
Holiday rentals in Pennington County
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Top-rated holiday rentals in Pennington County
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Restored Nemo Farmhouse on Centennial Trail W WiFi
Bring your ATV'S! Plenty of parking. On the Centennial Trail system. Fast wifi, smart TV with Dish channels. We are about 20 minutes from Sturgis, half an hour from Deadwood, and 40 minutes from Rapid City. The nighttime sky is very dark for viewing all the constellations; we have solar lights around the house, but it can be dark without a flashlight. Please keep in mind we are in the forest, and there are bugs, flying insects, and small critters. We work very hard to keep them out of the house!

Cheerful 3 bedroom home
Relax with the whole family at this peaceful place to stay. 3 bedroom home, entire main floor. Basement is a separate office unit. Use upper parking with entry to the kitchen. Located close to Rapid City Regional Airport and Black Hills Speedway. Easy access to Highway 16 bypass which ties into I-90 and Highway 16 to Mount Rushmore & the Black Hills. Great view of Black Elk Peak out the living room window! No pets or smoking please. Approved by Pennington County License Number COVHRLIC25-0019

Grandma's House in the Heart of the Black Hills
Grandma's House is in the heart of the Black Hills, located 1 mile from Hill City, it is minutes away from Mt. Rushmore, Crazy Horse, Custer State Park and more. It sits alone on the edge of a meadow with hills directly behind it and a small, bubbly creek in front of the house. It has plenty of room for kids to run and play outside, and a cozy, quaint inside for families to enjoy each other's company. Grandma’s House is available for extended stays November thru April. Contact host for details

Cozy Sturgis Loft #2
This historic loft is in the heart of Sturgis and has been recently renovated with many thoughtful touches to make your stay as comfortable as possible. This apartment is on the second story next to quiet neighbors with free parking available at the front entrance and also the back entrance of the building. Located 20 min from both Spearfish and from Deadwood and only 60 minutes from Mt Rushmore. Walking distance to several downtown restaurants and bars. Convenient contact-free check-in.

Mid-Century Modern Living in the Black Hills
Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

The tiny house of Wasta with lots of character
Kick back and relax in this calm, stylish space. The tiny house is not an actual tiny house, a one bedroom with 1 queen bed, bathroom, kitchen/living room. Lazy boy reclining love seat, and a lazy boy recliner (very comfortable) for watching a movie in front of a faux fireplace. The kitchen is furnished with everything you need to prepare a home cooked meal. The microwave is air fryer/microwave. Enjoy your evening/morning sitting on the covered porch with your favorite beverage.

Beautiful Bungalow Next to Custer State Park
Enjoy this newly built 2023 modern Beautiful Bungalow, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in style and comfort with amazing accommodations.

Newly remodeled in the Heart of Deadwood
This newly remodeled, comfortable apartment is right in the heart of Deadwood! This home, built in the early 1900's is on Deadwood's Historical Registery, and is located on famous Main Street just a couple blocks from the action. It is a one bedroom apartment with one bath and a full kitchen. Laundry facilities are available. You'll love coming back to this cozy space with all the comforts of home, after enjoying all Deadwood and the Black Hills has to offer!

Modern Luxury | 2BR/1BA | Minutes from Downtown
Experience upscale comfort in this newly remodeled, 2 King Bedroom, modern-luxury unit—just minutes from downtown. Enjoy a private entrance, serene deck with wildlife views, full gourmet kitchen, spa-style walk-in shower, washer/dryer, and high-speed Wi-Fi. Peaceful, quiet, and close to top tourist spots. Note: Steps required for access. This is a secondary unit. The property is split into two units, with this unit being on the upper level.

Downtown Loft East
This apartment is a newly renovated space in a historic building in the heart of Downtown Spearfish! Experience downtown living at its finest! This apartment is within walking distance of all the local hotspots: fine dining, local retailers, Spearfish Brewing, the local bars, and beautiful Spearfish Creek and the City Park! Many local businesses have partnered with us to bring discounts and freebies when you stay with us!

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!

Modern Guest Suite conveniently located
Stylish one-bedroom guest suite with private ground-level entrance and dedicated parking. This modern apartment, near the civic center, shopping, and interstate, features a fully equipped kitchen for cooking and a washer/dryer for convenience. Enjoy a comfortable, self-contained space. Note: A separate upper unit may produce some noise.
Popular amenities for Pennington County holiday rentals
Other great holiday rentals in Pennington County

New Meets Old in Downtown Rapid!

Gateway to the Black Hills

Western Pines

Hip historic loft downtown RC

Pine Haven King Bed Log Cabin

Fishing, Sight Seeing & Relaxing

The Omega WIFI and 4 person hottub!

~A memorable gathering place for groups & couples~
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