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, 260 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!

Top guest favorite
Cabin in Lead
4.98 out of 5 average rating, 213 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

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, 492 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 living area features a dark leather sectional sofa facing a flat-screen TV mounted on the wall. A ceiling fan is overhead, and light streams in through sliding glass doors, which open to a private outdoor deck. A decorative lamp and wall art add interest to the space.
Condo in Lead
4.97 out of 5 average rating, 108 reviews

Lead me to Adventure

Let us Lead you to Adventure in this 2 bedroom, 1 bath condo in the beautiful Black Hills. Sleeps up to 6 and is perfect for those looking for a relaxing getaway. We welcome all! Get your adventure on at the nearby Mickelson trail, the 3,000+ miles of ATV trails with access in every direction. Minutes from Historic Deadwood, Terry Peak Ski Area, Spearfish Canyon, and Sturgis. Mount Rushmore and Custer State Park are within driving distance. We welcome any questions ahead of & during your stay.

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, 687 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, 293 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, 259 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 yurt is nestled among tall pine trees, standing on a wooden deck. The circular structure features a blue exterior, and a warm glow is visible through the door, suggesting a sunset in the background. Lush foliage surrounds the setting, enhancing the natural ambiance.
Yurt in South Lawrence
4.85 out of 5 average rating, 285 reviews

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

Top guest favorite
The modern cabin stands amidst tall pine and aspen trees, featuring multiple levels and a welcoming front porch. A hot tub is placed on the lower deck, and a grassy area extends around the base, providing a serene outdoor setting.
Cabin in Sturgis
4.97 out of 5 average rating, 130 reviews

Modern 5-bed cabin with Hot Tub, King size beds

Conveniently located only 2 miles outside of historic Deadwood, 11 miles outside legendary Sturgis, and 8 miles from Terry Peak ski lodge, this secluded modern cabin is nestled amongst the pines and a young aspen grove. Large picture windows highlight the living spaces, and the rough sawn deck reflects the perfect mountain escape for enjoying your morning coffee amongst the bent oak trees. Enjoy the wildlife that frequent this peaceful property while relaxing in the brand new hot tub.

Top guest favorite
A log cabin in a lush, green landscape is highlighted by a spacious wooden deck that wraps around the home. The structure features a sloped roof and multiple chimney stacks. Vibrant autumn foliage adds warmth to the exterior, creating a serene outdoor environment.
Cabin in Spearfish
4.9 out of 5 average rating, 130 reviews

Charming 1890's Log cabin 3

Featured in 605 magazine, this log cabin originates back to the late 1800's and is centrally located in the heart of Spearfish and at the northern tip of the Black Hills. Several restaurants are located within walking distance from the home and city bike and hiking trails can be found within a few blocks. Within a 15 mile radius, you will find and abundance of outdoor adventure including; mountain biking, hiking, rock climbing, skiing, snowmobiling, snowshoeing, sightseeing, etc...

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, 150 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 welcoming exterior view of a charming single-story home is presented, featuring a covered front deck adorned with hanging flower baskets. The entrance is flanked by red chairs. The surrounding lawn is well-maintained, with green foliage in the background, providing a tranquil setting.
Apartment in Deadwood
4.98 out of 5 average rating, 174 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!

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 $80 per night before taxes and fees

  • Verified guest reviews

    Over 5,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 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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