Holiday houses in West Pennington

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Top-rated holiday rentals in West Pennington

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Guest favourite
The exterior of the custom ranch home features a blend of stone and wood accents, with a welcoming entrance and covered porch. Lush green grass surrounds the property, complemented by natural landscaping. Wooded areas in the background provide a serene backdrop, enhancing the sense of privacy.
Home in Hill City

Hill City Get Away Black Hills SD

Your home-away-from-home is as sweet as it gets in this custom ranch with main floor living and fabulous upgrades on an acre that’s just a hop, skip, and a jump from Hill City and all the gorgeous Southern Black Hills has to offer! Mount Rushmore is a mere 11 miles. Deadwood is only 39 miles with stops along 385 for ATVing, snowmobiling, golfing and the list goes on. You will find Mountain Biking, hiking, swimming and many other adventures in every direction. Chef’s delight eat-in, fully stocked, kitchen with loads of custom Alder cabinets, plenty of granite countertop space, stainless steel appliances, large center island, walk-in pantry, and hardwood birch floods extending into the dining room with walkout doors to a partially covered back deck, overlooking pine tree studded woods. Awe-inspiring living room with sky high vaulted ceiling, striking wooden beams, custom cabinetry, and cozy brick-encased wood-burning fireplace. Huge luxurious master suite is an absolute dream with tray ceiling, brick-encased gas fireplace, and barn door leading into a private master bath with tile floor, double vanity, tile walk in shower with 2 shower heads, jetted tub, and walk-in closet. 2 more sizable bedrooms and full guest bath. Handy main floor laundry with dog washing station. Attached heated 2 stall garage + detached 2 stall garage plus a 3-sided carport, boat/RV storage. A whole plethora of upgrades throughout including: plush carpet, remote blinds, 8 foot doors, 9 foot ceilings, solar tube lights, built-in indoor & outdoor speakers, shed, built in BBQ (plumbed to propane line) with awning, and custom-built gables. Low traffic area so your peace won’t be disturbed - book now to secure your stay in Black Hills serenity! * We recommend considering trip insurance for your stay as our rental policy is firm and the winter weather here can be unpredictable. *

ValueFamilyGetting around

4.98 out of 5 average rating, 87 reviews
Top Guest favourite
A spacious home is nestled among tall trees, overlooking a gently flowing creek. The property features a large deck and stonework, blending harmoniously with the natural surroundings, while vibrant greenery enhances the serene environment.
Home in Rapid City

Creekside Sanctuary

Creekside Sanctuary is a 6+ acre paradise for families, friends, celebrations or retreats. Naming this property was not easy, not only is this a Sanctuary for relaxation and rejuvenation, guests can also enjoy the popular site seeing and abundant wildlife native to our beautiful Black Hills. Whether winter or summer, there are activates nearby - fishing, hiking, skiing, snowmobiling, ice skating. The large yard is host to deer and turkey, an ideal gathering spot for celebration, fun and games.

FamilyLocationCondition

4.98 out of 5 average rating, 126 reviews
Top Guest favourite
Cabin in Lead

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

LocationFamilyLaundry

4.98 out of 5 average rating, 226 reviews
Guest favourite
Dome in Beulah

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 bottles provided, hotel amenities, etc. (On nights the Buffalo Jump is open - you get a coupon to eat there as well. We also have mini highland cows and Nigerian dwarf goats roaming the property!

FamilyLocationHeating

4.98 out of 5 average rating, 43 reviews
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

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

ValueLocationTV

4.94 out of 5 average rating, 133 reviews
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

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.

FamilyLocationBiking

4.9 out of 5 average rating, 88 reviews
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

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!

ValueFamilyCondition

4.99 out of 5 average rating, 294 reviews
Top Guest favourite
The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.
Guesthouse in Rapid City

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!

FamilyValueCheck-in

4.91 out of 5 average rating, 748 reviews
Superhost
Cabin in Custer

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.

LocationFamilyCheckout

4.93 out of 5 average rating, 208 reviews
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

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.

ValueLocationAccess

4.98 out of 5 average rating, 184 reviews
Superhost
A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.
Cabin in Sturgis

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.

FamilyValueCheck-in

4.93 out of 5 average rating, 281 reviews
Top Guest favourite
A covered porch is displayed with two wooden chairs positioned in front. Large glass doors reveal a spacious dining area and kitchen, featuring dark cabinetry and modern appliances. The floor appears polished and reflects the warm lighting from overhead fixtures.
Home in Hill City

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.

ValueLocationHospitality

4.96 out of 5 average rating, 218 reviews

Popular amenities for West Pennington holiday rentals

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.