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Holiday houses in West Pennington

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Top-rated holiday rentals in West Pennington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Chalet in Lead
4.97 out of 5 average rating, 266 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Top Guest favourite
A charming red house is surrounded by lush green grass and tall trees, with a sloped hill rising in the background. A small deck with white chairs is visible at the front, offering a welcoming outdoor space.
Cabin in Hill City
4.94 out of 5 average rating, 120 reviews

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

Guest favourite
The two-story condo showcases a modern exterior with a combination of wood and grey siding. A spacious deck surrounds a large pine tree, featuring a railing for safety. Large windows provide ample natural light, and the surrounding natural landscape is visible.
Townhouse in Hill City
4.89 out of 5 average rating, 81 reviews

Fishing, Sight Seeing & Relaxing

The 900 sq ft condo is 11 miles west of Hill City in the heart of the Black Hills located in a gated area with a private lake. There are 5 bldgs. with 2 units per building, plus 9 private homes tucked in the hills. The area is surrounded on 3 sides by land owned by the National Forest. This unit is available all year round & is great for the fisherman or someone wanting to get away from the city. You are close to the ATV, hiking, & the Mickelson Trails. Hunting is prohibited in gated area.

Guest favourite
Dome in Beulah
5 out of 5 average rating, 24 reviews

WYnDome located in Beulah, WY

Welcome to WYnDome! The first Air BNB dome in Northeastern WY! Right at the entrance of the Black Hills! Secluded, but 15 minutes from the nearest town of Spearfish, SD. The entire place comes with heating/cooling, mini fridge, tv, full bathroom, microwave, Keurig iced and hot coffee maker, water dispenser, hotel amenities, etc. It comes with a local artist mural painted to show the true beauty of the Black Hills and surrounding national monuments that can be discovered just minutes away!

Top Guest favourite
A scenic view showcases the cabin nestled amongst tall pine trees, surrounded by expansive green meadows. A winding gravel driveway leads to the property, with a seasonal pond visible in the foreground, reflecting the clear blue sky.
Home in Hill City
4.99 out of 5 average rating, 278 reviews

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!

Guest favourite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 130 reviews

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!

Top Guest favourite
The lodge is surrounded by tall pines, showcasing a modern structure with a sloped roof. A gravel driveway leads to the entrance, highlighting the expansive natural landscape of forested hills and distant mountains under a soft twilight sky.
Cabin in Lead
4.97 out of 5 average rating, 79 reviews

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

"We loved our stay here so much that we contemplated not even leaving because the lodge was so comfortable. It was snowy and the wood burning fireplace and latte machine was like a little piece of heaven!!" ~Kelle Welcome to "Six Pines Lodge" An exquisite retreat nestled in the breathtaking beauty of Lead, South Dakota. This 2-bedroom mountain sanctuary offers a stunning blend of luxury and tranquility, making it a premier choice for travelers seeking a memorable escape.

Top Guest favourite
A charming wooden cabin is set among tall pine trees, featuring a wraparound deck accessible by steps. The exterior showcases natural wood siding and large windows, allowing for ample light. A landscaped area with flower beds adds color to the surroundings.
Cabin in Rapid City
4.97 out of 5 average rating, 38 reviews

M K Paradise

Nestled in the Black Hills National Forest, our cozy cabin offers two bedrooms with queen beds, a fully equipped kitchen and full size bathroom. Spacious living room with two reclining loveseats, a reclining chair, and a gas fireplace. Relax on the deck and enjoy the peaceful settings. Close to atv/utv trails, Pactola and Sheridan Lake, Mount Rushmore, Keystone and Custer State Park. Two night minimum stay. Approved by Pennington County, license #COVHRLIC25-0011

Top Guest favourite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 162 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. 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.

Guest favourite
A private hot tub is situated on a covered patio, surrounded by lush greenery. The calming waters reflect the natural light filtering through the canopy of trees. Nearby, a wooden bench and a swing add to the serene outdoor setting.
Cabin in Custer
4.92 out of 5 average rating, 179 reviews

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.

