Holiday rentals in Pennington County

Guest suite in Rapid City

4.98 out of 5 average rating, 454 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.

5 out of 5 average rating, 211 reviews

Guest house in Box Elder

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.

4.82 out of 5 average rating, 158 reviews

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.

Guest house in Rapid City

4.91 out of 5 average rating, 679 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!

Superhost

Guest house in Rapid City

4.76 out of 5 average rating, 108 reviews

Guest Suite-Hot Tub-Close to Town

Welcome to our charming guest suite with private access and parking, perfect for a relaxing getaway. This unique space offers a hot tub with complete privacy (enclosed by a 6-foot fence), an LED makeup mirror with a defogger, a full-size washer and dryer, and a private patio. Enjoy thoughtful touches and unique details throughout the space. Located near all West Rapid coffee shops and restaurants, it’s also a short drive to major tourist destinations. Book now and enjoy a unique retreat!

5 out of 5 average rating, 125 reviews

Home in Rapid City

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!

4.91 out of 5 average rating, 125 reviews

118 Main - Apt. 7

118 Main Street - the best of a small town down town. Great place for one night or a year, comfortable and easy living. Walk to everything you need, or relax with a walk along Rapid Creek. Restaurants, Main Street Square, Coffee, Ice cream, bars, are all just a short walk away. Even Monument Arena and SDSMT are near. Perfect for a couple, but we put sleeps three in case someone wants to crash on the couch. Plenty of space for people, but the sleeper sofa I like was out of stock!

4.91 out of 5 average rating, 218 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

4.98 out of 5 average rating, 622 reviews

Loft in Lead

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 AC. There are 18 steps to get to the loft, for two people. No pets accepted!

4.98 out of 5 average rating, 127 reviews

Guest house in Whitewood

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.

4.98 out of 5 average rating, 145 reviews

Home in Rapid City

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!

4.95 out of 5 average rating, 103 reviews

Cabin in Deadwood

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!

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Pennington County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Pennington County

Campervan/Motorhome in Black Hawk

5 out of 5 average rating, 3 reviews

Camper in the Foothills

MichaelRating, 5 stars2 weeks ago

The hosts were friendly and accommodating. The location is beautiful and perfect for a private setting while being only a few minutes from town. We were welcomed like we were old friends and had an extremely comfortable stay the entire time. We’re looking to coming back again sometime.

Tiny home in Rapid City

5 out of 5 average rating, 5 reviews

In the Pines

NickRating, 5 stars5 days ago

Wonderful place! Really enjoyed the peaceful location. Many reviews mention the drive, it was a little hilly and tight for our full size suv but certainly manageable and not a concern. We really enjoyed it!

Cabin in Rapid City

4.95 out of 5 average rating, 44 reviews

4 Person Rustic Cabin

ElizabethRating, 5 stars2 weeks ago

Beautiful campground with lots of amenities and well-maintained activities. Cabin was clean and simple. Communal bathrooms were spacious and always clean. Hosts were very friendly and accommodating. Would absolutely love to come back here again!

5 out of 5 average rating, 45 reviews

Cabin in Deadwood

Our Cabin in the Valley

HarriettRating, 5 stars8 months ago

This was by far our best experience in an Airbnb ever! John and Vickie were the most gracious hosts and we left at the end of our stay with our hearts full of memories from sightseeing the National and State Parks close by as well as knowing that we had made two new friends for life. Absolutely a Five Star experience!!

4.85 out of 5 average rating, 13 reviews

Hip historic loft downtown RC

NicoleRating, 5 stars2 weeks ago

We had a wonderful time in Rapid City. The location was perfect for us to explore by car to Custer State Park & Badlands. The Air B&B was so comfortable & clean! If I'm back in Rapid City I'd love to stay again.

Campervan/Motorhome in Custer

4.93 out of 5 average rating, 30 reviews

Quite RV Stay In National Forest

BeckyRating, 5 stars5 days ago

This unique Airbnb was amazing in so many ways, starting with Alicia and Derek, the lovely and welcoming hosts. The surroundings couldn’t be more beautiful and private. The drive in is breathtaking and on an extremely well maintained gravel road. The friendly animals on Derek and Alicia’s country ranch are a bonus. Such a wonderful and economical place to stay when visiting Custer!

Campervan/Motorhome in Box Elder

5 out of 5 average rating, 5 reviews

Camper/RV

LexiRating, 5 stars9 months ago

Host were very kind and flexible with us arriving a little earlier. It’s a great spot to be, 15 minutes from rapid city and in between Mount Rushmore and the badlands. The RV was very nice and spacious. Would stay again!