Vacation rentals in Crook County

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Top-rated vacation rentals in Crook County

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Guest favorite

The majestic Devils Tower rises against a starlit sky, with the Milky Way arching overhead. Below, a winding dirt road leads towards the base, surrounded by a serene, snow-dusted landscape and distant trees, creating a tranquil and expansive view.

Tent in Devils Tower

4.9 out of 5 average rating, 577 reviews

Crazy Horse (14' tipi)

Crazy Horse & Custer traveled this way to Devils Tower. This tipi can comfortably sleep 4 adults. Each tipi has as two burner stove, 3 gallons of water, a pot, coffee fixing things, a propane lantern and a solar lantern. There is no electricity on the property and an outdoor solar shower available if desired. Sleeping places (pad, sheets, blankets and pillows) can be set up for a total fee of $30 for 4 payable on arrival; more available for $10. Please request this when making a reservation.

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, 35 reviews

Home On the Range Wyoming

Experience the Open Range of Wyoming! This cozy cabin in a stunningly beautiful setting is perfect for groups. Very private and quiet. Bring your ORV's and snowmobiles. Minutes from miles of Black Hills Forest trails. Unsurpassed stargazing, mountain meadows and buttes less than an hour from Devil's Tower, Spearfish, Deadwood,and Sturgis. Little over an hour to Rushmore. 20 minutes from Sundance with real cowboy watering holes and western history. Your Home on the Range! NO cleaning fee!

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!

Please stay at our cozy little retreat. Nestled beneath the Sundance Mountain located in the foothills of the Black Hills in Northeastern Wyoming. 1 mile from Sundance, just off interstate 90. Seven acres of beautiful grassland with oak trees, a spring & a pond. Great landscape views & wildlife. We also have horses, cats, chickens & dogs for you to visit. Also, bird, squirrel, cotton tail rabbit & deer watching off the private deck. Peace & quiet of the country with great views. We have WiFi

Guest favorite

A peaceful front porch features white, ornate chairs alongside a small table. The porch is framed by wooden pillars and surrounded by vibrant flowers and lush greenery, creating a tranquil outdoor seating area ideal for enjoying the garden views.

Cottage in Pine Haven

4.83 out of 5 average rating, 6 reviews

Pine Haven's Secret Garden

Relax and recharge at this peaceful, garden retreat. Nestled in the pines surrounded by a secret garden of blooms and fresh herbs. Enjoy watching the abundant wildlife while you relax on the deck, drinking your coffee or stargazing at night. Once you’re well rested, grab a fishing pole, kayak, paddle board or hiking shoes and head to Keyhole State Park 1.2 miles away. Bring your boat and jet skis or rent them at Keyhole Marina. Or enjoy a round of golf at Keyhole Country Club 1/2 mile away.

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

Relax with the whole family at this peaceful place to stay. Enjoy the Wyoming sunsets out on the deck. Then head down to the water/public dock and get on your boat to take your family to the beach near by. In winter months, when the lake has froze, make sure your ice fishing poles are ready! A quick minutes side-by-side ride from the cabin and you’re ICE FISHING! Please note our place is secluded. No paved roads with steep grades. 4-wheel drive recommened and snow tires in winter months.

Guest favorite

An A-frame cabin is nestled among tall pine trees, featuring a striking green metal roof. The wooden exterior is complemented by large windows that invite natural light. A spacious deck wraps around the front, providing an outdoor area for relaxation.

Home in Pine Haven

4.95 out of 5 average rating, 103 reviews

Charming Cabin in Pine Haven

- 2 bedrooms and 2 bathrooms, sleeps up to 8 - Wifi throughout - Parking for 3 vehicles - Washer / Dryer - On quiet street - 10 minutes from Key Hole marina - Close to Devils Tower, about 40 miles * No smoking permitted on the property. * No pets * Please alert us ahead of your arrival if you plan to use the futon beds. * Sturgis week available. Nightly price of $400 with a minimum 4 nights. * Winter reservations are subject to cancellations due to problems with snow removal/availability.

