Holiday rentals in Pennington County

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Top-rated holiday rentals in Pennington County

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

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Guest favourite

Guest house in Box Elder

5 out of 5 average rating, 201 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.

Guest favourite

Guest suite in Rapid City

4.98 out of 5 average rating, 422 reviews

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

Guest favourite

Guest house in Rapid City

4.91 out of 5 average rating, 644 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!

Guest favourite

Cabin in Sturgis

4.98 out of 5 average rating, 169 reviews

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 6 seater ATV you can rent and take directly from property. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home, including a BBQ grill.

Guest favourite

Guest suite in Black Hawk

5 out of 5 average rating, 201 reviews

Near I-90 & Rapid City. In pines of Black Hills.

Sunrise Ridge w/ spacious outdoor area. Private entrance, parking, & patio area! Apartment is below main house; ground level, no stairs. Modern-rustic accents, remodeled stylish bathroom/kitchen with full amenities for baking/cooking. Wifi & Roku with free access to Netflix, Disney +, Max on big screen TV. One bedroom: King bed with twin size bunk bed; full size futon in living room. 4-7 day stay discount. No cleaning fee! See pictures & description-perhaps the right fit for your group!

Guest favourite

Guest house in Rapid City

4.91 out of 5 average rating, 196 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) + our own animals: horse, pony, 2 mini cows, 4 goats, 2 dogs & 2 cats. Walk/runners take advantage of the gravel/paved roads for a leisurely stroll.

Guest favourite

Home in Rapid City

5 out of 5 average rating, 111 reviews

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!

Guest favourite

Home in Wall

4.91 out of 5 average rating, 263 reviews

Cozy Warm Stay. Near Badlands NP. Pets Welcome!

Welcome to Wall, the gateway to the Badlands. The house is 2 Blocks from the Wall Drug Store, 8 miles from the Badlands National Park, 20 miles from the Minuteman Missile Site and 94 miles from the Wind Cave National Park. Near restaurants, Dairy Queen and gas stations. 8 mins walk to the city park and the city pool (pool opens in the summer) Pets are welcome to stay and explore the Black Hills and the Badlands! Be sure to never miss the sunrise and the sunset from the Badlands.

Guest favourite

Cottage in Wasta

4.89 out of 5 average rating, 482 reviews

The Rock and Block house

This is a Great Little House with Rustic yet Modern Charm, Beautiful View of the Cheyenne River Breaks. Two very comfy king sized beds. Wasta is a "very" small town, a gas station, a fabulous military museum and a bar. You can take in the Badlands on your way, you might drop down through Interior, S.D. and drive through the Badlands then come out just south of Wall. We are about 20 miles from the Badlands, 40 miles from Rapid City, and Beautiful Black Hills. Thank You, Billie

Guest favourite

Home in Rapid City

4.97 out of 5 average rating, 112 reviews

Downtown Cottage with Hot Tub

Welcome to your downtown retreat. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Everything you need is within walking distance - restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Guest favourite

Home in Rapid City

4.9 out of 5 average rating, 285 reviews

Rapid City Black Hills Westside Home 2

This house is in a great location in Rapid City, minutes from downtown and a great starting point for exploring the Black Hills. We welcome dogs in our home. No cats! Additional fee will be added if cat is “snuck” into the home!. The yard is fully fenced and there is plenty of off street parking as well as use of a garage. ( Caution! Low Clearance). I am happy to help with trail maps and directions are you kick off your adventures in the Black Hills.

Guest favourite

Cottage in Hill City

4.99 out of 5 average rating, 164 reviews

Mystic Road Cottage… -Peaceful -Private -Hot tub

Kick back and relax in this calm, stylish space. Conveniently located adjacent to the Mickelson Trail and UTV Trails. If you enjoy water adventures, Deerfield Lake, Sheridan Lake and Pactola Lake are only a short drive away. Come enjoy nature and explore the Black Hills. End your day relaxing in the hot tub gazing at the stars.