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Guesthouse vacation rentals in Pennington County

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Top-rated guesthouse rentals in Pennington County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Box Elder
Country Guesthouse close to many attractions
COUNTRY GUESTHOUSE: Looking for a quiet get away in a country environment close to the Black Hills, Ellsworth Airforce Base, the Event Center and Regional Airport in Rapid City? We are near several attractions including Mt. Rushmore, Reptile Gardens, Bear Country, Badlands, plus many more. We also have several animals on our property including horses, dogs, cats and wildlife such as antelope. It involves a private entrance with a rustic atmosphere and open concept with all modern amenities.
$95 per night
Guest favorite
Guesthouse in Rapid City
Priceless Black Hills View!
No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray 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!
$76 per night
Guest favorite
Guesthouse in Rapid City
Stoneridge Ranch
Looking for something off the beaten path to enjoy some peace/quiet? We’re just that, tucked away in the beautiful Black Hills only 30min from Rapid City & several favorite attractions: Mt Rushmore, Reptile Gardens, Bear Country, Needles Highway, Rushmore Caves + many more. Our property has opportunity to see lots of wildlife(deer, turkeys) and including our animals: a horse, a pony, 2 goats, 2 dogs & 2 cats. Runners take advantage of the gravel/paved roads for a scenic/peaceful run.
$100 per night

Popular amenities for Pennington County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Rapid City
Black Hills Cabin - Aspen Room
$125 per night
Guesthouse in Rapid City
Black Hills Loft in the Black Hills Pines
$125 per night
Guest favorite
Guesthouse in Custer
Heart of the Black Hills-Fresh Air & Bright Stars!
$130 per night
Guest favorite
Guesthouse in Whitewood
Rustic Working Ranch Bunk House 2
$65 per night

Guest house rentals with a patio

Guest favorite
Guesthouse in Sturgis
Sturgis 1-Bedroom Guesthouse! Beautiful Location!
$129 per night
Guest favorite
Guesthouse in Spearfish
Adorable loft carriage house with hot tub
$90 per night
Guest favorite
Guesthouse in Rapid City
Modern Smart House In The Woods W/ 2 King BDS 2 BA
$300 per night
Guest favorite
Guesthouse in Deadwood
Backyard Cottage - Historic Deadwood
$106 per night
Guest favorite
Guesthouse in Custer
Perfect 2 BR Guesthouse in the heart of Custer!
$250 per night
Guesthouse in Rapid City
The Cougar's Den
$160 per night
Guesthouse in Whitewood
Hideaway Guesthouse - Hot Tub, workplace & Deck!
$189 per night
Guesthouse in Spearfish
Buena Vista Retreat
$185 per night
Guesthouse in Custer
Custer Cozy Guest House
$125 per night
Guesthouse in Lead
Esther's Apartment-Amazing Mtn Views Over Lead!
$105 per night

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Rapid City
Cozy Carriage House
$90 per night
Guest favorite
Guesthouse in Custer
Deer Meadow Cabin
$175 per night
Guest favorite
Guesthouse in Box Elder
Country Guesthouse close to many attractions
$95 per night
Guest favorite
Guesthouse in Rapid City
Priceless Black Hills View!
$76 per night
Superhost
Guesthouse in Rapid City
Urban suite
$80 per night
Superhost
Guesthouse in Rapid City
Guest Suite-Hot Tub-Close to Town
$83 per night
Guest favorite
Guesthouse in Custer
Perfect 2 BR Guesthouse in the heart of Custer!
$250 per night
Guesthouse in Whitewood
Hideaway Guesthouse - Hot Tub, workplace & Deck!
$189 per night
Guesthouse in Custer
Custer Cozy Guest House
$125 per night
Guesthouse in Lead
Esther's Apartment-Amazing Mtn Views Over Lead!
$105 per night
Guest favorite
Guesthouse in Whitewood
Rustic Working Ranch Bunk House 2
$65 per night

Destinations to explore