Holiday rentals in Crook City

Hideaway Guesthouse - Great Rally Rental!

A well-appointed guesthouse surrounded by valleys filled with wildlife, towering Pines and Aspen tress that cover your own hillside to explore, and a private deck. From your deck you can enjoy a morning cup of gourmet coffee and watch the sunrise, or relax with a drink while admiring the sunsets. Your fenced backyard is a great place to escape into the hot tub underneath the stars, and let your dogs run free! Ideal Rally Rental for 4! Paved roads, garage parking, & 10 mins to Sturgis/Deadwood!

Hee Haw Hideaway - Trolley Stop

Sneak into The Hee Haw Hideaway. The perfect spot for bandits on the lam—or just folks craving a fun escape with a dash of the Wild West. Ditch the dusty trails and plot your next heist in comfort without the sheriff knocking! Plush bedding for dreaming of gold strikes (or plotting your next heist), and modern indoor plumbing with lavish towels to wash up! Ready to ride? The trolley is mere steps away to saloons, historic haunts, or Black Hills adventures. Who knew being bad could feel so good?

Crook Mountain View Rental

Beautiful location with great views in the woods. Deer and turkey frequently walk through the property. Located just minutes from Deadwood, Spearfish Canyon, and Sturgis. Mt. Rushmore , Devils Tower and Rapid City is not far. Great center location. On scenic Crook City Road (paved road). This rental is brand new. King bed, two full size bunks. Plus couch and table fold out to bed. Indoor bathroom with shower/tub hot water. Outdoor kitchen is a great addition. Short gravel driveway with incline.

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

Arthur Street Guest Suite

Relax and unwind at the the Arthur Street Guest Suite. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. This guest suite has a private entrance, king size bed, en suite bathroom, mini fridge, microwave, toaster and coffee pot. Everything you need for a comfortable stay. Located within walking distance from the historic Bullwacker’s Saloon and Steakhouse and beautiful Oak Park where you can spot wildlife including deer and turkey and hike an easy trail.

Whispering Pines

Nestled among the pines in Boulder Canyon just minutes away from Deadwood and Sturgis. Two miles from Camp Five trail head. Twenty minutes from Spearfish or an hour to Mt Rushmore. Loft has king, queen, & twin beds. Outdoor seating with charcoal grill and has fire pits. Relax & enjoy the sounds of nature from the deck or sit in the swing soaking up tranquility in the beautiful sights & smells of the forest. Dry Bunkhouse with queen bed available at$50 a night extra. Pictured as bedroom 2.

Peaceful cabin <10 mi Sturgis/Deadwood/Spearfish

If quiet mornings on a covered patio surrounded by the smell of beautiful Black Hills pine trees is your vibe, our cozy cabin might be just what you need for a peaceful getaway. Location details: + 5 min to grocery + great coffee/food + 8 mi to Deadwood + 13 mi to Spearfish + 11 mi to Sturgis + Forest views + Easily accessible off of a picturesque paved drive. A very well-stocked kitchen + amazing coffee/dining/grocery <10mi makes this central location our best kept secret.

Deadwood Two Bit Cabin on the Creek

Escape to our peaceful 2-bedroom Black Hills cabin on 4 private acres just minutes from historic Deadwood. A gentle creek runs through the property where guests often see deer, wild turkeys, and other wildlife. Enjoy quiet forest surroundings while being only 4 miles from Deadwood, 10 miles from Sturgis, and 13 miles from Terry Peak. Perfect for couples, families, and anyone looking for a relaxing Black Hills getaway close to hiking, skiing, and adventure.

Stay in the Heart of Deadwood at the Jordan's!

This home, is on Deadwoods Historic Registery and located on Historic Main Street, just a couple blocks from the action! Features include a full kitchen, full bath, queen sized bed, laundry facilities, and a nice front deck. There is high speed wifi and a 40" Roku capable TV. Parking is in a private lot. We think you will love coming back to this cozy home and quiet neighborhood after enjoying all Deadwood and the Black Hills have to offer!

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Custer Street Retreat

Enjoy the beautiful Black Hills from the peace and quiet of Whitewood, SD. Conveniently located between Sturgis, Deadwood, and Spearfish, Whitewood allows easy access to much of the surrounding area. This home comes fully equipped for your short-term stay. Conveniently located one block from the local saloon, groceries and gas are a 5 minute drive. Available off-street parking as well as in front of the house for those with a trailer.

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.