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.

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Guest favorite

Guesthouse in Box Elder

5 out of 5 average rating, 200 reviews

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.

Guest favorite

Guesthouse in Rapid City

4.92 out of 5 average rating, 637 reviews

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!

Guest favorite

Guesthouse in Rapid City

4.91 out of 5 average rating, 194 reviews

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 favorite

Guesthouse in Rapid City

4.92 out of 5 average rating, 52 reviews

Modern Smart House In The Woods W/ 2 King BDS 2 BA

Two large patios with two fire pits and one small conversation patio. Garage space. Modern high end appliances in the kitchen. Spacious master suite with sofa bed, separate work space and a luxury smart home shower and walk in closet. This is a quite home nestled in the woods but minutes from downtown and all the major attractions. NOTE: there is a separate apt above the garage that is rented. The space has its own entrance and does not share any living spaces or walls with this house.

Guest favorite

Guesthouse in Whitewood

4.98 out of 5 average rating, 124 reviews

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.

Guest favorite

Guesthouse in Custer

4.99 out of 5 average rating, 107 reviews

Our Guesthouse

Our guesthouse is a one bedroom, one bath get away with room to breathe! Sleeps 8, with a newly added loft including 2 full sized beds, a pull out bed in the sectional of the spacious living room and a king sized bed in the bright and sunny private master bedroom. Internet is unreliable, encouraging you to put down your phone and simply relax. TV with DVD player available-no cable. AC and forced air heat. Grill and fire pit available! We look forward to your visit!

Guest favorite

Guesthouse in Lead

5 out of 5 average rating, 18 reviews

Aspen View Guest House

Aspen View Guest House This peaceful, relaxing space has a view of the forest boasting various pines as well as aspen, birch and other hardwood trees. Located on 28 acres about 6 miles south of the historic towns of Lead and Deadwood, this guest house is off of well-maintained gravel roads. Hiking is encouraged on the property where wildlife abound. Aspen View Guest House is also near the Kirk Trailhead of the Mickelson Trail for off-road non-motorized recreation.

Guest favorite

Guesthouse in Deadwood

4.98 out of 5 average rating, 85 reviews

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.

Superhost

Guesthouse in Rapid City

4.79 out of 5 average rating, 215 reviews

Urban suite

Down town east side of Rapid City within walking distance of Presidential statues, food, drink, entertainment as well as County buildings and the S.D. School of Mines & Technology. This is a two-bedroom guest suite decorated to fit the area. The space is located at the top of the stairs off of the private driveway. NO trailer parking at all. Pets are allowed but be mindful pick up after your pet and please keep them off the furniture and beds.

Guest favorite

Guesthouse in Spearfish

4.91 out of 5 average rating, 132 reviews

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.

Guest favorite

Guesthouse in Sturgis

4.98 out of 5 average rating, 48 reviews

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. Experience the charm of small-town living and book your stay in our inviting Airbnb today!

Guest favorite

Guesthouse in Rapid City

4.9 out of 5 average rating, 191 reviews

Gayle's Cottage

This cozy place is nestled in the black hills with wonderful views! You will love our place because this is a wonderful and quaint guest house located at the foot of the black hills. Enjoy the deer and turkeys footsteps from your front door that visit the property daily. My place is great for couples, solo adventurers, business travelers, and families with kids.