
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.

Spearfish Canyon Skye lodge
Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Spearfish Canyon Retreat (Valhalla)
A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

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.

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!

Charming 1890's Log cabin 3
Featured in 605 magazine, this log cabin originates back to the late 1800's and is centrally located in the heart of Spearfish and at the northern tip of the Black Hills. Several restaurants are located within walking distance from the home and city bike and hiking trails can be found within a few blocks. Within a 15 mile radius, you will find and abundance of outdoor adventure including; mountain biking, hiking, rock climbing, skiing, snowmobiling, snowshoeing, sightseeing, etc...

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!

Pine Mountain Rest
Come find a restful space in the Heart of the Hills. After a busy day exploring all that the Black Hills have to offer you will find a quiet place to relax, fix your meals and rest for another day of adventure. Relax on the deck and listen to the Hill City 1880 train whistle as it returns from its final run. Located in Hill City we are in the heart of everything you want to do. Mickelson Bike Trail runs through town. Mount Rushmore and Crazy Horse are within 15 miles.

The View at Bear Rock Two (Top Unit)
Relax in our charming guest suite featuring a private rooftop deck with serene views of Rocky Knolls Golf Course. Enjoy a comfortable queen bed, a renovated bathroom with a modern shower, and convenient amenities like a mini-fridge, microwave, cable TV, and Wi-Fi. Located just minutes from local dining, bars, and major attractions including Mount Rushmore, Crazy Horse Memorial, and Custer State Park, our suite offers the perfect base for your Black Hills adventure.

Modern A-Frame Cabin Next to Custer State Park
Enjoy this spacious modern A-Frame Cabin. Located just 5 minutes to Custer State Park. Experience views of the Needles Highway and Black Elk Peak while you drink your morning coffee! You will have access to the entire house all to yourself! Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV and kayak, trail ride rentals near by! Feel refreshed when you stay in this rustic gem.

Off-Grid Cottage at Granny Flats
Welcome! Cappie, Star of Building Outside the Lines on Magnolia Network, built this adorable off-grid cottage as his own, but now you have the opportunity to stay! This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, dozens of chickens, and a large garden. This cottage is handmade, from the bespoke front door to the custom 2-headed shower. We know you'll appreciate the details!

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.

Journeys End cozy Apartment attached to house
Cozy apartment attached to the main house, queen bed, full sized couch bed, large shower, mini kitchen with sink, microwave, refrigerator, coffee pot, toaster. Deck outside--gas grill and patio furniture. Located on 26 acres of pine forest, meadow and mt. Rock shop on property. Lots of space for rest, relaxation, or hiking. Access to children's playground, mountaintop deck and hiking trails.
Popular amenities for Pennington County vacation rentals
Other great vacation rentals in Pennington County

Peaceful, Private, Luxurious Cabin on 15 Acres

The Ranger Cabin - Luxury Off-Grid

Whispering Pines

2/4 Person Forest View Cabin

Dakota Bungalow

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

Cozy Cottage close to Custer State Park-The Haven!

Rushmore Cabin- 3 Bedroom Cabin
Destinations to explore
- Hotel rooms Pennington County
- Rentals with outdoor seating Pennington County
- Rentals with a fireplace Pennington County
- Rentals with lake access Pennington County
- Fitness-friendly rentals Pennington County
- Farmstay rentals Pennington County
- Family-friendly rentals Pennington County
- Rentals with a kayak Pennington County
- Townhouse rentals Pennington County
- Cabin rentals Pennington County
- House rentals Pennington County
- RV rentals Pennington County
- Apartment rentals Pennington County
- Rentals with a firepit Pennington County
- Guesthouse rentals Pennington County
- Rentals with breakfast Pennington County
- Condo rentals Pennington County
- Ski-in/ski-out rentals Pennington County
- Campsite rentals Pennington County
- Rentals with an accessible height toilet Pennington County
- Bed and breakfasts Pennington County
- Rentals with a patio Pennington County
- Rentals with pools Pennington County
- Rentals with a washer and dryer Pennington County
- Cottage rentals Pennington County
- Rentals with a hot tub Pennington County
- Pet-friendly rentals Pennington County
- Loft rentals Pennington County
- Private suite rentals Pennington County
- Chalet rentals Pennington County
- Tiny house rentals Pennington County





