Holiday rentals in Whitewood

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!

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.

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.

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.

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

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.

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.

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!

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)!

Stay in the Heart of Deadwood at the Jordan's!

This home, is on Deadwoods Historic Registery and located on Historic Main Street, just a couple blocks from the action! Features include a full kitchen, full bath, queen sized bed, laundry facilities, and a nice front deck. There is high speed wifi and a 40" Roku capable TV. Parking is in a private lot. We think you will love coming back to this cozy home and quiet neighborhood after enjoying all Deadwood and the Black Hills have to offer!

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.

Custer Street Retreat

Enjoy the beautiful Black Hills from the peace and quiet of Whitewood, SD. Conveniently located between Sturgis, Deadwood, and Spearfish, Whitewood allows easy access to much of the surrounding area. This home comes fully equipped for your short-term stay. Conveniently located one block from the local saloon, groceries and gas are a 5 minute drive. Available off-street parking as well as in front of the house for those with a trailer.