Holiday rentals in Whitewood

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Top-rated holiday rentals in Whitewood

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Guest favourite
A vast, natural landscape is displayed, featuring rolling hills covered in lush greenery and scattered trees. A wooden fence lines the edges of the property, adding a rustic touch to the peaceful scene under a clear blue sky.
Guest house in Whitewood
4.91 out of 5 average rating, 69 reviews

Hideaway Guesthouse - Great Rally Rental!

A well-appointed guesthouse surrounded by valleys filled with wildlife, towering Pines and Aspen tress that cover your own hillside to explore, and a private deck. From your deck you can enjoy a morning cup of gourmet coffee and watch the sunrise, or relax with a drink while admiring the sunsets. Your fenced backyard is a great place to escape into the hot tub underneath the stars, and let your dogs run free! Ideal Rally Rental for 4! Paved roads, garage parking, & 10 mins to Sturgis/Deadwood!

Top guest favourite
A cozy studio interior features a queen size bed adorned with patterned bedding and decorative pillows. A comfortable sofa is placed nearby, accompanied by a side table with a lamp. Natural light enters from a nearby window, enhancing the warm tones of the walls.
Flat in Whitewood
4.94 out of 5 average rating, 207 reviews

Peaceful Studio Apartment

Relax & unwind at the Peaceful Studio. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. The studio has a queen size bed, twin sofa sleeper, full bathroom, large closet, dining area, kitchen and patio. Basic toiletries & cookware are provided. A smart TV has Netflix, Hulu and Disney Plus. Located within walking distance from the historic Bullwacker’s Saloon & Steakhouse and Oak Park, where you can spot wildlife including deer or turkey, and hike an easy trail.

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, 506 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 living room is characterized by multiple leather sofas and a mounted flat-screen TV. Floor-to-ceiling windows provide natural light, complemented by a fireplace and rustic decor. A solid wood dining table is visible, enhancing the spacious open layout.
Home in Whitewood
4.98 out of 5 average rating, 90 reviews

The Whispering Buffalo Condo

Enjoy a unique & exciting experience at a renovated 1800's hotel, turned vacation rental where Calamity Jane frequented. The entire main floor makes up the The Roaming Buffalo including 3BR, 3BA, + murphy's bed. Sleeping space for 8, TVs in every room, private patio, & a hot tub. Grab food and drinks at the bar/restaurant across the street or a cold one at the beer garden. 25min to Rapid, 10min to Spearfish, 15 min to Deadwood. Centrally located to all of your favorite Black Hills attractions!

Top guest favourite
A modern living area is presented with a brown leather sofa and two green chairs. A round coffee table sits in the center on a patterned rug. Art prints adorn the walls, and large glass doors provide views of the surrounding trees.
Home in Spearfish
4.99 out of 5 average rating, 74 reviews

Spearfish 2bd1ba/Bonus RV Spot

Brand new modern cabin on private acreage nestled in the pine trees. Enjoy a quiet stay 10 minutes from Spearfish. -1 Bedroom w/ queen bed -1 bedroom w/ king bed -Full Bathroom -Washer/Dryer Starlink internet is provided which allows for remote working and streaming services on the TV. Traveling with someone with a camper? A bonus RV spot is located next to the cabin with full electric/water/sewer hookups for an extra fee. Please message before booking for camper pricing details/restrictions.

Top guest favourite
A modern camper trailer is set against a backdrop of lush green trees and bright blue sky. A rugged white vehicle is parked beside the trailer on a grassy area. The landscape is accented by a mix of dirt and greenery, highlighting the natural surroundings.
Camper van/Motorhome in Whitewood
4.98 out of 5 average rating, 60 reviews

Crook Mountain View Rental

Beautiful location with great views in the woods. Deer and turkey frequently walk through the property. Located just minutes from Deadwood, Spearfish Canyon, and Sturgis. Mt. Rushmore , Devils Tower and Rapid City is not far. Great center location. On scenic Crook City Road (paved road). This rental is brand new. King bed, two full size bunks. Plus couch and table fold out to bed. Indoor bathroom with shower/tub hot water. Outdoor kitchen is a great addition. Short gravel driveway with incline.

Top guest favourite
A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.
Home in Spearfish
4.98 out of 5 average rating, 281 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

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
4.95 out of 5 average rating, 269 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.

Top guest favourite
A covered patio features seating with dark wood glider chairs and a table, providing a serene view of the expansive green lawn. A propane grill is positioned nearby, surrounded by lush trees and the gentle slopes of the Black Hills in the background.
Home in Whitewood
4.96 out of 5 average rating, 26 reviews

Peaceful cabin <10 mi Sturgis/Deadwood/Spearfish

If quiet mornings on a covered patio surrounded by the smell of beautiful Black Hills pine trees is your vibe, our cozy cabin might be just what you need for a peaceful getaway. Location details: + 5 min to grocery + great coffee/food + 8 mi to Deadwood + 13 mi to Spearfish + 11 mi to Sturgis + Forest views + Easily accessible off of a picturesque paved drive. A very well-stocked kitchen + amazing coffee/dining/grocery <10mi makes this central location our best kept secret.

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, 148 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, 133 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!

Top guest favourite
A spacious living area features high wooden ceilings with exposed beams. Comfortable rustic seating and dining arrangements are visible, complemented by a stone fireplace. Large windows provide views of the surrounding landscape, enhancing the open floor concept that encourages connection among guests.
Home in Whitewood
4.97 out of 5 average rating, 39 reviews

Large Log Home with Beautiful Creek Views!

Enjoy your coffee, the babble of Whitewood Creek, and the morning call of the Meadowlark while watching wild deer and turkeys in their natural environment. Or enjoy a crackling fire on a warm South Dakota summer night! Lazy T-5 Lodge is the perfect escape from the day's activities. Located a mile and a half off of I90, Lazy T-5 Lodge is centrally located to a number of attractions (1 hr. to Mount Rushmore and Devil's Tower; 20 minutes to Deadwood)!

Popular amenities for Whitewood holiday rentals