Vacation rentals in Pennington County

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Top-rated vacation rentals in Pennington County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious home is nestled among tall trees, overlooking a gently flowing creek. The property features a large deck and stonework, blending harmoniously with the natural surroundings, while vibrant greenery enhances the serene environment.

Home in Rapid City

Creekside Sanctuary

Creekside Sanctuary is a 6+ acre paradise for families, friends, celebrations or retreats. Naming this property was not easy, not only is this a Sanctuary for relaxation and rejuvenation, guests can also enjoy the popular site seeing and abundant wildlife native to our beautiful Black Hills. Whether winter or summer, there are activates nearby - fishing, hiking, skiing, snowmobiling, ice skating. The large yard is host to deer and turkey, an ideal gathering spot for celebration, fun and games.

4.98 out of 5 average rating, 128 reviews

Top guest favorite

Cabin in Lead

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

4.98 out of 5 average rating, 227 reviews

Top guest favorite

A hot tub is situated under a covered porch, providing serene views of a vibrant sunset over the expansive landscape. The sky showcases hues of orange and purple, while the peaceful surroundings feature rolling hills and an open horizon.

Apartment in Box Elder

Welcome to Case Place! A spacious quiet retreat!

Welcome! This relaxing & unique a space sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone, & Sturgis. Box Elder is growing & a has public golf course, Ellsworth Air Force Base/Museum! Guests often take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries ❤️ Inquire w/ options.

4.99 out of 5 average rating, 123 reviews

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

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.

4.98 out of 5 average rating, 544 reviews

Top guest favorite

A spacious dining area is visible, featuring a dark wood table surrounded by white chairs. A light brown countertop is present in the foreground, while a cozy living space with two brown recliners is shown in the background. Large windows provide natural light, enhancing the welcoming feel.

Home in Rapid City

Cheerful 3 bedroom home

Relax with the whole family at this peaceful place to stay. 3 bedroom home, entire main floor. Basement is a separate office unit. Use upper parking with entry to the kitchen. Located close to Rapid City Regional Airport and Black Hills Speedway. Easy access to Highway 16 bypass which ties into I-90 and Highway 16 to Mount Rushmore & the Black Hills. Great view of Black Elk Peak out the living room window! No pets or smoking please. Approved by Pennington County License Number COVHRLIC25-0019

4.98 out of 5 average rating, 252 reviews

Top guest favorite

The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.

Guesthouse in Rapid City

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

4.91 out of 5 average rating, 749 reviews

Top guest favorite

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

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. 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. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

4.98 out of 5 average rating, 185 reviews

Guest favorite

A spacious living room features a large, L-shaped sectional couch adorned with decorative pillows. Natural light filters through a wide window framed by light-colored curtains, illuminating a soft area rug on the floor. A small pendant light hangs above, complementing the neutral color scheme.

Home in Rapid City

*4Bed*Beautifully updated home*Close to airport!

Kick back and relax in this beautifully decorated home. This stunning 4 bed, 2 bath home offers comfort and convenience, located just 8 minutes from Rapid City Regional Airport, 10 minutes from Rushmore Crossing (Shopping Center & Restaurants), 3 minutes from Black Hills Speedway, 10 minutes from Hwy 16 for Black Hills attractions, and 5 minutes from I-90 for a trip to Deadwood’s casinos or the Sturgis Motorcycle Rally. Perfect for families, groups, or solo travelers exploring the area!

4.91 out of 5 average rating, 114 reviews

Guest favorite

Home in Rapid City

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

4.93 out of 5 average rating, 145 reviews

Top guest favorite

A charming creek-side home is featured, showcasing rustic wooden siding and a welcoming entrance. A pathway leads to a wooden deck, with a flagpole prominently displaying the American flag. Vibrant green grass and a fire pit with red chairs enrich the outdoor space, surrounded by natural hills.

Cabin in Rapid City

Creek-side Cabin | Hot Tub + Trout Fishing

Wake up to the sound of a babbling creek, sip your morning coffee on the deck while bighorn sheep graze on the hillside, and spend your evenings soaking in the hot tub under a sky full of stars. This beautifully furnished 3-bedroom Black Hills cabin sits right on the water — perfect for trout fishing, family gatherings, romantic getaways, or simply unplugging from the world. With stunning creek and mountain views, This is a Complete Black Hills retreat.

4.83 out of 5 average rating, 398 reviews

Top guest favorite

The exterior of the building features a welcoming entrance with a teal door, surrounded by light-colored brick and neutral wall tones. Flowers and landscaping are present by the entryway, and the design includes awnings above the doors.

Apartment in Rapid City

118 Main - Apt. 4

A quite place in the heart of Rapid City! Your own designated covered parking spot right outside the door, walking distance to everything you need. Washer and dryer in the apartment, fully equipped kitchen, your own WiFi network and smart TV. A great place for a night, or all the comforts of home if you want to stay a month or two! Furniture is all new and the sleeper sofa has a foam mattress (it's actually comfortable.)

4.98 out of 5 average rating, 145 reviews

Top guest favorite

Home in Rapid City

Hilltop Family Home with Game Room

Free grocery pickup ordered from Walmart for Nov 1 - Mar 31 bookings! Modern 4-bed, 2-bath Rapid City home (built 2021) perfect for groups! Enjoy stunning Black Hills sunset views from a quiet subdivision. Features a game room with foosball, a fenced yard with a fire pit & BBQ, and two living areas. Sleeps your entire group comfortably with a mix of king, queen, and bunk beds. Your ideal base for exploring the area!

4.96 out of 5 average rating, 174 reviews