Holiday rentals in Pennington County

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Top-rated holiday rentals in Pennington County

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Top guest favourite
A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.
Guest suite in Rapid City
4.98 out of 5 average rating, 496 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.

Top guest favourite
A rustic open-concept space features a spacious living area with a comfortable sofa, a wooden coffee table, and a decorative area rug. The kitchen area includes modern appliances. A handmade log bed is visible in the background, accentuated by warm wood accents and natural lighting.
Guest house in Box Elder
5 out of 5 average rating, 236 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
A compact studio apartment features a full bed covered in a gray quilt. Dark curtains frame the window, while a pendant light hangs above the bed. A small white refrigerator is positioned next to a countertop, enhancing the studio's functionality.
Flat in Rapid City
4.84 out of 5 average rating, 217 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 favourite
A scenic view reveals a snow-covered landscape, with tall evergreen trees dotting the foreground. The distant hills and valleys can be seen under a clear blue sky, creating a serene winter atmosphere.
Guest house in Rapid City
4.91 out of 5 average rating, 712 reviews

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal 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!

Top guest favourite
The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.
Loft in Lead
4.98 out of 5 average rating, 683 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: 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. Not kid proof. No pets accepted.

Guest favourite
The sleeping area features a spacious bed with a patterned blue and white coverlet. Two side tables with lamps provide soft lighting, and a large wall art piece in calming colors is displayed above the bed. A mirror and decorative plant add to the aesthetic.
Flat in Rapid City
4.87 out of 5 average rating, 361 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"

Top guest favourite
A modern kitchen features a large island counter with bar stools and a sleek range hood above. Shelving displays various kitchen items, while natural light fills the space through large windows overlooking the dining area with a wooden dining table.
Townhouse in Rapid City
4.9 out of 5 average rating, 155 reviews

Sharp & Modern, close to interstate & attractions

Welcome to your dream vacation or business trip home! This modern and stylish house is perfectly located for exploring Rapid City and the Black Hills. Just 7 minutes from the airport and close to great shopping and dining, it's ideal for both vacation and business travelers. Plus, it's only 30 minutes from Mount Rushmore and the Sturgis Rally. Enjoy the comfort of a quiet neighborhood, complete with all the amenities you need for a memorable stay. Get ready to make unforgettable memories.

Top guest favourite
A cozy living area features a gray sofa adorned with decorative cushions. A large rug covers the wooden floor, and a fireplace provides a focal point. Art pieces are displayed on the walls, complemented by natural light filtering through sheer curtains.
Home in Rapid City
4.99 out of 5 average rating, 166 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!

Top guest favourite
A single-level home features a light gray exterior with contrasting red brick accents. A small front porch with decorative railing welcomes guests, while a chimney rises from the roof. Lush green grass and colorful fall foliage surround the property, creating a serene exterior setting.
Home in Rapid City
4.97 out of 5 average rating, 187 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!

Top guest favourite
A spacious game room is equipped with a ping pong table at its center, surrounded by high-backed bar stools. A comfortable seating area features two leather chairs and a television mounted on the wall, enhancing the recreational space for guests.
Home in Rapid City
4.94 out of 5 average rating, 126 reviews

✶Canyon Lake✶PingPong✶Golf Course Close✶Garage✶

Stay in our pet friendly home close to Canyon Lake Park and Meadowbrook Golf Course. ✔2300 sq ft ✔Dog friendly ✔Driveway big enough for trailers, campers, and RVs ✔Self check-in via door code ✔1 minute from Meadowbrook Golf Course ✔Across the street from Canyon Lake Park ✔Ping Pong table ✔33 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔42 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry ✔Professionally cleaned

Top guest favourite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 139 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature.

Top guest favourite
A cozy living area features a combination of seating options, including a light blue armchair and a brown leather sofa. A television is positioned on a modern entertainment unit, while framed artwork adds color to the wall. Natural light filters through a window, illuminating a decorative area rug.
Flat in Rapid City
4.98 out of 5 average rating, 128 reviews

Flat 7 - East of 5th District, Downtown Rapid City

This apartment is central to a great Black Hills getaway, making it easy to plan your visit. Restaurants, breweries, shopping and more are all within walking distance and scenic routes into the Hills are near by. Harriet & Oak is our favorite coffeeshop and is right around the corner offering a great selection of coffee and food. Unfortunately, parties and/or pets are NOT allowed.

Popular amenities for Pennington County holiday rentals