Vacation rentals in Deadwood

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Top-rated vacation rentals in Deadwood

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Top guest favorite
Chalet in Lead
4.97 out of 5 average rating, 257 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Guest favorite
A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.
Home in Lead
4.87 out of 5 average rating, 254 reviews

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.

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, 488 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
A cozy living area features a black leather sofa and a wooden coffee table atop a decorative rug. Natural light fills the space from a window, while an adjacent kitchen and bathroom are visible through open doorways. A ceiling fan adds to the comfort.
Home in Spearfish
4.99 out of 5 average rating, 216 reviews

The Charming White Cottage

Enjoy your stay in Spearfish at our cozy, 1 bedroom cottage. It is perfect for a couples get away or for someone looking to explore the beautiful Black Hills. Downtown Spearfish and Spearfish Creek are within walking distance to enjoy the bike path and great eateries. The bedroom features a comfortable king size bed, complete with a memory foam mattress, and walks out to the front porch. Our favorite thing about our cottage is relaxing on the porch swing with a cup of coffee or a glass of wine.

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, 683 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.

Top 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, 291 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 .

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
4.96 out of 5 average rating, 253 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.

Guest favorite
A hot tub is shown on a deck, surrounded by trees and a scenic view. Two glasses of red wine sit beside a bottle, creating an inviting atmosphere. The sky displays hints of color as sunset approaches, suggesting a tranquil experience.
Cabin in Lead
4.94 out of 5 average rating, 149 reviews

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.

Top guest favorite
A welcoming entrance is highlighted by steps leading up to a green cottage with a dark door. Colorful chairs in orange and green are positioned on the porch, surrounded by potted plants with vibrant flowers, enhancing the inviting entryway.
Farm stay in Sturgis
5 out of 5 average rating, 103 reviews

Peaceful Farm Stay at Edge of Black Hills!

The Cottage at Bear Butte Gardens is located on a farm alongside beautiful Bear Butte State Park just outside of Sturgis. This private studio space has all of the amenities and easy access just off Highway 79. Guests can enjoy morning sunrises, tea or coffee on the front porch, bird watching during the day, and star gazing at night uninhibited by street lights. Located on the edge of the Black Hills with easy access to trails, scenic drives, hiking, skiing, and fishing!

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, 144 reviews

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.

Top guest favorite
A rustic geodesic dome retreat is framed by lush greenery. A hammock hangs from a tree, inviting relaxation. The wooden structure features a welcoming porch with balcony, while the surrounding yard is spacious with well-maintained grass and landscaping.
Guest suite in Spearfish
4.92 out of 5 average rating, 230 reviews

Turtle House Getaway | Black Hills Basecamp

Discover The Turtle House — a peaceful geodesic dome retreat nestled in the Black Hills, just 1.7 miles from downtown Spearfish. Enjoy easy access to hiking, biking, hunting, and skiing at Terry Peak (22 miles), plus iconic spots like Spearfish Canyon and Mount Rushmore. Guests rave about the quiet vibe, spacious yard, gas fireplace, and frequent wildlife sightings. Located within walking distance of the Termesphere Gallery, it’s a perfect getaway in every season.

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, 130 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!

Popular amenities for Deadwood vacation rentals

When is the best time to visit Deadwood?

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Frequently Asked Questions

  • What are the best places to stay in Deadwood?

    Deadwood has accommodations in the Historic District, where guests can explore restaurants, attractions, and gaming halls rooted in local history. Neighborhoods around the city frequently have family-friendly and group stays, with options near nature trails or historic sites for a relaxing experience.

  • What are the best things to do in Deadwood with kids?

    Families often explore interactive museums, pan for gold, or join historical tours that share the Gold Rush story. Parks, nearby hiking trails, and seasonal events add to the range of activities for kids.

  • What are some of the best things to do in Deadwood?

    Explore the preserved Main Street, try your luck in historic gaming halls, and visit museums sharing the area’s Gold Rush story. Enjoy live reenactments or stroll nature trails in and around town.

