
Holiday rentals in Pennington County
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Top-rated holiday rentals in Pennington County
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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.

Bear Butte Luxury Retreat~ Hot Tub~ 10 Mins to DT
This 3-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation in Sturgis, South Dakota! • Private New Construction Home w/ Amazing Views of Bear Butte Mtn! • 2 Miles Away from Buffalo Chip Campground, 7 miles to Bear Butte State Park • 3 bed/2 bath-Sleeps 12 • Pool Table, Ping Pong & Skeeball • Indoor Fireplace • Hot Tub • RV/ATV/UTV Parking Spaces w/ Electric Hookup • Corn Hole and Giant Connect 4 • Card and Board Games! • Family Friendly- Pack n Play & High Cha

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.

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.

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.

Peaceful Canyon Retreat | Luxe Apt + Wildlife
Enjoy the perfect summer escape—warm days, open skies, and peaceful canyon views. Just 11 miles from the historic Game Lodge and the start of the famous Wildlife Loop. Nestled beside the stunning Box Canyon, our newly built 1-bedroom, 1-bathroom apartment offers a quiet retreat in one of the most breathtaking corners of the Black Hills. Spend your days exploring scenic drives, iconic landmarks, and endless trails, then return to unwind, and take in the natural beauty that surrounds you.

Cozy Bunkhouse on bucking bull ranch
Wake up to a rooster’s call and enjoy fresh eggs just steps from your door at our cozy western bunkhouse in the Black Hills. Attached to a working barn, this unique stay lets you feed Highlander cattle, relax by a fire pit with vintage wagon picnic tables, and access nearby ATV trails. Sleeps four with full kitchen, bath, loft, and pull-out couch, perfect for unplugging and experiencing authentic ranch life. For safety reasons, we are unable to host children under the age of six.

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!

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna
"We loved our stay here so much that we contemplated not even leaving because the lodge was so comfortable. It was snowy and the wood burning fireplace and latte machine was like a little piece of heaven!!" ~Kelle Welcome to "Six Pines Lodge" An exquisite retreat nestled in the breathtaking beauty of Lead, South Dakota. This 2-bedroom mountain sanctuary offers a stunning blend of luxury and tranquility, making it a premier choice for travelers seeking a memorable escape.

Deadwood Two Bit Cabin on the Creek
Escape to our peaceful 2-bedroom Black Hills cabin on 4 private acres just minutes from historic Deadwood. A gentle creek runs through the property where guests often see deer, wild turkeys, and other wildlife. Enjoy quiet forest surroundings while being only 4 miles from Deadwood, 10 miles from Sturgis, and 13 miles from Terry Peak. Perfect for couples, families, and anyone looking for a relaxing Black Hills getaway close to hiking, skiing, and adventure.

Luxury Ranch Stay
Be our guest on 40 private and fully gated acres. From all windows of the house you can watch 2 horses and cattle grazing through the meadow. The evening sunsets are magical with deer & turkeys wandering through. Relax under the stars at our fire pit (all supplies provided). Let your kids run wild with water guns & a water fall pond to refill at! Located right off HWY 16 makes you only 10 minutes to downtown Rapid City and 20 minutes to Mt. Rushmore!

118 Main - Apt. 4
A quite place in the heart of Rapid City! Your own designated covered parking spot right outside the door, walking distance to everything you need. Washer and dryer in the apartment, fully equipped kitchen, your own WiFi network and smart TV. A great place for a night, or all the comforts of home if you want to stay a month or two! Furniture is all new and the sleeper sofa has a foam mattress (it's actually comfortable.)
Popular amenities for Pennington County holiday rentals
Other great holiday rentals in Pennington County

Spacious 4BR/3BA | Near Ellsworth AFB + Rapid City

Travelers’ Haven

Allard Tower

Hygge House on the Creek

Hillside Safari Glamping For 2 w/Private Bath 18+

Rustic Mountain Modern Aframe

The Cabin at Crow Peak

Coffee Bar & Movie Room, 2 King Suites, Firepit
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