Holiday rentals in Pennington County

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Top-rated holiday rentals in Pennington County

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Top guest favourite
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.
Flat 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 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

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 favourite
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 favourite
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.
Guest house 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, 748 reviews
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

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
Superhost
A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.
Cabin in Sturgis

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

4.93 out of 5 average rating, 282 reviews
Top guest favourite
A panoramic view reveals a verdant canyon surrounded by towering pine trees. Jagged rock formations line the cliffs, with splashes of green foliage contrasting against the earthy tones. The sky, filled with soft clouds, adds a serene backdrop to this natural landscape.
Flat in Hermosa

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Enjoy the perfect summer escape—warm days, open skies, and peaceful canyon views. Just 11 miles from the historic Game Lodge and the start of the famous Wildlife Loop. Nestled beside the stunning Box Canyon, our newly built 1-bedroom, 1-bathroom apartment offers a quiet retreat in one of the most breathtaking corners of the Black Hills. Spend your days exploring scenic drives, iconic landmarks, and endless trails, then return to unwind, and take in the natural beauty that surrounds you.

4.97 out of 5 average rating, 64 reviews
Guest favourite
An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.
Home in Rapid City

lNDOOR POOL! The FUN house

Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

4.92 out of 5 average rating, 145 reviews
Guest favourite
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 favourite
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 favourite
Home in Rapid City

Executive Golf Course Home, Family Friendly

Quiet stay in an exclusive golf course neighborhood entering the Black Hills - 30 minutes to Mount Rushmore, 20 mins to Sheridan Lake, while being a quick 10 mins to Walmart Supercenter or 12 minutes to downtown Rapid City. Easy access to Black Hills and Badlands National Park attractions. Senior and Active Military Discounts available - must be person making reservation and be willing to provide proof of ID at time of booking.

4.96 out of 5 average rating, 157 reviews
Top guest favourite
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.
Flat 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

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