Holiday rentals in Whitewood

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Top-rated holiday rentals in Whitewood

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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
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

Guest favourite
Barn in Rapid City
4.91 out of 5 average rating, 220 reviews

Charming Barn Getaway with Scenic Views

This cozy barn apartment has everything you need for short or long stays. Relax by the tabletop propane fire, enjoy the peaceful quiet of nature, and wake up to the fresh scent of pine each morning. Located just 10 miles from downtown Rapid City with its restaurants and coffee shops, and only 25 minutes from Mount Rushmore, the apartment also offers easy access to beautiful Black Hills hiking and scenery. It’s the perfect location and a peaceful retreat close to all the comforts of the city.

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, 289 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
4.96 out of 5 average rating, 249 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 spacious bed with soft bedding is positioned beside a pink armchair. Natural light filters through sheer curtains, illuminating the room. A small table next to the bed holds a vase with flowers and a coffee pot, enhancing a cozy ambiance.
Guest suite in Whitewood
4.93 out of 5 average rating, 135 reviews

Arthur Street Guest Suite

Relax and unwind at the the Arthur Street Guest Suite. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. This guest suite has a private entrance, king size bed, en suite bathroom, mini fridge, microwave, toaster and coffee pot. Everything you need for a comfortable stay. Located within walking distance from the historic Bullwacker’s Saloon and Steakhouse and beautiful Oak Park where you can spot wildlife including deer and turkey and hike an easy trail.

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, 216 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 living area features a modern design with a large flat-screen TV mounted on a textured wall. A vibrant blue retro refrigerator complements the kitchen space, which includes stylish cabinetry and a black countertop. A contemporary electric fireplace adds warmth, while a coffee table sits centrally on the floor.
Guest house in Sturgis
4.95 out of 5 average rating, 128 reviews

Hidden Gem in Historic Home

Newly renovated Airbnb duplex, nestled in a quaint small town setting. This charming 400 square foot space is ideal for two people, yet comfortably accommodates up to four with a queen pull-out couch in the living room. Enjoy the convenience of a kitchenette for preparing meals and snacks during your stay. This home is a duplex. The otherside of the duplex is rented out by a young family. Experience the charm of small-town living and book your stay in our inviting Airbnb today!

Top guest favourite
The entrance features a welcoming red door framed by neutral siding, with a small wooden step area leading up to it. A gravel pathway leads to the doorway, complemented by a decorative pot with greenery visible beside the door.
Guest house in Whitewood
4.99 out of 5 average rating, 143 reviews

Country Lodge ~Where the Prairie Meets the Pines

Our space started as my husbands "man cave." A place to display his hunting accomplishments and do all things manly. Yet, as the project progressed it turned into a lovely rustic lodge that we'd like to share with you. Just 5 miles North of Sturgis we provide a space that is minutes away from Bear Butte State park, the beautiful Black Hills and sits on a quiet valley acreage. It would be ideal for anyone visiting the area who enjoys fresh country air and a bit of rustic charm.

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 charming cabin is surrounded by greenery and blooming flowers. Climbing vines adorn the exterior, while a striped awning adds a pop of color. A small sitting area is visible next to the cabin, featuring a blue lounge chair on a grassy lawn.
Home in Keystone
4.9 out of 5 average rating, 128 reviews

Cozy, private cabin 5

Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another hill top cabin #4 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

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!

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