Family-friendly vacation rentals in Deadwood

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.

Deadwood Vacation Rental Apartment

The home is located in the Historic Deadwood Presidential neighborhood, that sets on the side of the cliff overlooking Deadwood, with magnificent mountain views. Walking distance to all attractions - , restaurants, casinos, concerts, nightlife, museums and fitness center. Just steps away from everything Deadwood has to offer - literally - 116 steps down into the gulch. The Deadwood City Rec & Aquatics fitness center is located at the base of the stairs, and stones throw from the apartment.

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Aggies 1895 Saloon & Brothel Deadwood Main Street

The former Ayres Hardware (founded 1876) Store, loaded with history and charm! One of the few merchants who would not sell or convert to a casino when the gambling boom began in Deadwood. Walking distance to Saloon #10, Kevin Costner's Midnight Star, Franklin Hotel and many other historic Deadwood attractions. You’ll love the location and coziness. Perfect for couples, solo adventurers, business travelers, and families (with kids).Aggies is a restored 2 1/2 bed apt/brothel all inclusive .

Tucked Away Chalet minutes to Deadwood and Skiing

PLEASE READ THE ENTIRE LISTING DESCRIPTION, REVIEW ALL FEATURES, AND VIEW ALL PICTURES TO KNOW EXACTLY WHAT TO EXPECT! Conveniently located in the northern Black Hills in the City of Lead, central to all that it has to offer. Minutes to historic Deadwood and Terry Peak ski area. Snowmobile trails, mountain biking and hiking trails minutes away. Visit the many local breweries and restaurants while taking in all the history of this historic mining town. Please enjoy and respect our home!

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.

Black Hills Condo

Welcome to Black Hills Condo! Come and enjoy this beautiful and sparkly-clean, two-bedroom, two-bath condo! Enjoy main-floor living with private entrance and front of condo parking! Located minutes from Deadwood, Terry Peak, and Sturgis, this condo offers convenience and comfortable living for up to six guests! Amenities include: Private patio, patio grill, pack-and-play, iron/board, and many kitchen amenities and conveniences. Come and enjoy all the Black Hills has to offer!

The Mercantile at Mad Peak Lodging, sleeps four

The Mercantile at Mad Peak Lodging is part of our Old West–inspired collection of vacation rentals, blending historic character with modern comfort in the heart of the Black Hills. Surrounded by mountain scenery, this inviting retreat offers a peaceful setting with easy access to outdoor adventure, local attractions, and scenic drives. Whether you’re exploring the Hills or unwinding after a full day out, the Mercantile is a comfortable and memorable place to stay.

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

☼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!

Stay in the Heart of Deadwood at the Jordan's!

This home, is on Deadwoods Historic Registery and located on Historic Main Street, just a couple blocks from the action! Features include a full kitchen, full bath, queen sized bed, laundry facilities, and a nice front deck. There is high speed wifi and a 40" Roku capable TV. Parking is in a private lot. We think you will love coming back to this cozy home and quiet neighborhood after enjoying all Deadwood and the Black Hills have to offer!

Aces & Eights, 1 mile to Deadwood, Hot tub

Keep it simple at this peaceful and centrally-located place. Located 1 mile from Deadwood, South Dakota in the Black Hills. Aces and Eights is a studio style cabin set for that perfect getaway. Grab a cab to town or order a pizza right to your doorstep. This lodge is adjoining with a second similar cabin called Dakota Lodge. Each side has its own deck, hot tub, space. This cabin is set up in perfect historic, rustic Deadwood Style.