Vacation rentals in Crook County

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Top-rated vacation rentals in Crook County

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Guest favorite
A colorful tipi stands prominently in a grassy area, featuring vibrant patterns with horse motifs. In the background, the silhouette of Devils Tower is visible against a moody, cloud-filled sky, hinting at a scenic landscape. A child is seen nearby, adding a sense of scale.
Tent in Devils Tower
4.9 out of 5 average rating, 623 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
A spacious living area features high wooden ceilings and a stone fireplace, surrounded by cozy seating. Two reclining sofas provide comfort, while a mounted TV adds entertainment options. Natural light streams in, reflecting off the warm wooden walls and floor.
Cabin in Hulett
4.98 out of 5 average rating, 80 reviews

Private Luxury Cabin #3 The Lodge at Devils Tower

Situated just 6 miles from Devils Tower and 4 miles from Downtown Hulett, WY with end of the road privacy and extraordinary views, come relax with us and enjoy your own PRIVATE slice of heaven! Located just 1 mile off the beaten path, tucked into the beautiful hills of Wyoming you will enjoy your own private cabin featuring fantastic Mountain View’s, 2 bedrooms/bathrooms and a large porch to watch the sunset or share a cup of coffee. Your cabin will come fully furnished and awaits your arrival!

Guest favorite
A wooden deck is seen outside the log cabin, featuring two black chairs and a swing hanging from the rafters. Large windows allow natural light to fill the space, with expansive views of the surrounding fields visible in the background.
Cabin in Sundance
4.96 out of 5 average rating, 114 reviews

Kara Creek Ranch - Log Cabin

Looking to get away from it all? This cozy log cabin sits alone on a rise overlooking fields of sunflowers, where the deer & antelope graze and Kara Creek runs lazily through the valley. Guests are welcome to hike, fish Kara Creek, or fish the 11 acre pond stocked with trout (many over 20 inches) and large mouth bass. This cabin sits about 4 miles from our ranch headquarters, where we also offer food, horseback riding and other activities from May-Oct. Please contact us for more information!

Top guest favorite
Guest suite in Pine Haven
5 out of 5 average rating, 8 reviews

Your Suite Lake Getaway

Relax with friends and family in this quiet Pine Haven getaway with 2 bedrooms, 3/4 bath and 1/2 bath, laundry, well-stocked kitchen including coffee, tea and hot cocoa. Large dining and living rooms comfortably seat 6, and there's a nice shady patio area for your enjoyment. The Wolf Den has one queen size bed; the Bears Den has one queen bed and two twin XL beds. When not out swimming, hiking, fishing or boating at the lake, enjoy playing air hockey, board or card games, or watching TV.

Superhost
The exterior of a one-story home is shown, featuring a light-colored facade and a gabled roof. A wooden deck with steps leads to a front door, framed by two windows. Lush green grass surrounds the entrance, and a garage is visible on the right.
Apartment in Sundance
4.84 out of 5 average rating, 44 reviews

Black Hills Gateway Get-Away!

Relax at the gateway to the Black Hills in the beautiful Bear Lodge Mountains! This private entry apartment located on a small farm minutes from I-90 in Wyoming is perfect for the entire family. Take in the sights of the Black Hills, and then getaway for some peace , quiet, and great views! Hunters, travelers, bikers, hikers-- all like are welcome here! On-suite exercise gym included. Beautiful views and friendly folks here. Message to inquire about horse accommodation layover options.

Top guest favorite
The exterior of a rustic cabin features a distinctive green metal roof and warm wooden siding. Flanked by tall trees, the entrance boasts a blue door with a welcoming step-up porch, providing access to the outdoor space and showcasing a natural, serene setting.
Home in Pine Haven
4.96 out of 5 average rating, 119 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.

Top guest favorite
A serene landscape is depicted with soft clouds reflecting pastel hues in the evening sky. The tranquil water and distant land are framed by leafless trees in the foreground, offering a peaceful view of the natural surroundings.
Home in Pine Haven
4.88 out of 5 average rating, 83 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
A simple cabin is positioned amidst greenery and large rocks, with a wraparound deck visible. The grassy area provides an open space, while trees are present in the background under a clear blue sky.
Cabin in Sundance
5 out of 5 average rating, 29 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.

Guest favorite
A travel trailer is positioned on a gravel area surrounded by lush greenery, with trees and wildflowers visible. Rolling hills are seen in the background under a partly cloudy sky, creating a serene outdoor setting.
Camper/RV in Aladdin
4.95 out of 5 average rating, 22 reviews

Chase's Farmyard

Beautiful 60-acre working hobby farm nestled in the Bear Lodge Mountains with access to the Black Hills National Forest. This site has a fully fenced area to ensure your privacy and deny access to the farm animals. Inside your fenced area you will be able to relax with nap in the hammock, enjoy a meal outside, read a book under the oak trees, tell stories around the fire pit, or take a walk on a meandering nature trail. Recently added, dedicated Starlink WiFi just for RV.

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, 77 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
Loft in Aladdin
4.98 out of 5 average rating, 41 reviews

Hunter’s Loft on Oak Creek Road

This efficiency loft apartment is located above a detached garage at our personal residence, nine miles northwest of Aladdin, Wyoming. It is primarily set up to accommodate hunting parties who are enjoying sport in the greater Bearlodge area of the Black Hills in Northeastern Wyoming. We are located 25 miles east of Hulett, WY, 25 miles north of Sundance, WY and 25 miles west of Belle Fourche, SD.

Guest favorite
The exterior of a rustic cabin is shown, featuring a covered porch with two chairs and a grill nearby. A blue front door is visible, framed by wooden beams, with a gravel pathway leading up to the entrance.
Cabin in Pine Haven
4.88 out of 5 average rating, 42 reviews

Cabin 1 @ Empire Lodge

Relax with the whole family at this peaceful and rustic cabin. Simple and quaint. Nestled in beautiful Pine Haven, Wyoming, this cabin is only minutes from Keyhole Reservoir and right down the road from Devils Tower. This cabin features a queen-sized bed with a roll-away, a ¾ bath and a small kitchenette. Coin-Op laundry is available on site.

Popular amenities for Crook County vacation rentals

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