
Holiday rentals with breakfast in Pennington County
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Top-rated rentals with breakfast in Pennington County
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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.

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!

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.

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!

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.

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!

Deadwood's 1899 Inn: Cottage Suite East
This newly-renovated private cottage at Deadwood's 1899 Inn has two queen bedrooms with comfy memory foam mattresses, a bathroom with a jetted bathtub, a full kitchen, dining area, and a living room with internet-connected TV. There's a covered front porch with views of the pine-covered hills that surround Deadwood. Bedrooms have A/C. A short 15 minute walk to downtown. A $250 cleaning fee will be added for bachelor and bachelorette parties, and other events hosted in the cottages.

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.

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.

Coon Hollow Cabin -Sleeps 7
1 Queen bed and pull-out twin bed in main room. Separate bedroom has 2 sets of bunkbeds, private bath. Cabin is equipped with FREE Wi-Fi, satellite cable TV, 2 flat screen TVs & air conditioning; Private gas grill on deck. Complimentary continental breakfast includes: Dry cereals, Oatmeal, Fresh Fruits, Breads, English Muffins, Brownie Bites and an assortment of beverages. For those seeking a traditional breakfast there are several local eateries nearby.

Stay in the Heart of Deadwood at the Jordan's!
This home, is on Deadwoods Historic Registery and located on Historic Main Street, just a couple blocks from the action! Features include a full kitchen, full bath, queen sized bed, laundry facilities, and a nice front deck. There is high speed wifi and a 40" Roku capable TV. Parking is in a private lot. We think you will love coming back to this cozy home and quiet neighborhood after enjoying all Deadwood and the Black Hills have to offer!

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
Popular amenities for rentals with breakfast in Pennington County
House rentals with breakfast

HOME IN THE PINES

Loft-slps 7-no pets-1 room-Beautiful & peaceful.

Sturgis, SD Rental

Dwntwn Custer Farmhouse on Main St. with Hot Tub

Red Door BNB

Rock N' Rally Retreat MSTR Suite

Canyon Casa-"Wyoming" Queen Room

Large room & a beautiful view of the black hills!
Apartment rentals with breakfast

Stay in the Heart of Deadwood at the Jordan's!

Welcome to Case Place! A spacious quiet retreat!

NEW Johnny Cash on Main Walk to Downtown

Newly remodeled in the Heart of Deadwood

The Yellow House-Historic Downtown Apartment
Bed and breakfast rentals with breakfast

🌸Badlands bunks @ Circle View Ranch3 🌸

Deadwood's 1899 Inn: Music Room

Spearfish BNB Lucky Boy with private bathroom

Circle View Guest Ranch, B&B

Loft w/ breakfast in Dome-slps 7-no pets-1 room

2. Lakeside Rapid City Home With Views & Breakfast

Deadwood's 1899 Inn: Maid's Room

Bears Den Room at Dakota Dream B & B, Custer
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