House holiday rentals in West Pennington

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.

4.98 out of 5 average rating, 88 reviews

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. *

LocationFamilyBack garden

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.

4.99 out of 5 average rating, 295 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!

FamilyValueHiking

4.9 out of 5 average rating, 52 reviews

Rock Face Lodge, Custer SD

This cabin offers an ideal setting for a peaceful getaway while still being central for exploring the Black Hills and surrounding areas. Nestled against a beautiful rock face, views abound while still conveniently located near famous attractions like Mount Rushmore, Crazy Horse monument, and Custer State Park. The warm wood of the cabin is cozy yet provides space for the family to stretch out. Unwind with our unique features such as a buffalo sitting nook, poker table, game room, and hot tub.

LocationValueHeating

4.91 out of 5 average rating, 112 reviews

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

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

ValueFamilyCleanliness

4.99 out of 5 average rating, 106 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.

ValueLocationGetting around

4.93 out of 5 average rating, 146 reviews

Home in Rapid City

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!

ValueLocationCondition

The bungalow features a spacious wooden deck with a rail, furnished with four outdoor chairs and a table. Large windows showcase the stone and wood exterior, while the warm lighting highlights the architectural details against the backdrop of trees.

4.99 out of 5 average rating, 135 reviews

Beautiful Bungalow Next to Custer State Park

Enjoy this newly built 2023 modern Beautiful Bungalow, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in style and comfort with amazing accommodations.

LocationFamilyIndoor spaces

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.

4.96 out of 5 average rating, 219 reviews

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.

FamilyLocationTV

5.0 out of 5 average rating, 6 reviews

Lind Camp

Adventure awaits! Nestled in the Black Hills, this cozy retreat is just 3 miles from Deerfield Lake—perfect for fishing, kayaking, and exploring the scenic 11-mile Lake Loop Trail. Enjoy fly fishing on nearby Castle Creek, stroll or bike along the peaceful creek road, and access ATV trails just minutes away. With hiking trails, stunning views, and endless outdoor recreation right outside your door, this is the perfect basecamp for your Black Hills getaway!

FamilyLocationComfort

A two-story wooden house features a spacious covered deck with railing and several hanging plants. Lounge chairs are positioned on the lower level, with a hot tub visible nearby. The surrounding landscape includes grassy patches and tall pine trees, creating a serene outdoor setting.

5.0 out of 5 average rating, 38 reviews

French Creek Farm

3,000-sq-ft custom home on 40 private acres in the Black Hills with French Creek in the valley. Sip morning coffee or sunset drinks and enjoy unforgettable stargazing from the covered porch or huge side deck. Inside: stunning stone fireplace, oversized spa-like baths, and a fully stocked kitchen (gas range, 2 ovens, warming drawer). Trails start on-site for ATV/horse/hike/bike. Unwind in the hot tub or by the fire pit. Close to Custer & top attractions.

ValueFamilyCheckout

4.96 out of 5 average rating, 158 reviews

Home in Rapid City

Executive Golf Course Home, Family Friendly

Quiet stay in an exclusive golf course neighborhood entering the Black Hills - 30 minutes to Mount Rushmore, 20 mins to Sheridan Lake, while being a quick 10 mins to Walmart Supercenter or 12 minutes to downtown Rapid City. Easy access to Black Hills and Badlands National Park attractions. Senior and Active Military Discounts available - must be person making reservation and be willing to provide proof of ID at time of booking.

FamilyValueLong stay