
Vacation rentals in Pennington County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pennington County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Welcome to Case Place! A spacious quiet retreat!
Welcome! This relaxing & unique a space sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone, & Sturgis. Box Elder is growing & a has public golf course, Ellsworth Air Force Base/Museum! Guests often take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries ❤️ Inquire w/ options.

Restored Nemo Farmhouse on Centennial Trail W WiFi
Bring your ATV'S! Plenty of parking. On the Centennial Trail system. Fast wifi, smart TV with Dish channels. We are about 20 minutes from Sturgis, half an hour from Deadwood, and 40 minutes from Rapid City. The nighttime sky is very dark for viewing all the constellations; we have solar lights around the house, but it can be dark without a flashlight. Please keep in mind we are in the forest, and there are bugs, flying insects, and small critters. We work very hard to keep them out of the house!

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.

Oversized studio on a 5 acre wooded lot with views
This stylish, 800 sq. ft studio has beautiful views of the Black Hills and is surrounded by national forest. It's a short 10 minute drive to Rapid City on the scenic Rimrock Highway. Amazing hikes and a scenic overlook are a short distance away. There's a private entry to the walk out lower level on a 6 acre lot. Studio has king sized bed, full bathroom, kitchenette w/ lg. fridge, microwave,toaster oven, coffee maker, etc . Outdoor parking or covered parking is available in inclement weather.

Priceless Black Hills View!
Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

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.

Arthur Street Guest Suite
Relax and unwind at the the Arthur Street Guest Suite. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. This guest suite has a private entrance, king size bed, en suite bathroom, mini fridge, microwave, toaster and coffee pot. Everything you need for a comfortable stay. Located within walking distance from the historic Bullwacker’s Saloon and Steakhouse and beautiful Oak Park where you can spot wildlife including deer and turkey and hike an easy trail.

Rose Building - Apt 1
Perfect place for any length of stay! On the boarder of both the Downtown and West Blvd Residential Historic Districts. Steps away from multiple dining and entertainment options. One of the only buildings in the area with owned off-street parking. The 2nd floor of the Rose Building was converted from offices to apartments in 2022. You can walk to The Monument for a concert, the bike path and parks, Main Street Square. The perfect place to relax after a day exploring the Black Hills.

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.

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.

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.
Popular amenities for Pennington County vacation rentals
Other great vacation rentals in Pennington County

Beautiful home with sauna & views

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Chokecherry Cabin-Beautiful Views & Hot Tub

Travelers’ Haven

Allard Tower

Hillside Safari Glamping For 2 w/Private Bath 18+

Cozy Bunkhouse on bucking bull ranch

Executive Stay for Work & Family
Destinations to explore
- Boutique hotels Pennington County
- Rentals with a hot tub Pennington County
- House rentals Pennington County
- RV rentals Pennington County
- Cabin rentals Pennington County
- Farmstay rentals Pennington County
- Rentals with a kayak Pennington County
- Family-friendly rentals Pennington County
- Rentals with an accessible height toilet Pennington County
- Bed and breakfasts Pennington County
- Rentals with a patio Pennington County
- Rentals with lake access Pennington County
- Tiny house rentals Pennington County
- Campsite rentals Pennington County
- Rentals with breakfast Pennington County
- Private suite rentals Pennington County
- Loft rentals Pennington County
- Tent rentals Pennington County
- Condo rentals Pennington County
- Ski-in/ski-out rentals Pennington County
- Chalet rentals Pennington County
- Guesthouse rentals Pennington County
- Apartment rentals Pennington County
- Pet-friendly rentals Pennington County
- Townhouse rentals Pennington County
- Cottage rentals Pennington County
- Rentals with pools Pennington County
- Hotel rooms Pennington County