Superhost
A modern bedroom is indicated, featuring a spacious bed with crisp white linens. A dark wood dresser displays a potted plant. In the background, an ensuite bathroom is visible through an open doorway, revealing a round mirror and soft lighting.
Apartment in Hill City
4.8 out of 5 average rating, 5 reviews

Black Hill Luxury Loft 7

Located right downtown Hill City at McGregor & Main | Luxury Lofts, this luxury loft is above With the Wind Winery's NEW tasting room and is within steps of inspired restaurants, boutique shops, art galleries, shopping, biking, breweries and much, much more! **Our luxury lofts are strictly an animal-free zone, including service animals, due to the owners severe allergies.**

Guest favourite
The exterior of Bluebird Retreat features a log cabin design with a welcoming sign. A spacious porch includes two black chairs and a grill, surrounded by open land and tall trees, offering a serene view of the natural landscape.
Cabin in Hill City
4.91 out of 5 average rating, 88 reviews

Welcome to Bluebird Retreat!

Welcome to Bluebird Retreat. A cozy cabin in the heart of the Black Hills just out of Hill City. Located in the popular High Country Ranch. Enjoy the Mickelson Trail right out your front door. Main attractions close by including Mt. Rushmore and Crazy Horse. Wake up to a beautiful sunrise and views. Enjoy sitting by the bonfire watching wildlife in the evenings.

Popular amenities for West Pennington holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near West Pennington's top sights

Mount Rushmore National Memorial

453 locals recommend

Sylvan Lake

127 locals recommend

Black Hills National Forest

18 locals recommend

Prairie Berry Winery

99 locals recommend

1880 Train

79 locals recommend

Sugar Shack

46 locals recommend

Other great holiday rentals in West Pennington

Top Guest favourite
A private cabin is set amidst greenery, featuring a prominent deck with a ramp for accessibility. Outdoor seating is arranged under an umbrella, and a birdhouse stands nearby. The façade is complemented by large windows, providing views of the surrounding landscape.
Cabin in Nemo
5 out of 5 average rating, 45 reviews

Peaceful, Private, Luxurious Cabin on 15 Acres

Guest favourite
A rustic log cabin is set against a backdrop of tall pine trees and green foliage. Sunlight filters through the trees, illuminating the cabin's wooden exterior and windows, which offer views of the surrounding forest.
Cabin in Silver City
4.94 out of 5 average rating, 51 reviews

Historic Log Cabin Getaway in the Woods

Top Guest favourite
Home in Custer
4.99 out of 5 average rating, 94 reviews

New modern home near Sylvan Lake.

Guest favourite
A row of five cabins is positioned among lush green grass and surrounded by pine trees. The cabins feature large windows and wooden facades, creating a harmonious blend with the natural landscape. A dirt path leads to each cabin, offering a scenic view of the open area.
Cabin in Rapid City
4.93 out of 5 average rating, 14 reviews

Centrally Located In the Black Hills! Cabin #208

Superhost
Cabin in Custer
4.91 out of 5 average rating, 66 reviews

Hot Shot Hideaway Retreat

Top Guest favourite
A panoramic view reveals a verdant canyon surrounded by towering pine trees. Jagged rock formations line the cliffs, with splashes of green foliage contrasting against the earthy tones. The sky, filled with soft clouds, adds a serene backdrop to this natural landscape.
Apartment in Hermosa
4.96 out of 5 average rating, 46 reviews

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Guest favourite
A spacious mobile home is situated in a winter landscape, surrounded by tall pine trees. Snow blankets the yard, with a wooden staircase leading up to the front entrance. Large windows provide views into the home, enhancing the serene setting.
Home in Hill City
4.93 out of 5 average rating, 45 reviews

Western Pines

Guest favourite
A cozy red cabin is nestled among tall pine trees, featuring a stone chimney and a front porch with steps leading to the entrance. Pine needles cover the ground, and the surrounding area reflects a tranquil forest setting.
Cabin in Rapid City
4.86 out of 5 average rating, 28 reviews

Cozy Cabin Retreat near Lake Pactola

Frequently Asked Questions

  • What are the best places to stay in West Pennington?

