House holiday rentals in Deadwood

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 🔥

Location · Family · Quiet

The Deadwood Lookout-Sleeps 22

Stunning 6 Bedroom (All w/ Private Bathrooms) Retreat with Epic views, Spacious Gathering Areas, Hot Tub & 1 mile from Deadwood Fun Come for the view—stay for the experience. Perched high above the legendary town of Deadwood, The Deadwood Lookout is a six-bedroom luxury lodge designed for unforgettable moments and elevated comfort. With panoramic views of Boulder Canyon, refined interiors, and thoughtful touches throughout, this exclusive retreat blends natural beauty with modern sophistication.

Family · Location · Bathroom

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

Family · Value · Backyard

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.

Family · Value · Indoor spaces

The Hills Hide-a-While ~ Minutes from Deadwood

Lead, South Dakota Entire home - 3 bedrooms/4 beds - 3 bathrooms & hot tub Cozy home on a dead-end street, conveniently located in the Black Hills with views of the city. Minutes from historic Deadwood, miles of hiking and ATV trails & Terry Peak ski resort. Whether you spend your days hiking, skiing or riding through the Black Hills exploring historic & monumental nearby places, you’ll be sure to feel at home when you enjoy a dip in the hot tub & a coffee or a cocktail on the deck upon return.

Value · Family · Walkability

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

Value · Family · Condition

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.

Family · Location · Checkout

Deadwood Nightlife and Black Hills Adventures

Welcome to Thunder Ridge, an amazing 4 BR, 5-BA vacation cabin with a private studio/game room - sleep up to 18 guests! Awesome great room with stone fireplace, 70” Smart TV, & great flow to the dining area & extremely well-appointed kitchen. We are across from the Deadwood Gulch Casino, the Mickelson Trail, & a short trolley ride to Downtown Deadwood. The studio has a private entrance, a kitchenette, pool table, 70” TV & more. Great location close to the Hills & the excitement of Deadwood.

Location · Value · View

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

Value · Family · Quiet

Entire Home in the Black Hills

The newly built Little House in the Hills is located on 5 acres and only 1 mile outside of Deadwood, SD. This is the perfect location to access hiking, biking, scenic drives, and tourist attractions. **As we head into the winter months we want you to know that the Black Hills can receive significant snowfall. All wheel drive or 4wheel drive is recommended.** Follow us on intagram @thelittlehouseinthehills or on our FB page "The Little House in the Hills" for additional information.

Value · Location · Cleanliness

The Lower Hillsview Loft

Retreat to this two story modern apartment home right in the heart of Spearfish. Walking distance from Black Hills State University, these high-end spaces are perfect for those wishing to visit a family students or to simply just explore the area! Beautifully decorated with high-end, local photography, curated modern furniture, and a stunning outlook from the balcony, this Black Hills getaway is a must for visitors through all seasons. *Stairs must be used to access bedrooms.

Family · Location · Hospitality

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Value · Family · Hiking