Vacation rentals in Pennington County

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Top-rated vacation rentals in Pennington County

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Top guest favorite
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 favorite
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.
Guesthouse 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 favorite
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.
Apartment 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 favorite
An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.
Cabin in Rapid City
4.93 out of 5 average rating, 155 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 ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔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 Approved by Pennington County License Number COVHRLIC24-0019

Guest favorite
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.
Guesthouse 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 favorite
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.

Top guest favorite
An open living area is highlighted by a green sectional sofa facing a circular coffee table. A modern kitchen with dark cabinetry is visible in the background, featuring stainless steel appliances and a central island with seating. Soft lighting enhances the welcoming atmosphere.
Apartment in Rapid City
4.98 out of 5 average rating, 158 reviews

Rose Building - Apt 1

Perfect place for any length of stay! On the boarder of both the Downtown and West Blvd Residential Historic Districts. Steps away from multiple dining and entertainment options. One of the only buildings in the area with owned off-street parking. The 2nd floor of the Rose Building was converted from offices to apartments in 2022. You can walk to The Monument for a concert, the bike path and parks, Main Street Square. The perfect place to relax after a day exploring the Black Hills.

Top guest favorite
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 favorite
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 favorite
A spacious cabin is set amidst tall trees, featuring a welcoming porch with ample seating. A gravel driveway leads up to the cabin, which is flanked by greenery. A fire-pit area is visible to the left, complemented by a blue storage container.
Cabin in Deadwood
4.96 out of 5 average rating, 140 reviews

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!

Top guest favorite
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.
Apartment 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.

Guest favorite
A modern studio space features a spacious bed with a neutral-colored blanket. A streamlined washer and dryer unit is positioned against the wall, while a small television is mounted on a white shelving unit nearby. Soft lighting is provided by a contemporary circular pendant.
Apartment in Rapid City
4.88 out of 5 average rating, 110 reviews

Historic Modern 1 Bedroom Downtown Luxury Flat

Enjoy a stylish experience at this centrally-located newly renovated apartment! This beautiful large studio apartment is nestled right between West Blvd (Historic Neighborhood) and Mt. Rushmore Rd. Perfectly located in a peacefully quiet neighborhood, minutes from Interstate 90 or Hwy 16 and blocks from the fun of Downtown Rapid City.

Popular amenities for Pennington County vacation rentals