Holiday houses in Pennington County

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Top-rated holiday rentals in Pennington County

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Top Guest favourite
The cozy kitchen is equipped with wooden cabinets and a white refrigerator. A window with brown blinds allows natural light, while a clock is mounted on the wall. A countertop extends along one side, paired with a sink and ample space for cooking.
Apartment in Rapid City
4.91 out of 5 average rating, 129 reviews

Quaint 1-bedroom-West Boulevard!

Quaint 1-bedroom in Historic West Boulevard. Enjoy easy access to downtown for shopping, restaurants, tourist attractions, and grocery stores. This newly remodeled unit was originally an early 1900s farmhouse that was relocated to this spot. You'll enjoy soaking in the cast iron clawfoot tub that has 1889 stamped on the bottom, the year South Dakota earned statehood! Fully equipped kitchen! Full-sized bed. Pine floors with South Dakota decor! Easy access to Mt Rushmore & other sights!

Top Guest favourite
The exterior of the cabin showcases a combination of natural wood siding and green accents, framed by tall trees. A welcoming deck extends from the front entrance, and landscaped stone beds add charm. The adjacent structure features a garage and earthy tones, integrating seamlessly with the surroundings.
Cabin in Black Hawk
4.99 out of 5 average rating, 292 reviews

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.

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.
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 favourite
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, 156 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

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.
Apartment 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 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
An open living area features a modern sectional sofa, accompanied by a colorful armchair and a wooden coffee table. A bike is suspended from the ceiling, adding a unique design element. The kitchen area is visible in the background, complete with stainless steel appliances.
Apartment in Rapid City
4.99 out of 5 average rating, 231 reviews

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

Located Downtown Rapid City in the up & coming East of 5th District. Close to shopping, breweries, coffeehouses (Harriet & Oak is our favorite and IN the same building), restaurants and galleries. Clean and comfortable, our aim is to ensure you have a fantastic stay in your home away from home. Unfortunately, parties and/or pets are NOT allowed.

Top Guest favourite
A spacious bedroom features a comfortable bed with a dark headboard, framed by two sleek nightstands. Wall-mounted sconces provide soft lighting, and large windows offer views of the outdoors. Light wood accents create a warm ambiance, complemented by a decorative wall art piece.
Guest suite in Rapid City
4.99 out of 5 average rating, 282 reviews

Private and peaceful. Hot tub and scenic views.

This unique place has a style all its own. Beautiful views of the Black Hills. Big windows(with blinds if you find them necessary) to enjoy the views. Close to downtown Rapid City yet out in the woods. Quiet neighborhood. Electric fireplace. New appliances. King size bed. Hiking right out your door.

Top Guest favourite
A wide expanse of lush green grass is shown, bordered by young trees. A rolling hillside covered in evergreen trees rises in the background, under a sky with scattered clouds. The landscape reflects a serene natural environment.
Home in Piedmont
4.95 out of 5 average rating, 241 reviews

Retreat in a Beautiful Canyon

Comfortable retreat in a rustic setting. Enjoy this quaint guest house located on 10 private acres surrounded by the beauty of the Black Hills and all of its wildlife. Use as a perfect base for your family vacation or simply as an excuse for a cozy getaway.

Popular amenities for Pennington County holiday rentals