Holiday rentals in Deadwood

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Top-rated holiday rentals in Deadwood

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Top guest favourite
The living area features a stone fireplace framed by wooden accents. Two comfortable armchairs are positioned around a coffee table, with decorative items placed on it. Rich wooden flooring complements the warm tones of the space, with natural light filtering through window coverings.
Cabin in Lead
4.93 out of 5 average rating, 107 reviews

The Cabin in the Hills, Lead SD

Pack your skis & lace up the hiking boots! Enjoy an unforgettable adventure at The Cabin in the Hills located minutes from a slew of trails & slopes & 1/2 mile from Terry Peak Ski Lodge. The cozy 3 bedroom 2 bathroom cabin has all you desire to embrace the majestic beauty of the Black Hills. Enjoy breathtaking mountain views & gorgeous sunsets from 2 covered decks while grilling, warm up by the firepit while star gazing, nap in the hammock or soak in hot tub. Indoors; cozy up to the fireplace!

Top guest favourite
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 favourite
An aerial view of the home showcases a spacious, two-story structure with a brown wooden exterior and stone accents. The front yard is landscaped with grass and bordered by trees, while a concrete driveway leads to the garage. The American flag is displayed near the entrance.
Home in Lead
4.89 out of 5 average rating, 214 reviews

The Hills Hide-a-While ~ Minutes from Deadwood

Lead, South Dakota Entire home - 3 bedrooms/4 beds - 3 bathrooms & hot tub Cozy home on a dead-end street, conveniently located in the Black Hills with views of the city. Minutes from historic Deadwood, miles of hiking and ATV trails & Terry Peak ski resort. Whether you spend your days hiking, skiing or riding through the Black Hills exploring historic & monumental nearby places, you’ll be sure to feel at home when you enjoy a dip in the hot tub & a coffee or a cocktail on the deck upon return.

Top guest favourite
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.
Flat 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 favourite
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 favourite
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.
Flat in Deadwood
4.97 out of 5 average rating, 290 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 favourite
A modern living area features a comfortable brown sofa, positioned next to a stairs leading to an upper level. The open layout includes a well-equipped kitchen with sleek cabinetry and a window allowing natural light to brighten the space.
Home in Sturgis
4.91 out of 5 average rating, 217 reviews

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.

Top guest favourite
The historic home is framed by lush greenery, featuring a welcoming front porch with two yellow chairs. Stone steps lead up to the entrance, surrounded by well-maintained landscaping, with colorful flowers and mature trees adding to the charm.
Flat in Rapid City
4.98 out of 5 average rating, 151 reviews

Charming 1 bedroom apartment in 1880s home

Charming 1 bedroom apartment on the 2nd floor of a beautiful, restored 1880s historic home. Lots of historic charm left in place to enjoy. Nine foot ceilings, 5 & 6 foot high windows, original doors and trim and more. 1 mile or less to downtown Rapid City, restaurants, shopping, The Monument Civic Center, 11 mile paved bike path on the Rapid Creek, Hanson-Larson park with 20 miles of hiking / mountain biking trails, playgrounds, parks and so more. Convenient off-street parking.

Guest favourite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 119 reviews

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Guest favourite
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 favourite
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.
Flat 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!

Top guest favourite
A modern cabin with a sloped roof and wooden deck is surrounded by lush greenery. Vibrant wildflowers add color to the scene, while tall pine trees frame the structure. A welcoming sign is visible nearby, enhancing the cabin's rustic charm.
Cabin in Lead
4.97 out of 5 average rating, 105 reviews

Moonlight Pines-Happy Little Cabin

Moonlight Pines (n.) a place where memories are made. Hello, we are so happy you’re here! Relax, unwind, + consume all the beauty + positive energy our space offers. Steps away from trails + slopes, have fun exploring our beautiful backyard knowing a cozy fire, a game of backgammon, a glass of wine, + a soak in the hot tub await (#hygge)! Connect with the peacefulness of nature and, of course, enjoy the moonlight shining down on all the pines!

Popular amenities for Deadwood holiday rentals

When is the best time to visit Deadwood?

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Avg. price$232 SGD$221 SGD$196 SGD$191 SGD$230 SGD$268 SGD$343 SGD$504 SGD$274 SGD$242 SGD$230 SGD$250 SGD
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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.

Quick stats about holiday rentals in Deadwood

  • Total holiday rentals

    Explore 100 holiday rentals in Deadwood

  • Nightly prices starting at

    Deadwood holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    100 of Deadwood holiday rentals include wifi 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!

  1. Airbnb
  2. United States
  3. South Dakota
  4. Lawrence County
  5. Deadwood