Holiday rentals in Deadwood

4.96 out of 5 average rating, 455 reviews

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.

4.98 out of 5 average rating, 266 reviews

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 .

Superhost

Apartment in Lead

4.81 out of 5 average rating, 219 reviews

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 209 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

4.92 out of 5 average rating, 190 reviews

Home in Sturgis

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.

4.98 out of 5 average rating, 623 reviews

Loft in Lead

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 with 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. No pets accepted!

4.86 out of 5 average rating, 199 reviews

The Daning Main Floor Suite

Blocks away from the closest casino and all Historic Main Street has to offer the french doors of this Historic Victorian Style home still hang and greets guests to the newly renovated Main Floor Suite. Six (6) guests can enjoy all the amenities of home including Washer/Dryer, Private Outdoor Space, Full Kitchen, Newly Renovated Bathroom, HDTV, and Wi-Fi all minutes away from downtown Historic Deadwood. Live like a local and play like one too at The Daning Main Floor Suite.

4.94 out of 5 average rating, 120 reviews

Cabin in Lead

Arn Barn Cabin

Great cabin with lovely views from the covered porch in the Terry Peak area. Two bedrooms, both containing queen beds, one of these adjustable, the other with a fold-out chair for extra space if needed. One level, open floor plan with a large comfortable sectional that will also pull out into a bed if additional sleeping space is needed. Outdoor fire pit and grill available for your use. Fully stocked kitchen to make you feel right at home while enjoying the Black Hills.

4.97 out of 5 average rating, 110 reviews

Guest house in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

4.97 out of 5 average rating, 156 reviews

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!

4.9 out of 5 average rating, 153 reviews

Guest house in Spearfish

Adorable loft carriage house with hot tub

This is the original carriage house from 1892 that has been converted into living quarters with a small fenced in outdoor space. The cozy cottage is made up of two levels. On the floor level, is a small kitchen, bathroom, and sitting area with gas fire place (love seat pulls out to a single bed). On the second level, via a narrow steep hayloft staircase, is a king bed, tv, and private balcony. This quaint space is the perfect get away.

4.96 out of 5 average rating, 291 reviews

Flat in Lead

New Studio 5 Minutes from downtown Deadwood

Brand new above garage studio apartment with garage and outdoor parking, 5 minutes from downtown Deadwood, South Dakota. Property bordered by Black Hills National Forest and minutes to Friendship Tower. Close to Sturgis, Spearfish, Rapid City, Mt. Rushmore, Custer State Park and all the Black Hills has to offer.(Airbnb show us in Lead our property line is adjacent to Deadwood and on your GPS put Deadwood not Lead)

4.99 out of 5 average rating, 180 reviews

Cottage in Deadwood

Best little house in Deadwood

Welcome to Dogwood! This great in-town location offers one bedroom with king bed, an extra large living-dining area and well stocked kitchen, but no dishwasher. The bathroom has a large tile shower with glass doors. Relax with a movie or tv show on our 50" smart TV. or enjoy the passing scene from the roomy front porch on a summer day. We hope to host you soon!

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Popular amenities for Deadwood holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Deadwood

4.95 out of 5 average rating, 93 reviews

Guest suite in Whitewood

Arthur Street Guest Suite

Jim & PriscillaRating, 5 stars5 days ago

Private, comfortable and clean accommodations. Our host was friendly and responsive and provided all we needed. We really appreciated the small fridge with freezer as we were able to refreeze our ice packs before resuming our trip.

Superhost

Home in Lead

4.84 out of 5 average rating, 19 reviews

Lead/Deadwood, Pet friendly. Central location

SamanthaRating, 5 stars2 weeks ago

perfect place for our weekend getaway with a dog, beautiful location and even had extra propane tanks for the firepit/grill. clean and exactly as advertised.

Cabin in Deadwood

5 out of 5 average rating, 3 reviews

Rustic Black Hills Cabin Near Main Street Deadwood

MadasonRating, 5 stars7 months ago

It was a cute little cabin tucked away in the woods, I thoroughly enjoyed it! The first morning a flock of wild turkeys strolled by and the second a herd of white tail deer! It was cozy and felt like home, I would recommend it to anyone!!!

4.94 out of 5 average rating, 17 reviews

Home in Spearfish

The Pump House

DaleRating, 5 stars1 month ago

If you want somewhere to go for a nice couples get way, this is the place. Great location to go out and explore the Black Hills. Lots or nearby places to eat as well as the option to make your own meals with a wonderful kitchen.

4.83 out of 5 average rating, 18 reviews

Home in Lead

Homestake Lookout

TaylorRating, 5 stars2 weeks ago

We thoroughly enjoyed our stay at Cade's property, which offered a variety of unique features that significantly enhanced our experience. The thoughtful provision of all necessary amenities, including a hairdryer 🙃, ensured a comfortable and convenient visit. The scenic views were exceptional, and the beds were comfortable. The hot tub offered a perfectly relaxing retreat. We also appreciated the friendliness of the neighbors we encountered and particularly enjoyed the daily sightings of deer and fox. Cade proved to be an exceptionally accommodating host, demonstrating prompt responsiveness and providing valuable suggestions. We extend our sincere thanks to Cade for a truly excellent stay.

4.95 out of 5 average rating, 20 reviews

Apartment in Lead

Gold Rush Getaway

KerrieRating, 5 stars1 week ago

The condo was perfect for two couples. We were able to cook meals for ourselves with the well-appointed kitchen, and each couple had our own bathrooms. It was such a great stay for us. We would go back again without a doubt!

4.94 out of 5 average rating, 89 reviews

Home in Deadwood

The Old Front Porch

AmandaRating, 5 stars2 weeks ago

Had a great time! Walkable location to a lot of things. Restaurant next door is great for breakfast. The upstairs was a little warm when we arrived but there were fans and an ac unit someone could put in the window. Downstairs area stayed cool. Easy check in & check out. Host is very responsive. Accidentally brought a remote home with us and will have it shipped back :) Better than staying in a hotel.