Guesthouse vacation rentals in Pennington County

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Top-rated guesthouse rentals in Pennington County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Box Elder

5.0 out of 5 average rating, 173 reviews

Country Guesthouse close to many attractions

COUNTRY GUESTHOUSE: Looking for a quiet get away in a country environment close to the Black Hills, Ellsworth Airforce Base, the Event Center and Regional Airport in Rapid City? We are near several attractions including Mt. Rushmore, Reptile Gardens, Bear Country, Badlands, plus many more. We also have several animals on our property including horses, dogs, cats and wildlife such as antelope. It involves a private entrance with a rustic atmosphere and open concept with all modern amenities.

Feb 7 – 14

€ 91 per night

Guest favorite

Guesthouse in Rapid City

4.91 out of 5 average rating, 601 reviews

Priceless Black Hills View!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Apr 16 – 23

€ 129 per night

Superhost

Guesthouse in Rapid City

4.79 out of 5 average rating, 182 reviews

Urban suite

Down town east side of Rapid City within walking distance of Presidential statues, food, drink, entertainment as well as County buildings and the S.D. School of Mines & Technology. This is a two-bedroom guest suite decorated to fit the area. The space is located at the top of the stairs off of the private driveway. NO trailer parking at all. Pets are allowed but be mindful pick up after your pet and please keep them off the furniture and beds. Shared laundry room on the west side of Duplex.

Apr 6 – 13

€ 110 per night

Guest favorite

Guesthouse in Sturgis

5.0 out of 5 average rating, 19 reviews

Sturgis 1-Bedroom Guesthouse! Beautiful Location!

Enjoy the beautiful views in this quiet location while still having quick easy access to downtown Sturgis! Located just 2 miles from downtown, this 1 bedroom, 1 bathroom guest house sits on 8 acres, nestled in the trees. WiFi, large screen TV & enjoy relaxing on the patio by the gas firepit. Central location to many Black Hills attractions! Great views & deer & turkey are regular guests in the yard! Plenty of space for trailers! ** PLEASE NOTE: About 2 miles of well maintained gravel road**

Apr 16 – 23

€ 158 per night

Guest favorite

Guesthouse in Rapid City

4.93 out of 5 average rating, 27 reviews

Modern Smart House In The Woods W/ 2 King BDS 2 BA

Two large patios with two fire pits and one small conversation patio. Garage space. Modern high end appliances in the kitchen. Spacious master suite with sofa bed, separate work space and a luxury smart home shower and walk in closet. This is a quite home nestled in the woods but minutes from downtown and all the major attractions. NOTE: there is a separate apt above the garage that is rented. The space has its own entrance and does not share any living spaces or walls with this house.

Dec 29 – Jan 5

€ 360 per night

Guest favorite

Guesthouse in Rapid City

4.91 out of 5 average rating, 169 reviews

Stoneridge Ranch

Looking for something off the beaten path to enjoy some peace/quiet? We’re just that, tucked away in the beautiful Black Hills only 30min from Rapid City & several favorite attractions: Mt Rushmore, Reptile Gardens, Bear Country, Needles Highway, Rushmore Caves + many more. Our property has opportunity to see lots of wildlife(deer, turkeys) and including our animals: a horse, a pony, 2 goats, 2 dogs & 2 cats. Runners take advantage of the gravel/paved roads for a scenic/peaceful run.

Oct 23 – 30

€ 121 per night

Guest favorite

Guesthouse in Deadwood

4.96 out of 5 average rating, 54 reviews

Backyard Cottage - Historic Deadwood

Enjoy a cozy spot walking distance to downtown Deadwood,SD. Well appointed studio with full kitchen and bath, luxury linens, queen bed, grille, patio and off street parking. The Historic neighborhood is charming and welcoming. Walk to Mt Moriah, the Michelson trail, hike local trails, or enjoy live music or a fun event in Outlaw Square. Discover the Black Hills from your home base. Close to skiing, Sturgis, Lead and a lovely drive to Mt Rushmore, Custer State Park, or The Badlands.

Jul 16 – 23

€ 235 per night

Guest favorite

Guesthouse in Whitewood

4.98 out of 5 average rating, 106 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.

Jun 23 – 30

€ 142 per night

Guest favorite

Guesthouse in Black Hawk

5.0 out of 5 average rating, 15 reviews

Unique guesthouse in the pines of the Black Hills

Welcome to our unique Back n Time guesthouse, nestled in the pines of the Black Hills close to Mt. Rushmore and badland National Park. Relax and experience the simple life after touring this beautiful area. The guesthouse offers 1 queen bed and a twin bed, with an additional bunkhouse with bunkbeds perfect for a couple or small family, We are 1 mile from a trailhead ideal for biking, hiking and 4 wheeling, with easy access to I-90 and all the Black Hills attractions.

Aug 31 – Sep 5

€ 157 per night

Guest favorite

Guesthouse in Deadwood

4.96 out of 5 average rating, 55 reviews

The Mercantile at Mad Peak Lodging, sleeps four

Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

Apr 4 – 11

€ 163 per night

Superhost

Guesthouse in Rapid City

4.86 out of 5 average rating, 42 reviews

Guest Suite-Hot Tub-Close to Town

This is a cozy, affordable, and unique place that has a style all its own. Enjoy the hot tub (privacy 6-foot fence around the hot tub), LED makeup mirror with defogger, full-size washer and dryer, patio off of the bedroom with skyline views, garbage disposal, and little touches that can be seen throughout the space. Within walking distance from everything in Downtown Rapid City and 30 minutes from all the major tourist destinations!

Dec 21 – 28

€ 170 per night

Guest favorite

Guesthouse in Rapid City

4.89 out of 5 average rating, 170 reviews

Gayle's Cottage

This cozy place is nestled in the black hills with wonderful views! You will love our place because this is a wonderful and quaint guest house located at the foot of the black hills. Enjoy the deer and turkeys footsteps from your front door that visit the property daily. My place is great for couples, solo adventurers, business travelers, and families with kids.

Oct 10 – 17

€ 175 per night