Holiday houses in Deadwood

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Top-rated holiday rentals in Deadwood

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Top Guest favourite
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
4.88 out of 5 average rating, 243 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 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.
Apartment 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.

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, 677 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 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.
Apartment in Deadwood
4.97 out of 5 average rating, 279 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 favourite
The image presents a collage of Sheep Hill Chalet's exterior and interior spaces. The chalet's rustic facade is complemented by large windows. Inside, a cozy living area is furnished with circular tables and comfortable seating. A modern kitchen showcases sleek appliances and ample counter space.
Chalet in Lead
4.95 out of 5 average rating, 192 reviews

Secluded Modern Mountain Rustic Chalet on 10 acres

Sheep Hill Chalet is a Black Hills-inspired rustic modern cabin located in beautiful Lead, South Dakota. Newly built in the heart of nature, on a plot of over 10 acres and bordered by the Black Hills National Forest, this 3 bed, 2.5 bath rental cabin will charm you with its modern architecture and antique rustic touches. Enjoy cozy luxury in the living room with 16 ft windows and double sided stone fireplace! Gourmet kitchen, hot tub, and open living areas - perfect for your gathering!

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
4.89 out of 5 average rating, 159 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
A modern cabin is nestled among snow-covered trees, showcasing a rustic exterior. The roof is blanketed in fresh snow, while nearby evergreens create a serene winter landscape. A snow-dusted path leads to the entrance, inviting exploration of the peaceful surroundings.
Cabin in Sturgis
4.96 out of 5 average rating, 114 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.

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.
Condo in Lead
4.91 out of 5 average rating, 219 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 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, 129 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
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, 122 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!

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, 372 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, 251 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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Avg. price$323 NZD$307 NZD$273 NZD$266 NZD$319 NZD$372 NZD$477 NZD$700 NZD$381 NZD$416 NZD$365 NZD$358 NZD
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Frequently Asked Questions

  • 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 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.

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

    Experience the best of Deadwood with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Deadwood have air conditioning?

    Absolutely! We offer over 10 cabin 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.

  • 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.

  • Are there family-friendly cabin rentals in Deadwood?

    Deadwood has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

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

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 $159 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Deadwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Deadwood rentals

  • 4.9 Average rating

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

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