Holiday houses 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
Chalet in Lead
4.97 out of 5 average rating, 253 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

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, 212 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

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.

Guest favourite
A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.
Guesthouse in Rapid City
4.91 out of 5 average rating, 721 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!

Guest favourite
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
4.96 out of 5 average rating, 249 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.

Top Guest favourite
A modern kitchen features a large island counter with bar stools and a sleek range hood above. Shelving displays various kitchen items, while natural light fills the space through large windows overlooking the dining area with a wooden dining table.
Townhouse in Rapid City
4.9 out of 5 average rating, 157 reviews

Sharp & Modern, close to interstate & attractions

Welcome to your dream vacation or business trip home! This modern and stylish house is perfectly located for exploring Rapid City and the Black Hills. Just 7 minutes from the airport and close to great shopping and dining, it's ideal for both vacation and business travelers. Plus, it's only 30 minutes from Mount Rushmore and the Sturgis Rally. Enjoy the comfort of a quiet neighborhood, complete with all the amenities you need for a memorable stay. Get ready to make unforgettable memories.

Guest favourite
A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.
Apartment in Rapid City
4.91 out of 5 average rating, 243 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

Guest favourite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.97 out of 5 average rating, 117 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!

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, 145 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. 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.

Top Guest favourite
A wood-paneled home is set within a wooded area, featuring a wraparound deck and multiple windows that allow natural light to filter in. Tall pine trees frame the house, creating a sense of seclusion and tranquility. The surrounding landscape is dotted with pine needles and rocky terrain.
Home in Rapid City
4.96 out of 5 average rating, 243 reviews

In the Trees, Close to Town! EV Charging Level 2

Beautiful home in Rapid City. Located just outside of the city limits (4 minutes from I-90 access) in secluded and very pleasant wooded area. We are very knowledgeable about the Hills and surrounding area and would be happy to share with you any advice about things to do/see in the area! Winter guests must read full description for road conditions. Absolutely no parties.

Top Guest favourite
A well-maintained garden pathway is flanked by vibrant flowers and greenery. The wooden fence is adorned with climbing plants, creating a serene entrance. A grassy area is visible at the end of the path, inviting relaxation in a private outdoor space.
Home in Rapid City
5 out of 5 average rating, 200 reviews

Charming Rushmore House in the heart of Rapid City

You will feel welcomed and comfortable in the Rushmore House's cozy location on a quiet street minutes from Canyon Lake Park, Meadowbrook Golf course, Storybook Island and the bike trail which runs all the way through Rapid City. This newly remodeled home is conveniently located to local grocery stores and restaurants to enjoy during your stay in the Black Hills.

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, 290 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.

Popular amenities for Pennington County holiday rentals