  • How is the weather in Deadwood?

    Deadwood experiences cold, snowy winters with temperatures from 15–31°F (-9–0°C), and mild summers around 53–75°F (12–24°C). Spring and fall bring variable weather, so packing layers is a good idea.

  • When is the best time to visit Deadwood?

    Late spring through early fall is often recommended, with milder temperatures and outdoor events. Winter appeals to those interested in snowy scenery and quiet historic streets.

  • What are the best places to visit in Deadwood?

    Main Street Historic District, Mount Moriah Cemetery, and the Adams Museum are frequently suggested for visitors interested in heritage. For outdoor experiences, nearby forest trails offer scenic escapes.

  • What are some hiking trails in Deadwood?

    Deadwood has scenic trails in nearby forests and hills, including paths that wind through pine forests and former mining areas. You can explore the George S. Mickelson Trail for a well-known route through the Black Hills.

  • What are some family activities we can do in Deadwood?

    Families can enjoy gold panning, visit local history museums, and walk along heritage trails that share stories of the Old West. Seasonal events and parks also add to the range of things to explore together.

  • What are some of the best day trip ideas from Deadwood?

    Consider exploring Black Hills National Forest for outdoor adventures or visit Mount Rushmore’s iconic sculpture. Custer State Park and nearby historic towns are also frequently suggested for day explorations.

  • Are there any pet friendly accommodations available in Deadwood?

    Many Deadwood stays welcome pets, especially around downtown and residential neighborhoods. You can find options with nearby access to trails, parks, and outdoor spaces for walking dogs.

  • What are some local tips for visiting Deadwood?

    Walking the historic streets is a memorable way to experience Deadwood, and guided tours often provide added insight. It’s common for weather to shift, so locals suggest keeping rain gear or a warm layer handy.

  • What is Deadwood known for?

    Deadwood is known for its Gold Rush history, preserved historic downtown, and connections to figures like Wild Bill Hickok and Calamity Jane. The city has active gaming halls, heritage museums, and reenactments bringing the Old West to life.

  • What are the best hidden gems to explore in Deadwood?

    Explore quieter historic alleys, local art galleries, or tucked-away saloons that share stories from the past. The Adams Museum has unique artifacts and rotating exhibits, offering a deeper look at area history.

  • What are the best foods to try in Deadwood?

    Local menus often highlight bison burgers, steak, and wild game, reflecting the region’s ranching heritage. You might also come across homestyle pies, Native-inspired dishes, and hearty breakfasts in historic downtown spots.

  • What should I bring for a trip to Deadwood?

    It is helpful to pack layers for changing temperatures and sturdy shoes for walking trails or historic boardwalks. In summer, sun protection is frequently suggested, while in winter, warm clothing such as a hat and gloves helps with colder weather.

  • What is the nightlife in Deadwood like?

    Deadwood’s nightlife centers on gaming halls, historic bars, and live music venues featuring local acts. Evenings often include themed entertainment with a nod to Old West legends.

  • What are the most popular events or festivals in Deadwood?

    Deadwood hosts Wild West-themed reenactments, motorcycle rallies around summer, and festive parades. Annual events are often planned around major holidays and seasonal celebrations.

  • Are there family friendly vacation rentals in Deadwood?

    Accommodations throughout Deadwood include family-friendly vacation rentals, especially around the historic center and quieter residential areas. Many feature multiple bedrooms, kitchens, and easy access to local attractions.

All about 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.

What are the 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.

Quick stats about vacation rentals in Deadwood

  • Total vacation rentals

    Explore 100 vacation rentals in Deadwood

  • Nightly prices starting at

    Deadwood vacation rentals start at $90 per night before taxes and fees

  • Verified guest reviews

    Over 6,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Deadwood vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Deadwood rentals

  • 4.9 Average rating

    Deadwood stays are highly rated by guests—averaging 4.9 out of 5!

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