
Holiday rentals in Cheyenne Crossing
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Cheyenne Crossing
Guests agree: these stays are highly rated for location, cleanliness and more.

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
4.98 out of 5 average rating, 226 reviews
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!
4.97 out of 5 average rating, 276 reviews
Jägerhaus - Mountain Lodge on Private Estate
Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces
4.92 out of 5 average rating, 358 reviews
The Cabin in the Hills, Terry Peak Lead SD
Pack your skis & lace up the hiking boots! Enjoy an unforgettable adventure at The Cabin in the Hills located minutes from a slew of trails & slopes & 1/2 mile from Terry Peak Ski Lodge. The cozy 3 bedroom 2 bathroom cabin has all you desire to embrace the majestic beauty of the Black Hills. Enjoy breathtaking mountain views & gorgeous sunsets from 2 covered decks while grilling, warm up by the firepit while star gazing, nap in the hammock or soak in hot tub. Indoors; cozy up to the fireplace!
4.93 out of 5 average rating, 128 reviews
Cabin w/Hot Tub on Terry Peak-10 miles to Deadwood
Welcome to Golden Nugget Retreat on Terry Peak, where endless outdoor adventures happen! The cabin offers 3 bed 2 bath, a fully furnished kitchen, laundry room, smart TV's, Foosball table, games and a gas fireplace. Go outside and relax in the hot tub or enjoy the patio furniture on the private deck surrounded by pine forest views. Adventure out for some hiking, biking, skiing at Terry Peaks or exploring hundreds of miles of ATV/snowmobile trails. Or check out the historic town of Deadwood
4.88 out of 5 average rating, 223 reviews
Mirror Cabin in the Black Hills
You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. 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. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.
4.98 out of 5 average rating, 184 reviews
Pineknot at Wickiup Cabins
Historic Log Cabin Near Spearfish Creek | Sleeps 4 | Pet Friendly Welcome to Pine Knot! Built in the late 1930s, this historic log cabin in Spearfish Canyon is part of Wickiup Cabins' 20-cabin village on 5 acres along Spearfish Creek. Features a queen bed in main cabin, twin beds on an enclosed screened sleeping porch, bathroom w/ shower, kitchenette (stove top, large fridge, coffee pot with supplies), gas fireplace, WiFi, linens & cookware. Outside, enjoy a picnic table & charcoal grill.
4.88 out of 5 average rating, 8 reviews
The Bald Doe
Escape to The Bald Doe, a spacious, luxurious and peaceful retreat perched in the Black Hills with breathtaking views, unforgettable sunsets, and incredible star-filled skies. Perfect for families and groups, you'll enjoy the privacy of a secluded setting while being less than 10 mins from Deadwood, 15 mins from Sturgis, 20 mins from Spearfish Canyon and Terry Peak, 1 hour from Mount Rushmore, Crazy Horse, and Custer State Park, making it the ideal home base for your Black Hills adventure.
4.8 out of 5 average rating, 5 reviews
Lead/Deadwood, Pet friendly. Central location
Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round
4.91 out of 5 average rating, 109 reviews
Crate Escape at Terry Peak
Welcome to the BRAND NEW Crate Escape at Terry Peak! Built by the TV personality Cappie, this beautiful home is constructed from repurposed shipping containers! You can enjoy all of the accessibility of Terry Peak without the crowds from the comfort of our home! Kick your feet up, enjoy the solitude of the Black Hills, and enjoy some time in our dry sauna! Bring your skis, snowboard, side by side, or snowmobile and use this as your base camp for your trip to South Dakota!
4.95 out of 5 average rating, 84 reviews
ATV, Hiking, Snowmobiling, Hunting & Casino Fun
Nestled deep in the hills, our spacious home offers the perfect escape for families and individuals who crave nature, privacy, and adventure. Surrounded by the Black Hills National Forest, ideal for hunting and wildlife watching. Direct access to Forest Service trails for hiking, ATV riding, and snowmobiling Just a short drive to Terry Peak Ski Area for skiing and snowboarding Close to Deadwood, where you can enjoy historic charm, dining, and casino entertainment .
4.94 out of 5 average rating, 49 reviews
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.
5.0 out of 5 average rating, 77 reviewsPopular amenities for Cheyenne Crossing holiday rentals
Other great holiday rentals in Cheyenne Crossing

WYnDome located in Beulah, WY
4.98 out of 5 average rating, 43 reviews
The Overlook on Mountain View
4.94 out of 5 average rating, 16 reviews
Luxury Escape w/Hot Tub, Firepit and Barrel Sauna
4.98 out of 5 average rating, 90 reviews
New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub
4.93 out of 5 average rating, 61 reviews
Norski, Hot Tub, beautiful view
4.91 out of 5 average rating, 85 reviews
Timber Trails: Pet-Friendly Haven for Adventurers
4.95 out of 5 average rating, 81 reviews
Homestake Lookout
4.85 out of 5 average rating, 80 reviews
Whiskey Bent Hideaway
4.97 out of 5 average rating, 34 reviewsDestinations to explore
- Mount Rushmore National Memorial
- Custer State Park
- Black Hills National Forest
- Sylvan Lake
- Reptile Gardens
- Prairie Berry Winery
- Crazy Horse Memorial
- Devil's Tower National Monument
- Storybook Island
- Canyon Lake Park
- Jewel Cave National Monument
- 1880 Train
- Rushmore Tramway Adventures
- Rush Mountain Adventure Park
- D.C Booth Historic National Fish Hatchery & Archives





