ago

Dorothy was wonderful and my stay was great. Very comfortable atmosphere and I enjoyed watching some of the Olympics with Dorothy while I was there.

Guest favorite

A guest book with the title 'Adventure' is displayed on a wooden surface. The cover features an engraved design with pine tree motifs. A natural wood stick is placed across the open book, adding a rustic touch to the setting.

Hotel room in Moorcroft

4.89 out of 5 average rating, 264 reviews

Old Corner Sunrise Room

AbbyRating, 5 stars2 months ago

We’ve stayed here multiple times on cross country treks and it’s always a great place to sleep for a night or two! Nice and clean and there are always little breakfast options and snacks in the room which is a great touch! We will always stay here when traveling through!

Top guest favorite

A single-story cabin is nestled among pines, featuring a welcoming entrance with outdoor seating. A driveway leads to the home, surrounded by natural greenery. The roof is light-colored, and large windows allow for ample sunlight to illuminate the interior.

Cabin in Aladdin

4.95 out of 5 average rating, 22 reviews

Cottage near Black Hills of WY at JC Stage Stop.

StephanieRating, 5 stars1 month ago

Loved this place. It was very clean, bery spacious, and very close to Devil’s Tower National Monument. Beautiful surroundings and Liz was very responsive. I would definitely stay here again.

Top guest favorite

A prominent geological formation rises above the surrounding landscape, characterized by its distinct flat-topped shape and textured rock surface. Tall grasses sway in the foreground, while distant power lines and a tree line frame the scene, highlighting the natural beauty of the area.

Tent in Devils Tower

4.91 out of 5 average rating, 303 reviews

Cosmic Dreams 16'

SharleneRating, 5 stars7 months ago

Julianna was so sweet and her precious pups too. Very friendly and welcoming atmosphere. She let us know where we could eat and provided extra blankets and pillows. We loved our stay in the tipi, it was cozy and peaceful. Beautiful property. I would definitely stay again and I will be telling all of my friends. Thank you, Julianna, you’re awesome!

Guest favorite

A hot tub is situated on a grassy area, with the towering Devils Tower visible in the background, surrounded by lush trees. The exterior of the building is painted in warm tones with a sloped roof, blending harmoniously into the natural landscape.

Hotel room in Devils Tower

5 out of 5 average rating, 16 reviews

Burning Daylight - Devils Tower Lodge

RianaRating, 5 stars9 months ago

Fantastic view and stay! We were sad to only be stopping through for a short time. You can see the tower from the room and there is a hot tub to enjoy the view from as well. Great spot!

Guest favorite