
Holiday rentals in Cheyenne Crossing
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Top-rated holiday rentals in Cheyenne Crossing
Guests agree: these stays are highly rated for location, cleanliness and more.

Spearfish Canyon Skye lodge
Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Spearfish Canyon Retreat (Valhalla)
A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Grandma's House in the Heart of the Black Hills
Grandma's House is in the heart of the Black Hills, located 1 mile from Hill City, it is minutes away from Mt. Rushmore, Crazy Horse, Custer State Park and more. It sits alone on the edge of a meadow with hills directly behind it and a small, bubbly creek in front of the house. It has plenty of room for kids to run and play outside, and a cozy, quaint inside for families to enjoy each other's company. Grandma’s House is available for extended stays November thru April. Contact host for details

Harley Court Loft
Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Falsebottom Hide-away
This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Modern 2-Bedroom Getaway
Enjoy a stylish experience, with your own Hot Tub, at Creekside Village - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and tile shower, this renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, message for details.

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.

The Mercantile at Mad Peak Lodging, sleeps four
The Mercantile at Mad Peak Lodging is part of our Old West–inspired collection of vacation rentals, blending historic character with modern comfort in the heart of the Black Hills. Surrounded by mountain scenery, this inviting retreat offers a peaceful setting with easy access to outdoor adventure, local attractions, and scenic drives. Whether you’re exploring the Hills or unwinding after a full day out, the Mercantile is a comfortable and memorable place to stay.

Darby's Cabin in the Woods
Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

Enchantment hills retreat guesthouse.
This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Moonlight Pines-Happy Little Cabin
Moonlight Pines (n.) a place where memories are made. Hello, we are so happy you’re here! Relax, unwind, + consume all the beauty + positive energy our space offers. Steps away from trails + slopes, have fun exploring our beautiful backyard knowing a cozy fire, a game of backgammon, a glass of wine, + a soak in the hot tub await (#hygge)! Connect with the peacefulness of nature and, of course, enjoy the moonlight shining down on all the pines!
Popular amenities for Cheyenne Crossing holiday rentals
Other great holiday rentals in Cheyenne Crossing

The Ranger Cabin - Luxury Off-Grid

Modern cabin nestled along the banks of Elk Creek

Cabin in Spearfish Canyon, Elmore

Monaco Place- 3bed 2.5bath

Deadwood Two Bit Cabin on the Creek

Black Hills Gateway Get-Away!

Mysa Cabin

Hee Haw Hideaway - Trolley Stop
Destinations to explore
- Black Hills National Forest
- Mount Rushmore National Memorial
- Custer State Park
- Crazy Horse Memorial
- Sylvan Lake
- Reptile Gardens
- Storybook Island
- Prairie Berry Winery
- Devil's Tower National Monument
- Rushmore Tramway Adventures
- Canyon Lake Park
- 1880 Train
- Rush Mountain Adventure Park
- D.C Booth Historic National Fish Hatchery & Archives





