
Family-friendly holiday rentals in West Pennington
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Top-rated family-friendly rentals in West Pennington
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Restored Nemo Farmhouse on Centennial Trail W WiFi
Bring your ATV'S! Plenty of parking. On the Centennial Trail system. Fast wifi, smart TV with Dish channels. We are about 20 minutes from Sturgis, half an hour from Deadwood, and 40 minutes from Rapid City. The nighttime sky is very dark for viewing all the constellations; we have solar lights around the house, but it can be dark without a flashlight. Please keep in mind we are in the forest, and there are bugs, flying insects, and small critters. We work very hard to keep them out of the house!

Grandma's House in the Heart of the Black Hills
Grandma's House is in the heart of the Black Hills, located 1 mile from Hill City, it is minutes away from Mt. Rushmore, Crazy Horse, Custer State Park and more. It sits alone on the edge of a meadow with hills directly behind it and a small, bubbly creek in front of the house. It has plenty of room for kids to run and play outside, and a cozy, quaint inside for families to enjoy each other's company. Grandma’s House is available for extended stays November thru April. Contact host for details

The Notch Cabin - Hinterwood Inn & Cabins
The Notch Cabin is part of Hinterwood Inn & Cabins, situated 60 ft. from National Forest. Enjoy hiking and wildlife sightings from your front door! The cabin has 2 bedrooms, each with a queen bed, a queen murphy bed in the living room, a bathroom with a shower (no tub), and an apartment size kitchen w/ essentials. Custom built by the owners, enjoy the beautiful wooden accent wall, pine slab table, and vaulted ceilings. Includes a private deck with a gas grill, private fire pit area, and more!

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!

Nature Stay with Views Like No Where Else
This home is truly one-of-a-kind and straight out of a magazine! Beautifully modern and furnished to an exceptional standard. Open the windows and let the soothing sounds of the nearby creek transport you to your own private paradise. Located close to Mount Rushmore, Crazy Horse Memorial, Custer State Park, and many other top attractions, you’re also just under 5 minutes from Hill City. We truly believe this is the ultimate spot to fully experience the breathtaking beauty of the Black Hills.

Mirror Cabin in the Black Hills
You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

lNDOOR POOL! The FUN house
Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

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!

Creek-side Cabin | Hot Tub + Trout Fishing
Wake up to the sound of a babbling creek, sip your morning coffee on the deck while bighorn sheep graze on the hillside, and spend your evenings soaking in the hot tub under a sky full of stars. This beautifully furnished 3-bedroom Black Hills cabin sits right on the water — perfect for trout fishing, family gatherings, romantic getaways, or simply unplugging from the world. With stunning creek and mountain views, This is a Complete Black Hills retreat.

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.

Cabin @ Bluebird Ridge:Quiet Refuge
If you appreciate beauty, inside and out, our rustic-modern cabin is perfect for you. It's cozy enough for 2 and spacious enough for up to 8. The cabin is surrounded by forest and looks out to the meadows and Hills. If you want comfort, outdoor living space, beauty, peace and quiet, we encourage you to come make yourself at home! Follow us on Insta @bluebirdridge

High Country Guest Ranch - #25 Rodeo
Camping Cabins are perfect for a quick get-a-way for smaller families of 5-6 people! There is a large shared firepit to enjoy!!! Bedding and towels are provided. This cabin does NOT have a full kitchen! Come enjoy the small cabin feel in the middle of The Black Hills without breaking the bank! Little to No internet but the store has internet you can use!!
Popular amenities for West Pennington family-friendly rentals
Family-friendly home rentals with a hot tub

Moonlight Pines-Happy Little Cabin

Jägerhaus - Mountain Lodge on Private Estate

Lead/Deadwood, Pet friendly. Central location

Modern 2-Bedroom Getaway

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

Steel Pines Cabin on Maitland rd.

The Ponderosa Nestled in the Pines

French Creek Farm
Family- and pet-friendly home rentals

Priceless Black Hills View!

Luxury Ranch Stay

Secluded Black Hills Studio Cabin Near Crazy Horse

RIDGE @ redblue - King bed - near parks & trails

Darby's Cabin in the Woods

Ponderosa City Council

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

Western Pines
Family-friendly home rentals with a pool

Chalet Mt Rushmore VIEWS Hot Tub

Private Pool! Great Rapid City Location!

Huge Windows! Modern Powderhouse Pass Home

Condo Across from Terry Peak*Hot tub*Spacious

Mineral Mountain Lodge in Gilded Mountain

Rustic Cabin

The Coop Treehouse with Forest + Mountain Views

Timber Trails: Pet-Friendly Haven for Adventurers
Destinations to explore
- Denver Holiday rentals
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- Rapid City Holiday rentals
- Arvada Holiday rentals
- Fort Collins Holiday rentals
- Billings Holiday rentals
- Aurora Holiday rentals
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- Loveland Holiday rentals
- Grand Lake Holiday rentals
- Mount Rushmore National Memorial
- Custer State Park
- Black Hills National Forest
- Sylvan Lake
- Wind Cave National Park
- Mammoth Site
- Reptile Gardens
- Crazy Horse Memorial
- Prairie Berry Winery
- Storybook Island
- Canyon Lake Park
- 1880 Train
- Jewel Cave National Monument
- Rushmore Tramway Adventures
- D.C Booth Historic National Fish Hatchery & Archives
- Rush Mountain Adventure Park
- Evans Plunge Mineral Springs





