
Family-friendly holiday rentals in Keystone
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Keystone
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

The Jasper House: A cheerful downtown bungalow
Named after a local gemstone, The Jasper House is a stylish, centrally-located 1940s bungalow that was newly remodeled in 2022. This cheerful 2-bedroom house sleeps 4 and offers a full kitchen, full bath, fenced back yard with fire pit & grill, and more! -Five minute walk to downtown shopping, award winning restaurants & the Mickelson Trail -Ten minute drive to Custer State Park; twenty minute drives to both Jewel Cave National Monument & Wind Cave National Park -One block from the city pool

Cabin on 20 acres w/ horses, goats, & mini donkey
Enjoy country living close to town! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, mini donkey, mini goats and chickens. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

Priceless Black Hills View!
Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal 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!

Wild, Wild West Experience
On 10 private acres in the heart of the Black Hills, this airbnb offers the best of both worlds—just 8 minutes to Mount Rushmore and 15 minutes to Rapid City. Surrounded by thr National Forest, it’s the perfect home base for exploring the area's sights and scenic drives. After a day of adventure, unwind where you can soak in the views, spot deer wandering through the trees, and enjoy the quiet sounds of nature. It’s the perfect spot to relax, recharge, and plan your next day in the hills.

Castle in the Sky
Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Hill top Cabin. #4
Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another cozy cabin #5 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

Downtown Cottage with Hot Tub
Welcome to your downtown retreat. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Everything you need is within walking distance - restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Fire Lookout Tower Next to Custer State Park
Enjoy this newly built 2023, modern Fire Lookout Tower. Suspended in the air over welded metal flared beams. Located just 5 minutes to Custer State Park. Experience some of the most unique views of rock formations while you drink your morning coffee. Open floor plan with 1.5 bathrooms all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a 2 minute drive to downtown Custer. Feel refreshed when you stay in style at this cozy rustic gem.

Elkview Lodge
Glamp in comfort! King bed, coffee bar, and couch. Relax on your private outdoor space with twinkle lights, gas & wood fire pits (wood for sale). Clean shared restrooms a short stroll—no bathroom in unit. Portable AC in summer & heater in winter (super hot days it may feel toasty). Dog-friendly for sweet pups. No WiFi—this is an unplugged, stargazing getaway! Easy self check-in with directions sent before arrival.

Tenderfoot Creek Retreat
Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

Hideaway on Bridge Lane
2 bedroom 1 bath home with mountain lodge decor. Home overlooks picturesque creek that allows for wading and trout fishing. Home is 8 miles outside of Rapid City. We have Century Link for the internet it sometimes does not work . If you need to have internet 100% of the time this will not work for you. Because of the hills internet is only available thru Century Link and it is not always dependable.
Popular amenities for Keystone family-friendly rentals
Family-friendly home rentals with a hot tub

Monumental Stay-HOT TUB/lower unit/SUPER CLEAN

Modern 5-bed cabin with Hot Tub, King size beds

lNDOOR POOL! The FUN house

Aces & Eights, 1 mile to Deadwood, Hot tub

Reato House--Cozy comfort away from home, HOT TUB!

Guest Suite with Beautiful Views and Hot Tub

Amazing Creek-side Cabin

★ Secluded Stay in a Wonderful Creekside Getaway ★
Family- and pet-friendly home rentals

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Luxe apt., sleeps 4 with wildlife & canyon views!

A Quaint Escape with Luxury Jacuzzi Hot Tub

Grandma's House in the Heart of the Black Hills

Downtown Loft

Black Hills Rambler-Tiny House

Rapid City Black Hills Westside Home 2

Pet friendly 2 bedroom log cabin with hot tub.
Family-friendly home rentals with a pool

Moonlight Pines-Happy Little Cabin

Tatanka Retreat in Powderhouse Pass

Red Rock Private Guest Suite

Mineral Mountain Lodge in Gilded Mountain

Pool, deck, fire pit, and trampoline!!!

Timber Trails: Pet-Friendly Haven for Adventurers

Red Roof Cottage in Custer walkable to downtown!

Rustic Cabin
Quick stats about holiday rentals that are family-friendly in Keystone

Total holiday rentals
Explore 30 holiday rentals in Keystone

Nightly prices starting at
Keystone holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 1,530 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Keystone holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Keystone rentals

4.9 Average rating
Keystone stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Pennington County
- Family-friendly rentals South Dakota
- Family-friendly rentals United States
- Black Hills National Forest
- Mount Rushmore National Memorial
- Wind Cave National Park
- Custer State Park
- Crazy Horse Memorial
- Reptile Gardens
- Storybook Island
- Rushmore Tramway Adventures
- Prairie Berry Winery
- Sylvan Lake
- Mammoth Site
- Jewel Cave National Monument
- D.C Booth Historic National Fish Hatchery & Archives




