House vacation rentals in West Pennington

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.

Location · Family · Condition

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

Location · Value · Pool

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.

Family · Value · Parking

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!

Location · Family · Wifi

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.

Value · Location · Hiking

The Dens at Bear Rock #2-King Bed, Studio w/stairs

The Dens at Bear Rock is a stones throw from downtown Custer and numerous Black Hills activities. With this 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 and golf are also all within minutes of the Dens.

Family · Location · Laundry

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.

Family · Location · Outdoor spaces

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

Value · Family · Amenities

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.

Family · Value · Nearby

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!

Location · Family · Sleep quality

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Location · Value · Sleep quality

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.

Location · Family · View