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The Deadwood Lookout

Located just 1 mile from Downtown Deadwood, this Black Hills retreat offers a whole home rental perched atop a mountain. With 6 bedrooms, each equipped with its own full bathroom, this vacation home rental provides an ideal mix of privacy and shared spaces. The expansive deck showcases breathtaking views, while the spacious indoor areas ensure that everyone can comfortably mingle. For those exploring the area, this is one of the best Deadwood SD accommodations, and a perfect base for visiting nearby Custer State Park vacation rentals.

Large wooden house with a spacious wraparound deck surrounded by greenery.
Click to Reserve
Click Here for more photos

Deadwood Vacation Rental at The Deadwood Lookout

Highlights

Sleeping Arrangements

Sleeping Arrangements

Experience a stunning Black Hills retreat with an expansive wrap-around deck featuring a hot tub, outdoor dining, and cooking stations. Enjoy breathtaking day-to-night views of Terry Peak and the twinkling lights of Deadwood, all from this prime location. This vacation home rental includes a dedicated game room equipped with foosball, a poker table, and smart TVs. The stocked chef’s kitchen and heated finished garage add to the convenience of this remarkable space. Plus, you're just 1 mile from historic Deadwood via paved access roads, making it an ideal choice among Deadwood SD accommodations and perfect for those seeking black hill vacation rentals or Custer State Park vacation rentals.

Sleeping Arrangements

Sleeping Arrangements

Sleeping Arrangements

ALL bedrooms in this Black Hills retreat have a private full bathroom, making it an ideal choice among black hill vacation rentals for your next getaway. Accommodating up to 20 guests, this vacation home features: 


🛌 4 King En Suites – Enjoy spa-inspired privacy with premium linens, perfect for a luxurious stay. 


🛌 1 Double Queen En Suite – A great option for couples or teens seeking comfort. 


🛌 Garage Loft Bunk En Suite – This space includes 2 Queen beds and 2 Twin-over-Queen bunks, sleeping up to 10 guests. 


With a total of 12 beds and spa-grade linens and towels, your stay will be both relaxing and convenient. 


Each bedroom and family area is equipped with a Smart TV, adding to the comfort of your Deadwood SD accommodations. Explore nearby attractions like Custer State Park vacation rentals while enjoying all the amenities this vacation home offers.

Ideal Location

Sleeping Arrangements

Ideal Location

This Black Hills retreat is ideally positioned just one mile from Deadwood’s Main Street, with smooth, paved roads providing year-round access. Enjoy proximity to some of South Dakota’s best attractions from our Deadwood SD accommodations: 🎲 Historic Deadwood – Gaming, dining & nightlife 🎿 Terry Peak Ski Area 🚵 Spearfish Canyon & ATV trails 🎡 Sturgis Rally attractions 🥾 Hiking, fishing, mountain biking. Plus, easy shuttle or taxi service is available to and from Deadwood. For those seeking black hill vacation rentals or custer state park vacation rentals, this location is perfect for your next getaway.

Perfect for

Gather & Entertain

Ideal Location

👨‍👩‍👧‍👦 Family reunions & holiday gatherings at our Black Hills retreat offer the perfect backdrop for cherished memories. 🎉 For adult group getaways, consider our stunning vacation home rentals that provide both comfort and adventure. 👔 Corporate retreats are made more productive in our spacious accommodations, whether you're looking for Deadwood SD accommodations or Custer State Park vacation rentals. 👰 Wedding parties can celebrate in style with our beautiful venues, while ❄️ snowmobile & ski adventures await just outside your door.

Nearby Day Trips

Gather & Entertain

Gather & Entertain

Mt Rushmore | 52 miles


Keystone | 50 miles


Custer State Park | 72 miles (a great spot for Custer State Park vacation rentals)


Rapid City | 41 miles


Devils Tower | 74 miles


Consider a Black Hills retreat for your next getaway, with plenty of options including black hill vacation rentals and Deadwood SD accommodations, as well as various vacation home rentals.

