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 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.
Campervan/RV in Whitewood
4.98 out of 5 average rating, 63 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, 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.

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.

Guest favourite
The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.
Home in Lead
4.92 out of 5 average rating, 99 reviews

Lead/Deadwood, Pet friendly. Central location

Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round

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
5.0 out of 5 average rating, 70 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 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
4.97 out of 5 average rating, 134 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.

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.
Guesthouse in Whitewood
4.99 out of 5 average rating, 155 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, 242 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, 41 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