House holiday rentals in Pennington County

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Top-rated house rentals in Pennington County

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

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Guest favourite
A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.
Home in Lead
4.87 out of 5 average rating, 262 reviews

Reato House--Cozy comfort away from home, HOT TUB!

This house is a comfy, cozy, 2 bedroom, 1 bath house built in the early 1900's and recently updated. It is in the heart of the Black Hills, minutes from Deadwood. It is close to skiing and snowmobiling in the winter; hiking, sightseeing and fishing in the summer. The deck overlooking Lead offers a space in the sun or a covered portion for shade. Four person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. Trailer parking available.

Top guest favourite
A cozy living area features a black leather sofa and a wooden coffee table atop a decorative rug. Natural light fills the space from a window, while an adjacent kitchen and bathroom are visible through open doorways. A ceiling fan adds to the comfort.
Home in Spearfish
4.99 out of 5 average rating, 223 reviews

The Charming White Cottage

Enjoy your stay in Spearfish at our cozy, 1 bedroom cottage. It is perfect for a couples get away or for someone looking to explore the beautiful Black Hills. Downtown Spearfish and Spearfish Creek are within walking distance to enjoy the bike path and great eateries. The bedroom features a comfortable king size bed, complete with a memory foam mattress, and walks out to the front porch. Our favorite thing about our cottage is relaxing on the porch swing with a cup of coffee or a glass of wine.

Top guest favourite
A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.
Home in Spearfish
4.98 out of 5 average rating, 278 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Top guest favourite
The exterior of the house features a well-maintained yard with green grass and a concrete patio. A picnic table is placed on the patio, with a large umbrella overhead. The back entrance of the house is highlighted by a set of steps leading up to the door.
Home in Rapid City
4.93 out of 5 average rating, 217 reviews

The Clark Street House | Downtown Historic Gem

Enjoy this charming 1939 Farm house right in the heart of Rapid City. Walking distance to downtown restaurants, hikes, and coffee shops. Located in the center of the historic West Blvd district it’s perfect for exploring town and a short drive to the beautiful Black Hills. This small historic house comes with two queen bedrooms, kitchen, dining and living rooms and a private yard with patio and ample off-street parking. We would love to host you! Please message if you have any questions.

Guest favourite
The exterior of the bungalow features a wide front porch with a white railing, flanked by two large windows. The entrance is accessible via a set of traditional concrete steps. The surrounding lawn is green, with a paved walkway leading to the street.
Home in Rapid City
4.84 out of 5 average rating, 214 reviews

Cheerful 2-bedroom Urban Bungalow

Welcome to the Cheerful Urban Bungalow—your ideal home base in Rapid City! Just 35 minutes to Mount Rushmore, under an hour to Crazy Horse and the Badlands, and a mile from the South Dakota School of Mines. Enjoy concerts, sports, and events at The Monument, only 7 minutes away. Walk to downtown cafés, restaurants, Main Street Square, and Walk of Presidents, featuring 44 bronze statues. Whether you're exploring, visiting, or unwinding, this charming spot puts you close to everything.

Guest favourite
Home in Rapid City
4.93 out of 5 average rating, 122 reviews

Walk to Parks- Pet Friendly-Top Neighborhood

Enjoy a stylish experience at this centrally-located place. Within walking distance to the nicest parks in Rapid City and if you bring your furry friends along the beautiful dog park is close by. Located minutes from downtown Rapid City, 30 minutes from Sturgis, and 45 minutes to Mount Rushmore! It features 2 bedrooms, a stunning freshly remodeled kitchen, living room with a sleeper sofa, and a grill that has a direct gas line to never worry about running out of propane! Book Now!

Guest favourite
A modern kitchen features sleek cabinetry, a granite countertop, and stainless steel appliances. An island with a sink and seating area is seen, while open shelving displays decorative items. Soft lighting enhances the spacious layout, providing an inviting space for cooking and gathering.
Home in Spearfish
4.94 out of 5 average rating, 126 reviews

The Lower Hillsview Loft

Retreat to this two story modern apartment home right in the heart of Spearfish. Walking distance from Black Hills State University, these high-end spaces are perfect for those wishing to visit a family students or to simply just explore the area! Beautifully decorated with high-end, local photography, curated modern furniture, and a stunning outlook from the balcony, this Black Hills getaway is a must for visitors through all seasons. *Stairs must be used to access bedrooms.

Superhost
A welcoming living area is presented with a comfortable grey couch and a unique wooden coffee table. Large windows allow natural light to fill the space, while a small desk and chairs are arranged nearby. Decorative wall art adds a touch of character.
Home in Rapid City
4.78 out of 5 average rating, 193 reviews

COZY & COMFORTABLE*ONE BEDROOM*BRAND NEW

Soak up the modern charm of this completely remodeled home. Take an early morning stroll to enjoy Canyon Lake Park, many walking/running/biking paths. Wander back to the retreat for your morning coffee in its comfy modern style space. Enjoy an evening on the deck sipping your favorite beverage. The location is perfect for vacation in the Black Hills with easy access to tourist attractions, while being in town close to grocery stores and restaurants, just a few blocks away.

Top guest favourite
A vibrant arcade area features two vintage arcade games and a foosball table, surrounded by colorful, glowing carpet patterns. The walls are adorned with neon artwork, while LED lights accentuate the space, creating an engaging environment for family entertainment.
Home in Rapid City
4.91 out of 5 average rating, 101 reviews

Classic Monroe, 2 blocks from The Monument Civic

Welcome to our Classic Monroe home. This property features 3 bedrooms and 1 bath. Family fun is just around the corner with an arcade in the basement. Sleeping accommodations include a two queen sized beds, and four twin size beds. Additional features of the home include a full kitchen, a full sized refrigerator, stove, microwave, K-cup maker, & air fryer. This home is located one block off a main street to Downtown and two blocks from The Monument Event Center.

Guest favourite
A small wooden cabin with a blue roof is surrounded by greenery. Flower boxes are placed under the window, complemented by rustic decor elements such as an old wagon wheel and metal barrel. The peaceful country setting is highlighted by the dense trees in the background.
Home in Keystone
4.85 out of 5 average rating, 163 reviews

Hill top Cabin. #4

Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another cozy cabin #5 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

Top guest favourite
The exterior of the guesthouse is showcased, featuring a light-colored façade and a welcoming front porch. A covered carport and landscaped lawn enhance the entrance, while trees provide natural shade alongside the walkway. The driveway is spacious, allowing for convenient access.
Home in Rapid City
4.97 out of 5 average rating, 117 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Top guest favourite
The exterior of the house is showcased, featuring a front yard with manicured grass and landscaping. A gravel pathway leads to the entrance, framed by trees and bushes. A garage is visible in the background, providing additional parking space.
Home in Rapid City
4.92 out of 5 average rating, 377 reviews

Rapid City Black Hills Westside Home 2

This house is in a great location in Rapid City, minutes from downtown and a great starting point for exploring the Black Hills. We welcome dogs in our home. No cats! Additional $150 fee will be added if cat is “snuck” into the home!. The yard is fully fenced and there is plenty of off street parking as well as use of a garage. ( Caution! Low Clearance). I am happy to help with trail maps and directions are you kick off your adventures in the Black Hills.

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