Gather & Entertain

Gather & Entertain

Gather & Entertain

The chef’s kitchen and spacious dining area in this Black Hills retreat make it easy to connect over food. Cozy evenings by the gas fireplace are perfect for sharing stories or savoring the quiet. Downstairs, enjoy friendly competition in the game room, making this one of the best options among Custer State Park vacation rentals and Deadwood SD accommodations for your next getaway.

Book Your escape

Located just 1 mile from Downtown Deadwood, this Black Hills retreat offers a whole home rental perched atop a mountain. With 6 bedrooms, each equipped with its own full bathroom, this vacation home rental provides an ideal mix of privacy and shared spaces. The expansive deck showcases breathtaking views, while the spacious indoor areas ensure that everyone can comfortably mingle. For those exploring the area, this is one of the best Deadwood SD accommodations, and a perfect base for visiting nearby Custer State Park vacation rentals.

Large wooden house with wraparound deck in a forested area.
Click Here to Reserve

Explore Our Stunning Vacation Rentals with www.stayingintheblackhills.com Photo Gallery

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Vintage style logo of Deadwood Lookout with a sunset mountain view.

Elevated Outdoor Living

From sunrise coffee with grazing deer below to starlit evenings in the bubbling hot tub—every outdoor moment at The Deadwood Lookout is a memory in the making. The spacious deck invites you to dine al fresco, unwind fireside, or prep a mountain feast with a premium smoker, Blackstone griddle, and full grill setup.

🛏 Rest & Recharge


Click here for details on amenities and some of our specific recommendations

REVIEWs

Review from Tara

Review from Andrew

Review from Andrew

Our stay was absolutely amazing!  The scenery was breathtaking, and the peaceful surroundings made it the perfect place to relax and unwind.  The space itself was spacious, beautifully maintained, and exceptionally clean form the moment we arrived.  The kitchen was fully stocked with everything we needed, which made cooking and spending time together so convenient and enjoyable.  Every detail had been thoughtfully prepared to make guests feel comfortable and at home.  We highly recommend this home to anyone looking for a memorable experience.  

Review from Andrew

Review from Andrew

Review from Andrew

Amazing!  accommodations were wonder and management was super responsive.  I don't know where to begin with the views, stars and surrounding wildlife.  This has to be one of the best house rentals I have ever stayed at.  We had 16 people and more than enough room.  Hot Tub, grills, deck, massive garage - was all nice to have as well.  I would love to comeback every year. 

Review from Brandi

Review from Andrew

Review from Brandi

This home is very large and has a great view of the surrounding hills.  We enjoyed the deck and hot tub often.  Our large group was very comfortable and appreciated having private bathrooms in each suite.  We also appreciated having 3 separate living areas where folks could relax and separate from the group if needed.  We appreciate the kitchen being well stocked with enough dishes and serve ware for the amount of people it sleeps.  The hosts were very responsive and helpful.  

Review from Lorena

Review from Lorena

Review from Brandi

AMAZING FAMILY TRIP!  So many memorable memories made!  The view alone is worth the stay.  We were close to many tourist places.  If any advice for anyone with family...take the trip, know it's awesome to laugh and be together.  I would highly recommend this place. 

Review from Lorena

Review from Lorena

Review from Lorena

Beautiful cabin for our family of 20! The views were absolutely amazing and we had so much space to let the kids be kids.  The kitchen had more than enough appliaces, plate, and cups and cutlery!  There were lots of beach towels for the hot tub which was great!  

The Deadwood Lookout Photo Gallery

Cozy living room with large windows, leather chairs, and a fireplace.
Cozy living room with a rustic fireplace and large windows showing a forest view.
Modern dining room with large windows showcasing mountain views.
Spacious open kitchen and living area with rustic wooden furniture and cozy fireplace.
Rustic kitchen with wooden cabinets and leather bar stools.
Aerial view of a green forested area with houses and a marker for Downtown Deadwood.
Large wooden house with a wraparound deck on a hillside surrounded by trees.
Spacious wooden deck with seating and fire pit overlooking forested hills.
Spacious outdoor deck with seating and scenic mountain views.
Hot tub on a wooden deck overlooking a lush green valley and hills under a blue sky.
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