Holiday houses 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.

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Top Guest favourite
Cabin in Lead
4.98 out of 5 average rating, 226 reviews

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

LocationValueHiking

Guest favourite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.92 out of 5 average rating, 357 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

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Top Guest favourite
Chalet in Lead
4.97 out of 5 average rating, 275 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!

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Guest favourite
A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.
Home in Lead
4.88 out of 5 average rating, 272 reviews

Reato House--Cozy comfort away from home, HOT TUB!

This house is a comfy, cozy, 2 bedroom, 1 bath house built in the early 1900's and recently updated. It is in the heart of the Black Hills, minutes from Deadwood. It is close to skiing and snowmobiling in the winter; hiking, sightseeing and fishing in the summer. The deck overlooking Lead offers a space in the sun or a covered portion for shade. Four person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. Trailer parking available.

ValueLocationOutdoor spaces

Top Guest favourite
The living area features a stone fireplace framed by wooden accents. Two comfortable armchairs are positioned around a coffee table, with decorative items placed on it. Rich wooden flooring complements the warm tones of the space, with natural light filtering through window coverings.
Cabin in Lead
4.93 out of 5 average rating, 126 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!

ValueLocationCondition

Guest favourite
Home in Lead
4.93 out of 5 average rating, 61 reviews

New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub

The whole group will be comfortable in this spacious and unique space. Welcome to "This is Livin'," an extraordinary six-bedroom, 5.5 bath vacation home in the Powder House Pass Development of the northern Black Hills, South Dakota. With sleeping arrangements up to 22 people. This haven of opulence offers an unparalleled experience, ensuring that your stay is nothing short of exceptional. Upon entering, you are greeted by a meticulously designed interior that radiates comfort and sophistication

LocationFamilySkiing

Top Guest favourite
A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.
Home in Spearfish
4.98 out of 5 average rating, 291 reviews

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.

LocationFamilyParks

Top Guest favourite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 184 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.

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Superhost
Cabin in Lead
4.88 out of 5 average rating, 8 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.

FamilyLocationOutdoor spaces

Guest favourite
The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.
Home in Lead
4.92 out of 5 average rating, 107 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

LocationValueIndoor spaces

Top Guest favourite
A modern kitchen features a wooden island with seating for four and sleek stools. Stainless steel appliances including a large refrigerator and vent hood are complemented by minimalist cabinetry. Large windows provide natural light and views of the outdoor surroundings.
Home in Lead
4.95 out of 5 average rating, 84 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!

LocationFamilyView

Top Guest favourite
A fire pit area is surrounded by a circular arrangement of chairs on a gravel surface, situated in an expansive green yard. The house is visible in the background, complemented by a detached garage, with trees lining the perimeter of the property.
Home in Deadwood
4.94 out of 5 average rating, 48 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 .

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Popular amenities for Cheyenne Crossing holiday rentals