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 🔥

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.

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

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.

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.

Deadwood Home Walk to Main St w/ Garage

Steps to Main St. DEADWOOD - PRIVATE LUXURIOUS Historic 4 large BDRMs, 3 BATH with walk-in showers. Located STEPS to Michelson Trail for biking and hiking and Deadwood Casinos & History. Spacious living spaces, a bar/game room, stocked kitchen, AIR COND., outdoor patio area. FREE Wi-Fi. HISTORY, CHARM & ALL of the amenities you are looking for in a B. Hills ADVENTURE. FREE off-street parking in detached GARAGE/CARPORT for 3-4 cars. Complimentary breakfast. Ask for Bachelorette Party specials.

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.

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

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.

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

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!

The Old Front Porch

Deadwood’s Old Front Porch as featured in Destination Deadwood Magazine. The Old Front Porch was built in the late 1800’s and it has been renovated with some modern touches, while keeping the historic character of the home. Downtown Deadwood is just over half a mile, and you can access the Mickelson Trail with a three-minute walk. The Deadwood Trolley stops in front of the house and will take you almost anywhere in Deadwood for $2!