House vacation rentals in Deadwood

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.

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.

The Charming White Cottage

Enjoy your stay in Spearfish at our cozy, 1 bedroom cottage. It is perfect for a couples get away or for someone looking to explore the beautiful Black Hills. Downtown Spearfish and Spearfish Creek are within walking distance to enjoy the bike path and great eateries. The bedroom features a comfortable king size bed, complete with a memory foam mattress, and walks out to the front porch. Our favorite thing about our cottage is relaxing on the porch swing with a cup of coffee or a glass of wine.

Spearfish 2bd1ba/Bonus RV Spot

Brand new modern cabin on private acreage nestled in the pine trees. Enjoy a quiet stay 10 minutes from Spearfish. -1 Bedroom w/ queen bed -1 bedroom w/ king bed -Full Bathroom -Washer/Dryer Starlink internet is provided which allows for remote working and streaming services on the TV. Traveling with someone with a camper? A bonus RV spot is located next to the cabin with full electric/water/sewer hookups for an extra fee. Please message before booking for camper pricing details/restrictions.

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.

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!

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

Stay in the heart of historic Deadwood at this beautifully restored 1902 home just one block from Main Street and Deadwood Mountain Grand. Walk to casinos, restaurants, nightlife, and the Mickelson Trail, then relax in your private 7-person hot tub after a day exploring the Black Hills. With space for large groups, creekside privacy, flexible sleeping arrangements, and convenient parking options, this home offers the perfect mix of location, comfort, and convenience.

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!

Beautiful Getaway with Hot Tub

Kick back and relax in this calm, stylish space. There is too much stress in this world! Take a night off and come stay at our peaceful retreat. Turn your phone off and recharge your batteries! This tastefully decorated and designed home is a perfect retreat. The peaceful setting with the overhead trees set back from the road porch, outdoor furniture, and much more. Dog friendly with approval. Pet Fee Applicable. No other pets.