    Vacation rentals in West Pennington range from cozy cabins and rustic lodges to family sized homes. Areas near nature preserves and local towns offer convenient access to outdoor activities and amenities.

  • What are the best things to do in West Pennington with kids?

    Families often explore outdoor trails, interactive museums, and nature centers around West Pennington. Parks with playgrounds and wildlife viewing areas are frequently suggested for children.

  • What are some of the best things to do in West Pennington?

    Explore hiking trails in Black Hills National Forest, visit Mount Rushmore, and browse galleries or museums focusing on regional history and art. Outdoor activities, cultural sites, and nature preserves are frequently suggested.

  • How is the weather in West Pennington?

    West Pennington has cold winters near 13–36°F (−11–2°C), and warm summers around 58–86°F (15–30°C). Spring and fall bring milder temperatures and changing conditions, so layers and weather-ready gear are useful.

  • When is the best time to visit West Pennington?

    Late spring through early fall is frequently suggested, with milder temperatures and vibrant outdoor scenery. Seasonal festivals and outdoor activities are popular during summer months.

  • What are the best places to visit in West Pennington?

    Explore Black Hills National Forest, Mount Rushmore, and local museums or art galleries. Parks, historic sites, and cultural centers add depth to the area’s experience.

  • What are some hiking trails in West Pennington?

    West Pennington has popular hiking trails, including forested paths in Black Hills National Forest and scenic routes with views of rock formations. Local parks and nature areas also provide gentle walks and more strenuous treks.

  • What are some family activities we can do in West Pennington?

    Families often explore hiking paths, visit interactive museums, or enjoy nature centers in West Pennington. Outdoor recreation, wildlife viewing, and playgrounds are frequently suggested for children and adults alike.

  • What are some of the best day trip ideas from West Pennington?

    Explore Black Hills National Forest’s scenic trails, discover Badlands National Park’s striking landscapes, or learn about regional history at Mount Rushmore. Many visitors enjoy local museums, nature preserves, and cultural sites nearby.

  • Are there any pet friendly accommodations available in West Pennington?

    Many hosts in West Pennington welcome pets, with vacation rentals offering outdoor spaces or easy access to dog-friendly trails. Always check specific policies before booking to ensure a comfortable stay with your pet.

  • What are some local tips for visiting West Pennington?

    Locals suggest arriving prepared for changing weather, using trail maps for hiking, and exploring smaller community events for a laid-back experience. Visiting local markets or artist studios can provide a glimpse of the area’s culture.

  • What is West Pennington known for?

    West Pennington is known for its proximity to Black Hills National Forest, distinctive landscapes, and local history tied to the American West. The area often draws outdoor enthusiasts and travelers interested in regional heritage.

  • What are the best hidden gems to explore in West Pennington?

    West Pennington has locally rooted artist studios, small museums highlighting regional history, and quiet trails in Black Hills National Forest. Many travelers also enjoy visiting lesser-known parks and community farms.

  • What are the best foods to try in West Pennington?

    West Pennington has classic Midwestern flavors, including hearty stews, buffalo burgers, and home-style baked goods. Some restaurants highlight locally sourced meats and produce in their menus.

  • What should I bring for a trip to West Pennington?

    Pack layers for changing weather, comfortable hiking shoes, and sun protection for outdoor activities. A reusable water bottle and rain gear are useful throughout the year in West Pennington.

  • What is the nightlife in West Pennington like?

    Nightlife in West Pennington centers around laid-back bars, local music venues, and casual eateries. Some towns nearby host seasonal events and open mic nights, creating a welcoming atmosphere for visitors.

  • What are the most popular events or festivals in West Pennington?

    Late spring and summer bring art fairs, rodeos, and heritage celebrations around West Pennington. Seasonal festivals often feature music, food, and craft vendors, drawing both locals and visitors.

  • Are there family friendly vacation rentals in West Pennington?

    West Pennington has a variety of family friendly vacation rentals, including larger homes, cabins, and spaces with play areas or outdoor amenities. Many hosts welcome guests traveling with children and provide helpful extras.

Destinations to explore