
Holiday rentals with breakfast in Pennington County
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Top-rated rentals with breakfast in Pennington County
Guests agree: these breakfast rentals 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.
ValueFamilyIndoor spaces
4.99 out of 5 average rating, 123 reviews
Cozy Family Home fast WI-FI, Fenced Yard near I-90
The Nature Nest is located close to down town Rapid city, as well as being very close to outdoor activities and tourist attractions. This property has a very large backyard to play and relax in and enjoy a fire in the evening after a nice BBQ, or wake up with a morning yoga session. Three comfortable bedrooms give space for 5 guests. Baby and toddler approved home, with a desk space for personal use, complete with patio and picnic table in the yard. Great family vacation home. Come see the Nest!
ValueFamilyDecor
4.99 out of 5 average rating, 227 reviews
Deadwood Home Walk to Main St w/ Garage
Steps to Main St. DEADWOOD - PRIVATE LUXURIOUS Historic 4 large BDRMs, 3 BATH with walk-in showers. Located STEPS to Michelson Trail for biking and hiking and Deadwood Casinos & History. Spacious living spaces, a bar/game room, stocked kitchen, AIR COND., outdoor patio area. FREE Wi-Fi. HISTORY, CHARM & ALL of the amenities you are looking for in a B. Hills ADVENTURE. FREE off-street parking in detached GARAGE/CARPORT for 3-4 cars. Complimentary breakfast. Ask for Bachelorette Party specials.
LocationFamilyAmenities
5.0 out of 5 average rating, 64 reviews
Stoneridge Ranch
Stoneridge Ranch’s name came from previous owner & isn’t currently a ranch. It is something off the beaten path for some peace & quiet. We’re tucked away in the beautiful Black Hills only 30min from Rapid City & several local attractions: Mt Rushmore, Reptile Gardens, Bear Country, Needles Highway, Rushmore Caves + many more. Opportunities to see plenty of wildlife(deer/turkeys), our horse, pony, 2 dogs & 2 cats. Walk/runners take advantage of the gravel/paved roads for a lovely stroll.
FamilyLocationOutdoor spaces
4.92 out of 5 average rating, 236 reviews
The Hills Hütte on Terry Peak
The Hills Hütte on Terry Peak is a quaint 2 bedroom 1 bath space with large vaulted ceilings for an airy, spacious feel. This newer build is situated with panoramic views from the front porch while you sip your coffee and meditate. Just minutes to the ski resort and direct access to off road trails, this property is sure to please anyone's adventurous side, no matter the season! With a nod to cozy Alpine huts, the Hütte is the only place for a couples trip or family getaway. Please join us!
ValueFamilyWifi
4.86 out of 5 average rating, 146 reviews
The Cabin at Crow Peak
The Cabin at Crow Peak is hidden within the treeline and the edge of the rocky cliffs of Higgins Gulch. Relax in the private hot tub and outdoor seating. Have your choice of using the grill and either propane or wood buring fire pit on the wraparound deck. Explore the wild life reserve just adjacent to the property for hiking or hunting. There is a micro wedding ceremony location on the opposite side of the property too. Please contact us to see if we can accommodate additional guests.
ValueLocationLayout
4.96 out of 5 average rating, 98 reviews
Mid-Century Modern Living in the Black Hills
Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!
LocationFamilyParks
4.98 out of 5 average rating, 190 reviews
Cozy Bunkhouse on bucking bull ranch
Wake up to a rooster’s call and enjoy fresh eggs just steps from your door at our cozy western bunkhouse in the Black Hills. Attached to a working barn, this unique stay lets you feed Highlander cattle, relax by a fire pit with vintage wagon picnic tables, and access nearby ATV trails. Sleeps four with full kitchen, bath, loft, and pull-out couch, perfect for unplugging and experiencing authentic ranch life. For safety reasons, we are unable to host children under the age of six.
FamilyLocationCleanliness
4.9 out of 5 average rating, 31 reviews
Bunkhouse Multi-Family Cabin with Loft, Sleeps 10
Multi-Family Cabin! 2 Queen Beds in a bedroom, 1 Queen Bed in bedroom, and 3 twin beds in loft areas. Living area with pull out sofa (sleeps 2). Full Kitchen, 2 bathrooms, W/D, Dining Table & gas grill. Walls are pine. Cabin is reminiscent of the old gold rush days that made Rockerville a bustling place in the late 1800's. FREE Wi-Fi, satellite cable TV, Flat screen TV, & air conditioning. For those seeking a traditional breakfast there are several local eateries nearby.
ValueFamilyNearby
4.87 out of 5 average rating, 79 reviews
Turtle House Getaway | Black Hills Basecamp
Discover The Turtle House — a peaceful geodesic dome retreat nestled in the Black Hills, just 1.7 miles from downtown Spearfish. Enjoy easy access to hiking, biking, hunting, and skiing at Terry Peak (22 miles), plus iconic spots like Spearfish Canyon and Mount Rushmore. Guests rave about the quiet vibe, spacious yard, gas fireplace, and frequent wildlife sightings. Located within walking distance of the Termesphere Gallery, it’s a perfect getaway in every season.
LocationFamilyWifi
4.92 out of 5 average rating, 246 reviews
Newly remodeled in the Heart of Deadwood
This newly remodeled, comfortable apartment is right in the heart of Deadwood! This home, built in the early 1900's is on Deadwood's Historical Registery, and is located on famous Main Street just a couple blocks from the action. It is a one bedroom apartment with one bath and a full kitchen. Laundry facilities are available. You'll love coming back to this cozy space with all the comforts of home, after enjoying all Deadwood and the Black Hills has to offer!
ValueFamilyNearby
5.0 out of 5 average rating, 137 reviews
Hill City Haven Downtown Main Street
- Located downtown on Main St. Walk to shops + food - Quiet location on main street with plenty of privacy - Hot tub in fenced backyard - plenty of privacy - Fire pit, Grill, Ice Machine, Surround Sound Speaker system - Family friendly space! (and pups too) - 20 min to Mt. Rushmore, Crazy Horse, Rapid City, or Custer State Park - UTV/ATV and motorcycle friendly with hoses to wash your toys! - EV Charger - Level 2 Chargepoint Homeflex Charger
LocationFamilyParking
4.95 out of 5 average rating, 19 reviewsPopular amenities for rentals with breakfast in Pennington County
House rentals with breakfast

