Holiday rentals in Pennington County

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Top-rated holiday rentals in Pennington County

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

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Top guest favourite

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

4.98 out of 5 average rating, 126 reviews

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.

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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

4.99 out of 5 average rating, 123 reviews

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.

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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, 542 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.

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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

4.98 out of 5 average rating, 251 reviews

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

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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

4.91 out of 5 average rating, 747 reviews

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!

ValueFamilyCleanliness

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, 184 reviews

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.

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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

4.93 out of 5 average rating, 281 reviews

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.

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Superhost

Cabin in Rapid City

5.0 out of 5 average rating, 3 reviews

Forest Road Haven: 3 King BR-GameRoom-HotTub-Sauna

Escape to Forest Road Haven, a luxury Black Hills retreat where peaceful seclusion meets upscale comfort and entertainment. Nestled among the pines just 15 mins from Rapid City, 50 mins from Terry Peak, and 40 mins from Lead, Deadwood and Mt Rushmore. After a day of adventure, challenge your group in the fully equipped game room, unwind in the hot tub or sauna and gather around the firepit. With 3 king bedroom and a tranquil forest setting, it's the perfect getaway for families and friends.

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Top guest favourite

The exterior of a modern single-story home is depicted, featuring a combination of grey siding and stone accents. A spacious driveway leads to a garage, while a covered porch is illuminated under a sky showcasing a rainbow against a backdrop of soft clouds.

Home in Rapid City

5.0 out of 5 average rating, 55 reviews

Cozy Hilltop Retreat

Welcome to your perfect home away from home! Nestled in a quiet neighborhood atop a hill in Rapid City, this cozy 3-bedroom retreat offers sweeping views, stunning sunsets, and all the essentials for a relaxing and comfortable stay. You’ll enjoy a fully equipped kitchen, high-speed Wi-Fi, on-site parking, and family-friendly features throughout. Planning to head to Sturgis? You’ll love the easy access to I-90, making day trips to the Sturgis Motorcycle Rally or Deadwood a breeze.

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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

4.92 out of 5 average rating, 145 reviews

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.

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Superhost

Home in Rapid City

4.93 out of 5 average rating, 145 reviews

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!

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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

4.83 out of 5 average rating, 398 reviews

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.

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