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

Experience life in the heart of Pine Haven!! Golf club ,Keyhole Reservoir & State Park. Two restaurant bars in 2 minutes walking distance. Playground, volleyball , pickle ball court. Enjoy Wi-Fi, two smart TVs, clean linens, toiletries, laundry, a well stocked kitchen, Gas BBQ, wrap around deck, large driveway. Friendly location with fishing; Visit nearby Devil's Tower, Deadwood, Sturgis memorable sunrise on the deck;2 bicycles, 4 kayaks, a paddle board, corn hole lawn and card games ..

Top guest favorite

The outdoor seating area features a comfortable couch, overlooking a scenic landscape of rolling hills and trees. The open sky above is complemented by distant mountains, creating a serene atmosphere. Sunlight spills onto the deck, inviting relaxation in nature.

Cabin in Sundance

5 out of 5 average rating, 7 reviews

Cabin - Black Hills of Wyoming

Relax with the whole family in the tranquil & peaceful beauty of the Black Hills of Wyoming. Enjoy scenic views from the deck, nearby hiking & mountain biking trails, wildlife, and proximity to Black Hills attractions - Deadwood, Devils Tower…. Located 60 miles from Gillette WY & Sturgis SD. The kids can enjoy playing in the fort or swinging from the tree swing. Ideal location for hunting and fishing. Strong cell service. TV DVD VCR ROKU(using Hot Spot). Pet friendly, non-smoking cabin.

Top guest favorite

The guest cabin features rustic wooden siding and a welcoming front porch with a railing. A stone well is positioned nearby, complementing the natural surroundings. Lush trees create a backdrop with rolling green hills, providing a serene atmosphere for visitors.

Guesthouse in Aladdin

5 out of 5 average rating, 61 reviews

Rim Rock Cabin

Escape to our cozy guest cabin in the Wyoming side of the Black Hills. Centerally located between Sturgis, SD and Devils Tower. Four miles from Aladdin, WY; right off the highway. Built in 2020, the cabin boasts rustic furnishings, including a queen-size bed, a comfortable futon couch, a well-appointed bathroom, a refrigerator, a coffee pot, a Roku TV, and high-speed internet. Accommodating two guests, it can accommodate two more with the fold-out futon if needed.

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)

Make some memories at this unique and family-friendly place! Two queen bedrooms each with their own bathroom. It also includes a kitchenette and living room area. Breakfast provided each morning during the months of May-Oct! Additional meals and horseback riding available for an additional cost with a 24-hour notice from May-Oct. Enjoy the scenery and hike around with the horses and nearby hills or enjoy a nice cold drink in the saloon.

Guest favorite

Several cabins are situated along a gravel pathway, surrounded by tall pine trees. Each cabin features a small porch with steps leading up. A spacious grassy area is visible on either side of the path, enhancing the peaceful rural setting.

Cabin in Aladdin

4.89 out of 5 average rating, 19 reviews

JC Stage Stop Cozy Cabin

Cozy cabin in a peaceful, beautiful setting of pine trees and rim rock. Comfortable bedding and towels provided. Grill your meals on your private patio, or enjoy coffee in the pine trees on your deck. This is a DRY cabin, but all guests have hot water on demand for your shower in the shared shower house. Other guests of the resort potentially share all listed amenities. Property owners live on site.

Superhost

A close-up view of a modern door lock is displayed, featuring a keypad for keyless entry alongside a traditional keyhole. The handle is sleek and silver, positioned on a light-colored doorframe that complements the overall design.

Home in Hulett

4.7 out of 5 average rating, 259 reviews

Your gateway to Devils Tower, Biker Rally, Hunting

Hulett is a small town, and everything is within a half mile. This includes the grocery store, two cafes, bank, hardware store, and two bars. There is a fancy steakhouse at the golf course. The town library is just across the street. Devils Tower is about 15 miles away. You can easily visit Mt. Rushmore and the Crazy Horse memorial in a day trip, and come back to a quiet and comfortable evening.