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.

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Top guest favourite
Cabin in Lead
4.98 out of 5 average rating, 225 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

Top guest favourite
Chalet in Lead
4.97 out of 5 average rating, 273 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!

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, 356 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

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, 271 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.

Guest favourite
Home in Lead
4.89 out of 5 average rating, 9 reviews

Lazy L Lodge

Welcome to Lazy L Lodge, a private retreat in the Northern Black Hills 🌲 Surrounded by forest and set in a peaceful location, Lazy L Lodge offers the perfect mix of comfort, scenery, and space to unwind. Upstairs, large picture windows showcase sweeping views of the hills, filling the cabin with natural light and bringing the outdoors in. Step out onto the spacious deck to relax around the fire table while overlooking the trees—an ideal spot for morning coffee or winding down in the evening 🔥

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, 180 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.

Top guest favourite
A gently sloping yard leads to a welcoming entrance. The exterior features large windows, a covered porch, and a blend of rustic stone and modern siding. Surrounding pine trees provide a natural backdrop against a clear blue sky.
Home in Lead
4.95 out of 5 average rating, 62 reviews

Welcome to Knotty Hideaway

Knotty Hideaway itself boasts an amazing open floor plan perfect for entertaining with the living, kitchen, and dining rooms all connected. Enjoy the covered patio right off the kitchen which consists of a gas fire pit to relax and enjoy. This home is located next to Mickelson Trails and Trail Head #5 Snowmobile Trail. Just a few minutes from Terry Peak Ski Resort and Lead/Deadwood. Enjoy the oversized 2 car garage for the toys. Full access to clubhouse and pools. Come stay, relax and enjoy.

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.

Top 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

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!

Top guest favourite
Cabin in Sturgis
5.0 out of 5 average rating, 75 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.

Guest favourite
Cabin in Lead
4.94 out of 5 average rating, 147 reviews

High Mountain Rustic Cabin- Hot Tub- Game Loft

This home is magazine worthy and one of a kind! Modernly furnished to an excellent standard. It is the ideal retreat for a secluded & nature-bound stay. You can open the windows and let the sounds of the Black Hills feel like you are in paradise. It is Conveniently located near Terry Peak Ski Lodge, Deadwood, and other major Black Hills tourist destinations. We believe it is the ultimate location to immerse yourself in the beauty of the Black Hills!

Popular amenities for Cheyenne Crossing holiday rentals