17 properties  

$264/night

Blackwoods Retreat

6 Bedrooms • 5 Baths • Sleeps 1-16
Allows pets Internet Fireplace Mountain View Hot Tub
Escape to this luxurious 6-bedroom, 5-bathroom home in the heart of the Black Hills! Perfect for families or groups, enjoy a spacious open-concept living area, a gourmet kitchen, and a game room for endless entertainment. Relax in your private hot tub under the stars after a day of adventure. With easy access to hiking, ATV trails, skiing, and nearby attractions like Deadwood and Mount Rushmore, this property is the ideal base for creating unforgettable memories. Book your getaway today!

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$162/night

Boulder Canyon Retreat W/Hot tub

4 Bedrooms • 3 Baths • Sleeps 1-12
Internet Fireplace Mountain Forest
Welcome to Boulder Canyon Retreat! This spacious 4-bedroom, 3-bath home offers the perfect blend of comfort and adventure. With a modern open-concept living area, a fully equipped kitchen, and cozy bedrooms, it’s ideal for families or groups. Enjoy stunning views from the expansive deck, where you can unwind after a day of exploring in the brand new hot tub.

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$85/night

Cozy hideaway on Main, Farmhouse Unit

2 Bedrooms • 2 Baths • Sleeps 1-8
Allows pets Internet Forest Downtown
Blocks from downtown, this Main Street unit is perfect for a weekend with friends, a family vacation, or a couples getaway. We are proud new owners of this 1920 building, and take pride in remodeling it with a contemporary farmhouse feel. Guests are able to use the backyard for gatherings, yard games, ect. The Hideaway is located next door to a prominent trolley stop, and also a little restaurant serving breakfast/lunch. Please checkout my other house listings if this does not fit your needs.

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$107/night

Cozy Woods Cabin Retreat w/ private Hot tub

2 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Fireplace Mountain View Forest
Come enjoy a day in the snow on the Mountain or simply wondering the Black Hills. Then spend the night relaxing in this beautiful home just seconds away from the Terry Peak Lodge. This home features two bedrooms with King size beds, two full bathrooms, plus a private hot tub and grill on site for our guests use. Please reach out with any questions. If this space does not quite fit your needs, please reach out. We have a lot of different properties. We cannot wait to host you!

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$214/night

Hillside Deadwood house in town w/ Hot Tub & views

4 Bedrooms • 2 Baths • Sleeps 1-10
Allows pets Internet Mountain Hot Tub
Deadwood and the Black Hills are known for its beauty and year round activities. This house is available ONLY for rent during the annual Sturgis Motorcycle Rally, Per City ordinance. IMPORTANT: If you have pets, please read the house rules. Guests enjoy the entire property when rented, and My driveway is big enough for up to 2 small trailers, or multiple vehicles. I also have room for an RV with option of temporary power.

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$156/night

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

3 Bedrooms • 2 Baths • Sleeps 1-14
Allows pets Internet Fireplace Mountain View Downtown Hot Tub
This gorgeous property is just a block from Main Street, and Deadwood Mountain Grand, making it a fantastic location for all guests. Whether you're planning a family vacation, a quiet getaway with your significant other, or a fun filled weekend with friends, we can accommodate you! The Mickelson Trail also begins directly adjacent to this property. Perfect for Bikers, hikers, snowmobilers, or adventure seekers. After a long day of activities, step out the kitchen porch into the 7-person hot tub.

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$114/night

Modern Deadwood Retreat -Trolley Stop & Hot Tub

2 Bedrooms • 3 Baths • Sleeps 1-8
Internet Mountain View Hot Tub
Discover a newly remodeled 2 bedroom, 3 bath apartment nestled in the heart of historic Deadwood, South Dakota. Perfect for short-term stays, this charming retreat offers modern amenities, decor, and easy access to Main Street's dining, entertainment, and scenic Black Hills adventures. Ideal for exploring local history, trying your luck at nearby casinos, or simply unwinding in comfort after a day of adventure. Experience Deadwood's charm from your own private haven.

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$120/night

Modern Home with Hot Tub + Sauna

2 Bedrooms • 2 Baths • Sleeps 1-8
Internet Hot Tub
This brand-new modern home is something you will not want to miss out on while traveling in the beautiful Black Hills. This home has many top-notch features including a hot tub, sauna, pool table, outdoor dining area, a spacious back yard, high- quality bedding/towels and so much more! We strive to make your stay feel like home by offering everything you would need plus more. This home sits on a peaceful lot in the center of the Black Hills making traveling in the area seamless and quick.

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$112/night

Mountain Escape by Terry Peak

3 Bedrooms • 3 Baths • Sleeps 1-10
Allows pets Internet Fireplace Mountain Forest Hot Tub
This spacious 3-bedroom, 3-bathroom cabin offers 2,800 square feet of comfort and stunning views of the Black Hills and Terry Peak. With a cozy basement sitting area, a main floor master bedroom, and two additional bedrooms upstairs, it’s perfect for families or groups. The property also features a loft area with extra sleeping space, modern amenities, and convenient laundry facilities on the main floor. Ideal for outdoor enthusiasts and those seeking a relaxing retreat.

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$67/night

Peaceful Hideaway on Main, BH Adventure Unit

2 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Forest Downtown
Just blocks from downtown, this Main Street unit is perfect for a weekend with friends, family vacation, or a couples' getaway! We are proud owners of this 1920 building and take pride in the remodel we have done. This unit has a fun adventure theme to it. Guests are able to use the backyard for gatherings, yard games. The Hideaway is located next door to a prominent trolley stop, and also a restaurant serving breakfast/lunch. Please check out my other listings if this does not fit your needs.

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$303/night

Rally Rental w trailer parking

4 Bedrooms • 3 Baths • Sleeps 1-10
Internet
This 4-bedroom, 3-bathroom home offers the perfect retreat for Sturgis Rally guests. With a full kitchen, laundry room, and beautiful deck with scenic views of Deadwood, it’s designed for comfort. Private parking with space for trailers makes it convenient for those traveling with larger vehicles. Book your stay and enjoy the best of Deadwood!

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$66/night

Rare Hideaway on Main, Retro unit

2 Bedrooms • 2 Baths • Sleeps 1-6
Allows pets Internet Forest Downtown

Charming 50s-Themed Main Street Apartment in Deadwood

Located just blocks from downtown, this unique Main Street apartment is the perfect choice for a weekend getaway with friends, a family vacation, or a couples' retreat. We are proud new owners of this historic 1920s building and have lovingly remodeled it to offer a blend of vintage charm and modern comfort, with a fun 50s theme throughout. Guests are also welcome to enjoy the backyard space for outdoor relaxation or activities.

Our property, The Hideaway, is conveniently situated next to a prominent trolley stop, providing easy access to Deadwood's attractions. Additionally, a cozy restaurant serving breakfast and lunch is right next door.

If this apartment doesn't meet your needs, please feel free to explore my other listings for additional accommodations.

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