Holiday houses 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.
Guesthouse in Whitewood
4.91 out of 5 average rating, 70 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 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, 510 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
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, 285 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, 273 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
Guest suite in Whitewood
4.93 out of 5 average rating, 149 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.

Top Guest favourite
The modern kitchen features streamlined cabinetry in a muted hue, complemented by a stainless steel gas range and a microwave. Open shelving displays a variety of dishware and glasses, while ample countertop space allows for easy meal preparation.
Home in Whitewood
5 out of 5 average rating, 71 reviews

Sassy Pines: Perfect Set-Up For Pets & Families

Enjoy this spacious home in the epicenter of the Hills. The perfect homebase to visit attractions & a guest favorite for families w/ kids and pets. Super private & renovated beautifully, large yard w/ mature shade trees, & a 1 min walk to the local hot spot Bullwhacker's Restaurant & Bar. Wooded park, hiking & walking trails in town, central to all attractions, & the house layout is incredibly convenient for pets. Located off I90 & 15min to Deadwood, 7min to Sturgis, 25min to Rapid City

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, 27 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.
Guesthouse in Whitewood
4.99 out of 5 average rating, 158 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
Home in Rapid City
4.96 out of 5 average rating, 135 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 rustic geodesic dome retreat is framed by lush greenery. A hammock hangs from a tree, inviting relaxation. The wooden structure features a welcoming porch with balcony, while the surrounding yard is spacious with well-maintained grass and landscaping.
Guest suite in Spearfish
4.92 out of 5 average rating, 243 reviews

Turtle House Getaway | Black Hills Basecamp

Discover The Turtle House — a peaceful geodesic dome retreat nestled in the Black Hills, just 1.7 miles from downtown Spearfish. Enjoy easy access to hiking, biking, hunting, and skiing at Terry Peak (22 miles), plus iconic spots like Spearfish Canyon and Mount Rushmore. Guests rave about the quiet vibe, spacious yard, gas fireplace, and frequent wildlife sightings. Located within walking distance of the Termesphere Gallery, it’s a perfect getaway in every season.

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
4.98 out of 5 average rating, 44 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)!

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, 392 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.

Popular amenities for Whitewood holiday rentals