Red Door BNB
LocationFamilyAmenities
4.75 out of 5 average rating, 76 reviews
HOME IN THE PINES
HospitalityOutdoor spaces
5.0 out of 5 average rating, 3 reviews
Sturgis, SD Rental
LocationCleanlinessBiking
4.83 out of 5 average rating, 6 reviews
Sturgis 2026 Rally Rental
LocationBikingNearby
4.67 out of 5 average rating, 3 reviews
1200 sf 2/2 on 30 Piedmont acres with hill views
ComfortAccuracyBreakfast

Sturgis Rally Rental- Beautiful & Spacious

Large room & a beautiful view of the black hills!
LocationValueLong stay
4.95 out of 5 average rating, 592 reviews
Canyon Casa-"Montana" Queen Room
ValueLocationHospitality
4.89 out of 5 average rating, 9 reviewsApartment rentals with breakfast

Stay in the Heart of Deadwood at the Jordan's!
LocationValuePets
4.98 out of 5 average rating, 187 reviews
NEW Johnny Cash on Main Walk to Downtown
LocationFamilyParking
4.89 out of 5 average rating, 45 reviews
Welcome to Case Place! A spacious quiet retreat!
FamilyLocationHot tub
4.99 out of 5 average rating, 123 reviews
Newly remodeled in the Heart of Deadwood
FamilyLocationAmenities
5.0 out of 5 average rating, 137 reviewsBed and breakfast rentals with breakfast

🌸Badlands bunks @ Circle View Ranch3 🌸
FamilyLocationShared spaces
4.94 out of 5 average rating, 272 reviews
*CLEAN* Comfy "Bear Butte" room in Sturgis, SD
FamilyValueHospitality
4.95 out of 5 average rating, 373 reviews
Black Hills Room at Dakota Dream B & B, Custer
LocationValueTV
5.0 out of 5 average rating, 20 reviews
2. Lakeside Rapid City Home With Views & Breakfast
LocationFamilyBreakfast
4.93 out of 5 average rating, 91 reviews
Loft w/ breakfast in Dome-slps 7-no pets-1 room
HospitalityBreakfast

Spearfish BNB Lucky Boy with private bathroom
LocationValueCheck-in
4.97 out of 5 average rating, 95 reviews
Deadwood's 1899 Inn: Maid's Room
FamilyValueSolo travel
4.94 out of 5 average rating, 226 reviews
Badlands, B&B Circle View Ranch
LocationValueLaundry
4.95 out of 5 average rating, 232 reviewsDestinations to explore
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