House vacation rentals in Pennington County

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Top-rated house rentals in Pennington County

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Guest favourite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.92 out of 5 average rating, 345 reviews

Jägerhaus - Mountain Lodge on Private Estate

Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces

Top guest favourite
A scenic view showcases the cabin nestled amongst tall pine trees, surrounded by expansive green meadows. A winding gravel driveway leads to the property, with a seasonal pond visible in the foreground, reflecting the clear blue sky.
Home in Hill City
4.99 out of 5 average rating, 275 reviews

Cabin on 20 acres w/ horses, goats, & mini donkey

Enjoy country living close to town! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, mini donkey, mini goats and chickens. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

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.

Superhost
Home in Rapid City
4.87 out of 5 average rating, 237 reviews

Centrally Located, Fire Pit, Hot Tub, Fenced Yard

Experience a cozy, modern, and clean home in the heart of Rapid City, just 2 minutes from I-90 and 30 minutes from Sturgis and Mt. Rushmore National Park. This home features two bedrooms on the main floor, an open-concept kitchen and living area, and a remodeled attic loft for additional guests. Enjoy the large fenced-in backyard with a fire pit, perfect for relaxing evenings, and unwind in the brand-new hot tub for the ultimate relaxation. A perfect blend of comfort and convenience awaits!

Top guest favourite
A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.
Home in Rapid City
4.99 out of 5 average rating, 170 reviews

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

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.

Top guest favourite
The exterior of a charming two-story cottage is visible, featuring white siding and black trim. A well-maintained green lawn surrounds the home, with trees providing shade. The inviting front entrance is framed by a simple walkway leading from the driveway.
Home in Rapid City
4.97 out of 5 average rating, 125 reviews

Historical Downtown Cottage with Hot Tub

Welcome to your downtown cottage retreat in this renovated 1914 home. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Located less than a mile from restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, and the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

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, 132 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.

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.

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
4.96 out of 5 average rating, 129 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!

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.

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