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

5.0 out of 5 average rating, 172 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.

13–20 Dec

$125 SGD per night

Guest favourite

Loft in Lead

4.98 out of 5 average rating, 542 reviews

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 with microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable air conditioning. There are 18 steps to get to the loft, for two people. No pets accepted!

14–21 Jul

$137 SGD per night

Guest favourite

Guest suite in Rapid City

4.97 out of 5 average rating, 349 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.

22–29 Aug

$98 SGD per night

Guest favourite

Guest house in Rapid City

4.91 out of 5 average rating, 598 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!

3–10 Apr

$181 SGD per night

Guest favourite

Guest suite in Black Hawk

5.0 out of 5 average rating, 168 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!

30 Jan – 6 Feb

$201 SGD per night

Guest favourite

Flat in Rapid City

4.87 out of 5 average rating, 277 reviews

Cozy Apartment Minutes from Downtown w/Fenced Yard

This is Josh and Christie's basement studio apartment. There is a separate entrance that you have to yourself. We are just a 5-min. walk from downtown so you can easily walk to dinner, tour downtown, and check out Rapid City. Sitting high above Mt Rushmore Road, light from 3 windows makes you feel above ground. Our back patio is nice for relaxing and our location is convenient. We are pet friendly with a fully fenced yard! Are we booked? Check out our upstairs space "Modern Meets Cozy"

16–23 Sep

$159 SGD per night

Guest favourite

Guest house in Rapid City

4.91 out of 5 average rating, 168 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.

12–19 Oct

$160 SGD per night

Guest favourite

Home in Wall

4.91 out of 5 average rating, 189 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.

12–19 Apr

$185 SGD per night

Guest favourite

Tiny home in Wasta

4.87 out of 5 average rating, 218 reviews

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.

3–10 Mar

$150 SGD per night

Guest favourite

Cottage in Wasta

4.9 out of 5 average rating, 435 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

1–8 Oct

$144 SGD per night

Guest favourite

Cabin in Rapid City

4.95 out of 5 average rating, 103 reviews

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Firepit and complimentary firewood ✔Great deck with seating and grill ✔Close to Canyon Lake Park and a dog park ✔Complimentary Disney+ and Hulu ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry

30 Oct – 6 Nov

$191 SGD per night

Guest favourite

Home in Rapid City

4.93 out of 5 average rating, 459 reviews

Rapid City Black Hills Westside Home 1

The house is in a great location in Rapid City, minutes from downtown, easy access to trails and paths, and a good starting point for exploring the Black Hills! We welcome dogs and will consider hosting other types of pets with communication ( No cats). There is a nice fenced back yard, plenty of off street parking, as well as use of the garage. I am happy to help with trail maps and directions as you kick off your adventures in the Black Hills!

13–20 Oct

$186 SGD per night