Holiday rentals in Whitewood

Jägerhaus - Mountain Lodge on Private Estate

We've hosted lovely folks from all over the world since 2017 in our family home--and now, we embark on a renovation journey. Changes for 2/1/26 + New sleeping arrangement; double-bunk bed replaced with 1 King bed + House capacity changes from 10 to 8 + Upgrading living room sofas and chairs + Repainting 3 rooms This is just the start of a broader vision we expect to complete by 2028. We will do our best to transition gracefully and keep the home cozy for your stay. Photos updated periodically.

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.

Cozy Fourplex Studio in Historic West Boulevard!

Keep it simple at this peaceful and centrally-located cozy studio apartment near historic West Boulevard at the center of Rapid City, close to downtown Rapid, grocery stores and restaurants. You'll enjoy a fully equipped kitchen and bathroom with full stand-up shower. The 43" smart TV makes streaming your favorite shows easy. While the studio is small (225 sq ft,) it is clean and cozy, and if anything is needed to make one's stay more comfortable, we will do what we can to accommodate requests.

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Guest Suite with Beautiful Views and Hot Tub

Keep it simple at this peaceful and centrally-located guest suite. Located half a mile from downtown, this unit has it all! Enjoy your coffee with a view of the incredible Black Hills and the winding Spearfish Creek below. This guest unit overlooks the Spearfish city park campground and recreation paths. This guest suite is the lower level of our home and has no shared indoor spaces. Outside you’ll be greeted with beautiful views and a shared hot tub for an unmatched in town experience.

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.

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

☼High Mountain Rustic Cabin☼Hot Tub☼Game Loft☼

This home is magazine worthy and one of a kind! Modernly furnished to an excellent standard. It is the ideal retreat for a secluded & nature-bound stay. You can open the windows and let the sounds of the Black Hills feel like you are in paradise. It is Conveniently located near Terry Peak Ski Lodge, Deadwood, and other major Black Hills tourist destinations. We believe it is the ultimate location to immerse yourself in the beauty of the Black Hills!

Boutique Apt- Walk to Downtown - Patio - Laundry

Relax comfortably in our newly remodeled 1BR apartment! Conveniently located off the highway, it's a short walk to downtown Spearfish's dining, coffee, and shopping. Explore nearby parks, trails, and a grocery store, making it an ideal spot for your stay. Start your day with coffee or tea from the fully stocked coffee bar, cook with brand-new appliances or take in views of Lookout Mountain from the front porch.

Off-Grid Cottage at Granny Flats

Welcome! Cappie, Star of Building Outside the Lines on Magnolia Network, built this adorable off-grid cottage as his own, but now you have the opportunity to stay! This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, dozens of chickens, and a large garden. This cottage is handmade, from the bespoke front door to the custom 2-headed shower. We know you'll appreciate the details!

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

Deadwood & Sturgis 5 bedroom next to golf course

Set up as the perfect destination for larger groups with three separate lounge areas, three separate decks/patios with fire pit, modern smart technology, across the street from 18 hole golf course (Boulder Canyon Country Club). Sits on one acre mountain meadow with space for pets and kids to run. Five minutes from Sturgis Rally and 10 minutes from the streets of Deadwood.