Family-friendly holiday rentals in Pennington County

Guest suite in Rapid City

A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.

4.98 out of 5 average rating, 487 reviews

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

5 out of 5 average rating, 229 reviews

A rustic open-concept space features a spacious living area with a comfortable sofa, a wooden coffee table, and a decorative area rug. The kitchen area includes modern appliances. A handmade log bed is visible in the background, accentuated by warm wood accents and natural lighting.

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.

4.91 out of 5 average rating, 696 reviews

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

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!

4.98 out of 5 average rating, 677 reviews

The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.

Loft in Lead

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.

5 out of 5 average rating, 146 reviews

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

A cozy living area is presented with light-colored furnishings, including a comfortable sofa adorned with decorative pillows. A rustic wooden table occupies the center of the space, accompanied by a small glass side table. Wood flooring complements the area, with a patterned rug adding texture.

4.84 out of 5 average rating, 200 reviews

Western-Style apartment with off-street parking

Your family will be close to everything when you stay at this centrally-located basement apartment. The Central States Fairground, The Monument Civic Center, downtown Rapid City, and Rushmore Crossing are all within a 10 minute drive. We do have full-time tenants on the property with dogs. Some noise should be expected. The pets have their own dedicated space and contact with the pets should be minimal, if at all. We have one security camera located outside the entrance to the apartment.

A modern kitchen sink is positioned within a granite countertop, featuring a sleek black faucet. Above, vibrant orange towels with the word 'gather' hang from a decorative holder. A soap dispenser is placed nearby, complementing the overall design.

4.93 out of 5 average rating, 190 reviews

Beautiful 2 Bedroom West Blvd!

Beautiful 2 bedroom in a historic West Boulevard four-plex. Enjoy your morning cup of coffee during your Black Hills stay in this recently updated, fully equipped kitchen with new hickory cabinets and River Birch Countertop. Apartment comes with 2 bedrooms: a queen and full size bed. Enjoy streaming on the Samsung Smart TV with included wifi. You will be centrally located to the best spots in the Hills and just minutes from downtown Rapid. Let your Black Hills Vacation begin!

A cozy living area features a gray sofa adorned with decorative cushions. A large rug covers the wooden floor, and a fireplace provides a focal point. Art pieces are displayed on the walls, complemented by natural light filtering through sheer curtains.

4.99 out of 5 average rating, 161 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!

A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.

4.91 out of 5 average rating, 237 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

The historic home is framed by lush greenery, featuring a welcoming front porch with two yellow chairs. Stone steps lead up to the entrance, surrounded by well-maintained landscaping, with colorful flowers and mature trees adding to the charm.

4.98 out of 5 average rating, 149 reviews

Charming 1 bedroom apartment in 1880s home

Charming 1 bedroom apartment on the 2nd floor of a beautiful, restored 1880s historic home. Lots of historic charm left in place to enjoy. Nine foot ceilings, 5 & 6 foot high windows, original doors and trim and more. 1 mile or less to downtown Rapid City, restaurants, shopping, The Monument Civic Center, 11 mile paved bike path on the Rapid Creek, Hanson-Larson park with 20 miles of hiking / mountain biking trails, playgrounds, parks and so more. Convenient off-street parking.

An outdoor deck area features a wooden floor and a railing surrounded by greenery. A round table with four metal chairs is positioned under an umbrella, offering a shaded space for dining. Lush foliage and blooming flowers add a natural ambiance.

4.9 out of 5 average rating, 186 reviews

⁑Close to Downtown⁑Patio Seating⁑Clean&Quiet⁑

Stay in our tucked away private home close to downtown Rapid City. ✔765 sq ft w/free parking & private entrance ✔Self check-in via provided door code ✔32 minute drive to Mt. Rushmore ✔10 minute walk to downtown ✔Attached deck w/outdoor dining area ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry ✔Professionally cleaned & sanitized ✔1 hour drive to Badlands National Park ✔37 minute drive to Custer State Park We know you'll love your stay in Rapid City. Book today!

An open living space is shown with wood flooring and a decorative ceiling. A circular wall clock and a lamp illuminate the area. Seating includes an armchair and a couch. Double doors provide access to the outdoor space, with a light area rug enhancing the room.