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

Modern Smart House | 2BR/2BA | 2 Patios + Fire Pit
Luxurious 2BR/2BA smart home minutes from downtown & top Black Hills attractions like Mount Rushmore, Custer State Park, & Deadwood. Enjoy smart appliances, digital rain shower, voice-controlled lighting, and 2 private patios w/ fire pits and a grill. Surrounded by peaceful nature and frequent wildlife. Includes 2-car garage, fast Wi-Fi, & upscale finishes—your refined retreat in the Black Hills. Note: The property is split into two units, with this unit being larger on both main & upper level.

Custer Cozy Guest House
Cozy new guest house centrally located in the southern Black Hills on five acres. Enjoy beautiful sunsets from the shared fire pit just steps from the guest house. Located 5 miles from the town of Custer. Enjoy your days visiting nearby Custer State Park, Crazy Horse Memorial, Mt. Rushmore, Wind Cave Nat'l Park, Jewell Cave. Walk, bike or run on the 109 mi Mickelson trail. We are also 2 hours from Badlands Nat'l Park. This area is rich in beauty and history so be sure to get out and explore!

Cottage 10-Modern Farmhouse
Cottage 10 Come and stay in this Modern, Elegant Farmhouse! This beautiful cottage has all the amenities for a great stay. Amenities: -Fully Equipped Kitchen -Tile Shower with Unlimited Hot Water! -Coffee and Essentials -Hot tub (shared with other guests) Location: Downtown Spearfish. Three blocks from BHSU or Main street! 1 hr to Mt Rushmore & Rapid City Airport. *WE ALLOW UP TO TWO DOGS ONLY. PET FEE APPLICABLE. NO CATS. PLEASE MESSAGE ME FOR DETAILS.* *No smoking allowed on property*

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.

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!

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) + our own animals: horse, pony, 2 mini cows, 4 goats, 2 dogs & 2 cats. Walk/runners take advantage of the gravel/paved roads for a leisurely stroll.

Guest Suite-Hot Tub-Close to Town
Welcome to our charming guest suite with private access and parking, perfect for a relaxing getaway. This unique space offers a hot tub with complete privacy (enclosed by a 6-foot fence), an LED makeup mirror with a defogger, a full-size washer and dryer, and a private patio. Enjoy thoughtful touches and unique details throughout the space. Located near all West Rapid coffee shops and restaurants, it’s also a short drive to major tourist destinations. Book now and enjoy a unique retreat!

Hidden Gem in Historic Home
Newly renovated Airbnb duplex, nestled in a quaint small town setting. This charming 400 square foot space is ideal for two people, yet comfortably accommodates up to four with a queen pull-out couch in the living room. Enjoy the convenience of a kitchenette for preparing meals and snacks during your stay. This home is a duplex. The otherside of the duplex is rented out by a young family. Experience the charm of small-town living and book your stay in our inviting Airbnb today!

Country Lodge ~Where the Prairie Meets the Pines
Our space started as my husbands "man cave." A place to display his hunting accomplishments and do all things manly. Yet, as the project progressed it turned into a lovely rustic lodge that we'd like to share with you. Just 5 miles North of Sturgis we provide a space that is minutes away from Bear Butte State park, the beautiful Black Hills and sits on a quiet valley acreage. It would be ideal for anyone visiting the area who enjoys fresh country air and a bit of rustic charm.

Buena Vista Retreat
Beautiful view, located in quiet country setting, only 5 minutes from downtown Spearfish. Guest house has 1 bedroom with 1 king size bed and living room has sofa sleeper that makes into full-size bed. There is a full kitchen and bathroom. Located close to Tinton Trail and Crow Peak for great hiking and mountain bike riding. Short drive to Deadwood or Sturgis and nice deck with Firepit to relax later. Great place to stay while enjoying what the Black Hills has to offer.

The Mercantile at Mad Peak Lodging, sleeps four
Welcome to the Mercantile at Mad Peak, where mountain old west charm meets modern luxury. This exquisite rental promises an unforgettable getaway in the heart of the breathtaking Black Hills. Nestled among the peaks and valleys of this pristine mountain range, our retreat offers a perfect blend of tranquility, adventure, and relaxation. Whether you're seeking outdoor thrills, cozy nights by the fire, or simply a serene escape, this is your ideal destination.

Adorable loft carriage house with hot tub
This is the original carriage house from 1892 that has been converted into living quarters with a small fenced in outdoor space. The cozy cottage is made up of two levels. On the floor level, is a small kitchen, bathroom, and sitting area with gas fire place (love seat pulls out to a single bed). On the second level, via a narrow steep hayloft staircase, is a king bed, tv, and private balcony. This quaint space is the perfect get away.
Popular amenities for Pennington County guesthouse rentals
Family-friendly guest house rentals

Boulder Canyon Bungalow - A cozy and quiet studio

The Mercantile at Mad Peak Lodging, sleeps four

Guest Suite-Hot Tub-Close to Town

Country Guesthouse close to many attractions

Hidden Gem in Historic Home

Adorable loft carriage house with hot tub

Priceless Black Hills View!

Perfect 2 BR Guesthouse in the heart of Custer!
Guest house rentals with a patio

Cozy Hillside Cabin #2

Rim Rock Tatanka Suite

Cozy Hillside Cabin #3

A-Frame Cabin, 6 guests, 2 bdrm. Gorgeous Property

Cozy Hillside Cabin #6

Sturgis 1-Bedroom Guesthouse! Beautiful Location!

Cozy Hillside Cabin #7

Cozy Hillside Cabin #4
Guest house rentals with a washer and dryer

Moon Mountain Loft

Cozy Carriage House

Rim Rock Margaret Bridge Suite

Hideaway Guesthouse - Great Rally Rental!

Esther's Apartment-Amazing Mtn Views Over Lead!

Rim Rock Marcus Edgerton Suite

Custer's Rendezvous

Horse Lodge
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