Holiday rentals in Deadwood

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Top-rated holiday rentals in Deadwood

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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, 483 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.

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, 282 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 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
4.97 out of 5 average rating, 235 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 favourite
A peaceful outdoor patio area features two comfortable chairs positioned to take in scenic views of the surrounding greenery and hills. The patio is surrounded by lush foliage, providing a natural backdrop for relaxation.
Guest suite in Spearfish
4.88 out of 5 average rating, 168 reviews

Guest Suite with Beautiful Views and Hot Tub

Keep it simple at this peaceful and centrally-located guest suite. Located half a mile from downtown, this unit has it all! Enjoy your coffee with a view of the incredible Black Hills and the winding Spearfish Creek below. This guest unit overlooks the Spearfish city park campground and recreation paths. This guest suite is the lower level of our home and has no shared indoor spaces. Outside you’ll be greeted with beautiful views and a shared hot tub for an unmatched in town experience.

Top guest favourite
The kitchen features sleek black cabinetry and modern stainless steel appliances, including a refrigerator and oven. A large farmhouse sink is positioned beneath a window, with ample counter space available. Floating shelves above showcase decorative plants and kitchen essentials.
Home in Spearfish
4.95 out of 5 average rating, 490 reviews

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

Guest favourite
A well-equipped kitchen features a spacious island with seating for four, illuminated by stylish pendant lights. The kitchen includes modern appliances, a double sink, and wooden cabinets. Decorative items and a wall art piece add character, contributing to a functional and inviting cooking space.
Apartment in Lead
4.91 out of 5 average rating, 220 reviews

Black Hills Condo

Welcome to Black Hills Condo! Come and enjoy this beautiful and sparkly-clean, two-bedroom, two-bath condo! Enjoy main-floor living with private entrance and front of condo parking! Located minutes from Deadwood, Terry Peak, and Sturgis, this condo offers convenience and comfortable living for up to six guests! Amenities include: Private patio, patio grill, pack-and-play, iron/board, and many kitchen amenities and conveniences. Come and enjoy all the Black Hills has to offer!

Top 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, 147 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 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, 137 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 favourite
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.
Guest house in Deadwood
4.98 out of 5 average rating, 142 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.

Top guest favourite
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.
Flat in Deadwood
4.98 out of 5 average rating, 169 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!

Top guest favourite
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, 374 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 favourite
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, 254 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 holiday 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.

Quick stats about holiday rentals in Deadwood

  • Total holiday rentals

    Explore 120 holiday rentals in Deadwood

  • Nightly prices starting at

    Deadwood holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 6,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 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

    110 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!

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