
Holiday rentals in Pennington County
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Top-rated holiday rentals in Pennington County
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Squirrel Hill Cabin - hot tub, gameroom, wi-fi
A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of 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.

Cozy Fourplex Studio in Historic West Boulevard!
Keep it simple at this peaceful and centrally-located cozy studio apartment near historic West Boulevard at the center of Rapid City, close to downtown Rapid, grocery stores and restaurants. You'll enjoy a fully equipped kitchen and bathroom with full stand-up shower. The 43" smart TV makes streaming your favorite shows easy. While the studio is small (225 sq ft,) it is clean and cozy, and if anything is needed to make one's stay more comfortable, we will do what we can to accommodate requests.

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖
Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number COVHRLIC24-0019

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!

Mid-Century Modern Living in the Black Hills
Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

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!

118 Main - Apt. 5
Enjoy everything down town has to offer! Walk to area restaurants, bars, coffee, ice cream, shopping, even a restored movie theatre and Main Street Square. Don't worry about parking, you have your own covered spot feet from the front door. Or if you feel like relaxing after a day exploring, stay in and relax, room to spread out. Fully equiped kitchen and laundry make longer stays much more comfortable. Very close to Monument Arena, SDSMT, and all of down town.

Downtown Cottage with Hot Tub
Welcome to your downtown retreat. 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. Everything you need is within walking distance - restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

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.

Apt 1, Historic District, Downtown
West Boulevard is Rapid City's most historic and architecturally eclectic neighborhood. Clean, quiet, safe, convenient, and comfortable...all the things you're looking for! You’ll be walking distance from downtown, and a short drive to all the Black Hills has to offer. I am born and raised in the Black Hills so I know all the good spots to eat, hike, bike, or whatever you're after here on your vacation.

Historic Modern 1 Bedroom Downtown Luxury Flat
Enjoy a stylish experience at this centrally-located newly renovated apartment! This beautiful large studio apartment is nestled right between West Blvd (Historic Neighborhood) and Mt. Rushmore Rd. Perfectly located in a peacefully quiet neighborhood, minutes from Interstate 90 or Hwy 16 and blocks from the fun of Downtown Rapid City.
Popular amenities for Pennington County holiday rentals
Other great holiday rentals in Pennington County

Modern Smart House | 2BR/2BA | 2 Patios + Fire Pit

Luxe Villa • Expansive Yard • Near Rapid City

Black Hills Hideaway • Private + Hot Tub

Hip historic loft downtown RC

Cozy Cabin on Bucking Bull Ranch

1 Bdrm, 1 King Bed, 1 Bath, Private Basement Apt.

Luxury Gold Mine Cabin - 4 Mi to Deadwood Casinos

Mt. Rushmore Magic Basement apt. in Rapid City
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