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!

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.

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.

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

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.

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.

Adorable loft carriage house with hot tub

This is the original carriage house from 1892 that has been converted into living quarters with a small fenced in outdoor space. The cozy cottage is made up of two levels. On the floor level, is a small kitchen, bathroom, and sitting area with gas fire place (love seat pulls out to a single bed). On the second level, via a narrow steep hayloft staircase, is a king bed, tv, and private balcony. This quaint space is the perfect get away.

Cabin on Open Acreage

Cabin with basic amenities on open acreage. 1 bedroom cabin located approximately 2 miles from Spearfish. Full sized kitchen, TV, Wi-Fi, 1 king sized bed and 1 queen sized bed , Closet, Couch, Recliner, Stand up shower, Tons of parking, Basic kitchen supplies, Coffee pot, Towels, Washer/Dryer, Laundry soap *All animals need to pay a pet fee of $25 per pet per night. *Owners occupy a house and shop on acreage.