House holiday rentals in West Pennington

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Top-rated house rentals in West Pennington

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Guest favourite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.92 out of 5 average rating, 354 reviews

Jägerhaus - Mountain Lodge on Private Estate

Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces

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Guest favourite
A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.
Home in Lead
4.88 out of 5 average rating, 268 reviews

Reato House--Cozy comfort away from home, HOT TUB!

This house is a comfy, cozy, 2 bedroom, 1 bath house built in the early 1900's and recently updated. It is in the heart of the Black Hills, minutes from Deadwood. It is close to skiing and snowmobiling in the winter; hiking, sightseeing and fishing in the summer. The deck overlooking Lead offers a space in the sun or a covered portion for shade. Four person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. Trailer parking available.

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Top Guest favourite
The bedroom features two twin beds with striped bedding, positioned against a colorful mural depicting mountains and trees. A wooden dresser stands between the beds, topped with a lamp featuring a patterned shade. Checkered curtains frame the windows for natural light.
Home in Custer
4.97 out of 5 average rating, 112 reviews

Camp Cottonwood: Nostalgic Summer Camp Vibes

Nostalgic nod to your favorite summer camp! Centrally-located, newly remodeled 1930's cottage, this cheerful 3-bedroom house sleeps 6 and offers a full kitchen, 2 full baths, game room, large yard with fire pit & grill, and more! -Five minute walk to downtown shopping, award-winning restaurants & the Mickelson Trail -Ten minute drive to Custer State Park; 20 minute drives to Jewel Cave National Monument & Wind Cave National Park -Immediately adjacent to newly renovated city park & playground.

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Top Guest favourite
A cozy living area features a brown leather sofa adorned with several decorative pillows. A coffee table stands nearby, accompanied by a plant and a stack of books. The open layout reveals a dining space and kitchen in the background, complemented by natural light.
Home in Custer
4.94 out of 5 average rating, 115 reviews

Bear Rock Bungalow-King Bed & 2 Twin Cots

Bear Rock is a stones throw from downtown Custer and numerous Black Hills activities. With the bungalow as your home base you have access to all the Southern Hills has to offer - Mt. Rushmore, Crazy Horse & Jewel Cave all within a 20 mile radius. Explore Needles Highway & Sylvan Lake in Custer State Park less than 10 mins away. Experience nightlife of an old west town, numerous dining options, coffee shops and local boutiques. UTV trails, golf or mini golf are all within minutes of the bungalow.

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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, 289 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!

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Guest favourite
A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.
Home in Spearfish
4.93 out of 5 average rating, 356 reviews

Modern 2-Bedroom Getaway

Enjoy a stylish experience, with your own Hot Tub, at Creekside Village - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and tile shower, this renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, message for details.

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Superhost
A wooden cabin is nestled among towering pine trees with expansive windows reflecting the natural surroundings. A wrap-around deck features a private hot tub, and an American flag is displayed proudly outside, contributing to the serene ambiance of the location.
Home in Keystone
4.81 out of 5 average rating, 155 reviews

Chalet Mt Rushmore VIEWS Hot Tub

You’ll be amazed at the breath-taking view of Mt. Rushmore and the surrounding Black Hills from inside and out of this beautiful air-conditioned cabin situated amidst the quiet whispers of majestic pines in Keystone, SD. The location offers privacy along with comfort as you enjoy the large open deck with gas grill and fire pit, plenty of seating, private hot tub and lots of fresh air. Wrap-around deck with ample dining seating, guest parking and access to the Ramada Mt Rushmore indoor pool!

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Guest favourite
The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.
Home in Lead
4.91 out of 5 average rating, 101 reviews

Lead/Deadwood, Pet friendly. Central location

Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round

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Top Guest favourite
A cozy living area features a gray sofa adorned with decorative cushions. A large rug covers the wooden floor, and a fireplace provides a focal point. Art pieces are displayed on the walls, complemented by natural light filtering through sheer curtains.
Home in Rapid City
4.98 out of 5 average rating, 185 reviews

Mid-Century Modern Living in the Black Hills

Upper two levels of my four level mid-century modern home with private entrances! Located in a quiet cul-de-sac near the foothills of the Black Hills and ~10 min from downtown Rapid City. This property features ample living space, a fully equipped kitchen with complimentary breakfast, plenty of natural light and a spacious back yard. It includes two bedrooms and one bathroom. I live on the completely separated lower levels of the home so you can enjoy the upper levels all to yourself!

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Top Guest favourite
Home in Custer
4.99 out of 5 average rating, 102 reviews

New modern home near Sylvan Lake.

New modern home 3 miles to Sylvan Lake and near the border of Custer State park. This is the closest home to Sylvan Lake for rent and the only home of this style available for rent. The home is backed by forest service and has no gravel roads to navigate. The home sits right off Sylvan Lake road and has a large 2 car garage ( more like 3 car) and is included with the use of the home ( there is some storage items in the garage). Across the street is a Buffalo and Long Horn cattle ranch.

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Superhost
Home in Rapid City
4.93 out of 5 average rating, 138 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!

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Top Guest favourite
Home in Rapid City
4.91 out of 5 average rating, 176 reviews

Dog-Friendly Retreat w/ Hot Tub & Fenced Yard

Picture unwinding in your own private hot tub after a day in the Black Hills, while your dog runs free in the fully fenced backyard. This spacious 4-bedroom ranch home on Rapid City's quiet west side is built for the moments that matter — kitchen dinners, lazy patio mornings, and quiet evenings together. Sleeping up to 8, it's a comfortable base for your Black Hills trip, with fast WiFi when you want it and peaceful quiet when you don't. Come make yourselves at home.

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