
Family-friendly holiday rentals in West Pennington
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Top-rated family-friendly rentals in West Pennington
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Farm♡tastic stay @ Hills Roost Farm!
Our farm's only bnb, "The Roost," offers a clean, modern, & fun space to stay. Located in the lower walkout level of our home, it's similar to a suite. Offering 575 sq. ft. of private, clean, well maintained living quarters include, a kitchen, a cozy living space, w/twin sofa bed, & a spacious bed & bathroom. Chickens just outside your door to greet you a "rise & shine" morning & flowers everywhere. Our seasonal gardens are open for you to enjoy picking organic food, along with farm fresh eggs.
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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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Squirrel Hill Cabin - hot tub, gameroom, wi-fi
A hidden gem in the heart of the Black Hills, our cabin is nestled on 3 private acres lovingly named Squirrel Hill. With decks in every direction, you're encouraged to take in the abundance of nature. Watch for deer, turkey, birds and squirrels. Relax under the pines in the hot tub or on the deck featuring a gas firepit and 10-person table. Inside, you'll find everything you need for a well-appointed getaway. Worlds away from the hustle & bustle of real life; just 10 minutes west of Rapid City.
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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 Winsome Cabin - Hinterwood Inn & Cabins
The Winsome 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 stump accent wall, vaulted ceilings, and large windows. 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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KK, tiny cabin close to beauty of Black Hills SD
A 10 x 32 tiny cabin conveniently located 1 mile off paved Hwy 585. Our working ranch has cattle, goats, horses. Beautiful scenery with frequent sightings of elk, deer, turkeys. This unique cabin features: WIFI, TV with DVD player only, microwave, retro fridge, bathroom with shower, twin bunk beds, and a queen bed. Deck/fire pit. Experience the beauty and serenity of Wyoming and closeness of Black Hills attractions; and simple ranch life! Quiet and off the grid. Beautiful sunsets, too.
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Cabin in Hills! Centrally Located! Fully equipped!
Our cozy cabin is located in a quiet neighborhood in the Heart of the Hills. Take in the abundance of nature, smell the fresh pines, and relax after a fun day in the Hills. Inside will be everything you need to make your vacation in the Black Hills a memorable one! Rustic, stone fireplace with buffalo and moose mounts. Fully equipped kitchen. Smoke-free home. 10 minutes from Rapid City, 35 minutes to Mt. Rushmore & Deadwood and 45 minutes to Sturgis or Custer State Park. Paved roads!
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Pet friendly 2 bedroom log cabin with hot tub.
This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.
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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.
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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.
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Popular amenities for West Pennington family-friendly rentals
Family-friendly home rentals with a hot tub

Mirror Cabin in the Black Hills
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Welcome to Case Place! A spacious quiet retreat!
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Granite Point
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Modern 2-Bedroom Getaway
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Castle in the Sky
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Deadwood Two Bit Cabin on the Creek
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WYnDome located in Beulah, WY
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Creek-side Cabin | Hot Tub + Trout Fishing
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Family- and pet-friendly home rentals

Hideaway on Bridge Lane
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Darby's Cabin in the Woods
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Secluded Black Hills Studio Cabin Near Crazy Horse
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Rustic Cabin
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Welcome to Canyon Wren!
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French Creek Farm
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Priceless Black Hills View!
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Black Hills Rambler-Tiny House
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Family-friendly home rentals with a pool

Moonlight Pines-Happy Little Cabin
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Mineral Mountain Lodge in Gilded Mountain
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Private Pool! Great Rapid City Location!
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Pool, deck, fire pit, and trampoline!!!
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Timber Trails: Pet-Friendly Haven for Adventurers
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Iron Horse Cabin
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Condo Across from Terry Peak*Hot tub*Spacious
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Great Escape - shared pool
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Destinations to explore
- Denver Holiday rentals
- Estes Park Holiday rentals
- Steamboat Springs Holiday rentals
- Boulder Holiday rentals
- 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
- Wind Cave National Park
- Sylvan Lake
- Mammoth Site
- Crazy Horse Memorial
- Reptile Gardens
- Prairie Berry Winery
- Storybook Island
- Canyon Lake Park
- Jewel Cave National Monument
- 1880 Train
- Rushmore Tramway Adventures
- Evans Plunge Mineral Springs
- D.C Booth Historic National Fish Hatchery & Archives
- Rush Mountain Adventure Park





