
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!
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Spearfish Canyon Retreat (Valhalla)
A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park
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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
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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!
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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!
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Priceless Black Hills View!
Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!
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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.
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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.
KitchenIndoor spacesHospitality

The Ponderosa Nestled in the Pines
Mountain Escape 4 Bedrooms • Hot Tub • Stunning Views The Ponderosa is a beautiful 4-bedroom home on Edelweiss Mountain, offering stunning views and abundant wildlife. With the National Forest right behind, explore hiking and ATV trails at your doorstep. Relax on one of 4 decks, enjoy the hot tub, or unwind with central A/C and high-speed internet. The open loft provides additional sleeping space for larger groups. A perfect blend of adventure and comfort in the heart of nature!
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Hill City Hideaway on the Mickelson Trail
Location, location, location. Hill City is located in the center of the Black Hills and this house is within walking distance of the best parts of Hill City. 40 feet to the world famous Mickelson Trail, 1/2 a block to the 1880s steam train, and 3 blocks to the best restaurant in South Dakota. This home is not too big and not too small. Whether you are doing a couples get away, traveling with kids or your friends this home may be "just right" for you.
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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.
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Executive Golf Course Home, Family Friendly
Quiet stay in an exclusive golf course neighborhood entering the Black Hills - 30 minutes to Mount Rushmore, 20 mins to Sheridan Lake, while being a quick 10 mins to Walmart Supercenter or 12 minutes to downtown Rapid City. Easy access to Black Hills and Badlands National Park attractions. Senior and Active Military Discounts available - must be person making reservation and be willing to provide proof of ID at time of booking.
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Popular amenities for West Pennington family-friendly rentals
Family-friendly home rentals with a hot tub

Jägerhaus - Mountain Lodge on Private Estate
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Moonlight Pines-Happy Little Cabin
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Granite Point
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Pet friendly 2 bedroom log cabin with hot tub.
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Hot Tub | Arcades | Bunk Room | Peaceful Retreat!
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French Creek Farm
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Reiser's Ridge Cabin
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Largest Hill City Cabin-Sleeps 20 with Hot Tub
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Family- and pet-friendly home rentals

Castle in the Sky
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Deadwood & Sturgis 5 bedroom next to golf course
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RIDGE @ redblue - King bed - near parks & trails
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Darby's Cabin in the Woods
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Black Hills Bungalow
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Hideaway on Bridge Lane
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Western Pines
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Welcome to Canyon Wren!
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Family-friendly home rentals with a pool

Private Pool! Great Rapid City Location!
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Chalet Mt Rushmore VIEWS Hot Tub
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Pool, deck, fire pit, and trampoline!!!
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Huge Windows! Modern Powderhouse Pass Home
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Condo Across from Terry Peak*Hot tub*Spacious
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Black Pine Lodge
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New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub
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“Deck the Halls” Lodge
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Destinations to explore
- Denver Holiday rentals
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- Steamboat Springs Holiday rentals
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- Rapid City Holiday rentals
- Arvada Holiday rentals
- Fort Collins Holiday rentals
- Billings Holiday rentals
- Aurora Holiday rentals
- Cheyenne Holiday rentals
- 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
- Rush Mountain Adventure Park
- Evans Plunge Mineral Springs
- D.C Booth Historic National Fish Hatchery & Archives





