Vacation rentals in Deadwood

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Top-rated vacation rentals in Deadwood

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Top guest favorite
A winter scene presents a home nestled amid snow-covered terrain. Pine trees surround the property, and a leafless tree adds a touch of contrast in the foreground. The house features a mix of traditional and modern architecture, with a sunroom extending from the side.
Apartment in Deadwood
4.96 out of 5 average rating, 481 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.

Top guest favorite
The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.
Loft in Lead
4.98 out of 5 average rating, 672 reviews

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.

Guest favorite
A functional kitchen area features light-colored cabinetry and appliances, complemented by a contrasting countertop. A small round table with two wooden stools occupies the center, while a doorway leads to a bedroom in the background. Natural wood flooring adds warmth to the space.
Apartment in Deadwood
4.97 out of 5 average rating, 276 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 .

Top guest favorite
A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.
Cabin in Sturgis
4.98 out of 5 average rating, 221 reviews

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

Top guest favorite
A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.
Home in Spearfish
4.94 out of 5 average rating, 282 reviews

Modern 2-Bedroom Getaway

Private Hot Tub!! Enjoy a stylish experience - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and walk-in tile shower, this freshly renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, please message for details.

Top guest favorite
A spacious cabin is set amidst tall trees, featuring a welcoming porch with ample seating. A gravel driveway leads up to the cabin, which is flanked by greenery. A fire-pit area is visible to the left, complemented by a blue storage container.
Cabin in Deadwood
4.96 out of 5 average rating, 127 reviews

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!

Top guest favorite
A charming front porch features a welcoming staircase leading to a red door. Floral decorations hang from the railing, enhancing the entrance's appeal. Comfortable seating is visible on the porch, framed by a well-maintained green lawn and decorative outdoor lighting.
Apartment in Deadwood
5 out of 5 average rating, 121 reviews

Newly remodeled in the Heart of Deadwood

This newly remodeled, comfortable apartment is right in the heart of Deadwood! This home, built in the early 1900's is on Deadwood's Historical Registery, and is located on famous Main Street just a couple blocks from the action. It is a one bedroom apartment with one bath and a full kitchen. Laundry facilities are available. You'll love coming back to this cozy space with all the comforts of home, after enjoying all Deadwood and the Black Hills has to offer!

Top guest favorite
The exterior of the Mercantile features blue siding and a red sign, showcasing a traditional design. A covered porch is present, furnished with a small table and two chairs. Windows allow natural light to fill the space, while trees surround the property, enhancing privacy.
Guesthouse in Deadwood
4.98 out of 5 average rating, 136 reviews

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.

Guest favorite
The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.
Cabin in Spearfish
4.97 out of 5 average rating, 370 reviews

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Guest favorite
A cozy seating area consists of two upholstered chairs and a brown sofa with decorative pillows, positioned near a wooden cabinet. The cabin features wood-paneled walls and a high ceiling with exposed beams, contributing to a rustic ambiance.
Cabin in Sturgis
4.82 out of 5 average rating, 101 reviews

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.

Top guest favorite
A historic two-story home is surrounded by lush greenery and features a welcoming front porch. Flower planters hang from the porch railing. A large tree provides shade, while a manicured lawn adds to the property's charm.
Home in Deadwood
4.94 out of 5 average rating, 103 reviews

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!

Guest favorite
The exterior of a handmade strawbale cottage is shown, featuring a wooden facade with large windows. Solar panels are visible on the roof. A spacious driveway leads to a covered parking area, framed by greenery and landscape elements, creating an inviting entrance.
Cottage in Spearfish
4.95 out of 5 average rating, 250 reviews

Off-Grid Cottage at Granny Flats

Welcome! Cappie, Star of Building Outside the Lines on Magnolia Network, built this adorable off-grid cottage as his own, but now you have the opportunity to stay! This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, dozens of chickens, and a large garden. This cottage is handmade, from the bespoke front door to the custom 2-headed shower. We know you'll appreciate the details!

Popular amenities for Deadwood vacation rentals

Quick stats about vacation rentals in Deadwood

  • Total rentals

    120 properties

  • Nightly prices starting at

    € 77 before taxes and fees

  • Total number of reviews

    6.7K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Your guide to Deadwood

Welcome to Deadwood

Founded in 1876, this Black Hills South Dakota town began as a lawless Gold Rush camp populated by miners, muleskinners, gunslingers, and gamblers. All these misfits and miscreants crowded into the narrow, rocky, ponderosa pine-fletched gorge, and eventually packing it with Victorian mansions. Small wonder Deadwood eventually became the first community honored by a National Historic Landmark designation. But after the boom came the bust, and Deadwood nearly decayed into a ghost town. In 1989, officials legalized gambling, however, and plowed money and effort into historic preservation. Today, visitors can see re-enactments of Wild Bill Hickok’s assassination in a sawdust-floored saloon. Lore says he was gunned down playing poker with a fistful of aces and eights, now called the Dead Man’s Hand. Visit his grave and sharp-shooter Calamity Jane’s at Mount Moriah Cemetery.


The best time to stay in a vacation rental in Deadwood

The tourism season peaks from late June to late August, when the sun often shines and daytime temperatures are at their warmest. Winter gets considerably brisker: snow can set in from September to May. Seeking a great shoulder-season deal for one of the area’s cabins? Autumn tends to be warmer, drier, and less crowded than spring.

Deadwood’s main draw is history, and its event calendar really leans into that theme, from June’s Wild Bill Days to an early October Wild West Songwriters Festival. Need a break from bustles and handlebar mustaches? Foodies should saddle up for Forks, Corks & Kegs in April (the ticket price includes trolley passes for safe imbibing). And don’t forget mid-September’s Deadwood Jam: two days of free music in Outlaw Square.


Top things to do in Deadwood

Art Alley

In Rapid City, 41 miles southeast of Deadwood, street artists have made a brick-paved back street their own. An ever-changing kaleidoscope blankets the walls, pipes, dumpsters, and even telephone poles there. This “organic community gallery” has been operating since 2003 and occupies the space between Sixth and Seventh, and Main and Saint Joseph streets.

Geographic Center of the Nation Monument

America’s belly button sits a half hour’s drive northwest in Belle Fourche. A 21-foot-diameter granite compass rose marks the spot … kind of. Technically, the middle falls somewhere in a privately owned field 20 miles away. But this monument makes for a better photo op and is right beside a visitor center, as well as the Tri-State Museum.

The Mammoth Site

Some 100 miles south lurks a 26,000-year-old sinkhole that lured Columbian and woolly mammoths — exclusively males — into its maw. Some scientists believe matriarchal herds may have expelled their trouble-makers, who wandered till they got mired in a spring-fed pond and perished. The now-dry pit contains the remains of at least 61 mammoths and 87 other animals, including camels, llamas, and giant short-faced bears. Today visitors can tour the dig, as well as visit the museum, the only late-Ice Age facility of its kind in North America and the world’s largest mammoth research center.

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Deadwood?

    Four-legged friends are welcome in Deadwood. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Deadwood?

    Yes! Work meets play with ease at over 30 vacation rentals in Deadwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Deadwood?

    Deadwood has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Deadwood have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Deadwood. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Deadwood have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Deadwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cabin rentals in Deadwood?

    Experience the best of Deadwood with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Deadwood have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Deadwood. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Deadwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 20 homes with a bbq area, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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