Vacation Rentals in Pennington County: 3,000+ properties

Choose from 3,031 vacation rentals located in Pennington County, South Dakota. Top filters in Pennington County include Kitchen / Kitchenette, Internet / Wifi, and Air conditioner. Prices range from $39 to $4,271 per night. Our most popular vacation rental types near Pennington County are House and Hotel.

Top vacation rentals in Pennington County

5.0

Outstanding(257 Reviews)

Cabin

in Hill City

Tranquil Creekside Cottage in the Heart of the Beautiful Black Hills

8 guests · 3 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Looking to create some memories in Pennington County? Look no further than our Cabin, Tranquil Creekside Cottage in the Heart of the Beautiful Black Hills. Enjoy top-rated amenities including Air conditioner, Dishwasher and Fireplace, and more.

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5.0

Outstanding(197 Reviews)

Cabin

in Hill City

2 Bedroom Log Cabin Located in Heart of Black Hills

8 guests · 2 bedrooms · 2 baths

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Pennington County, this Cabin is perfect for your next vacation. Enjoy 2 Bedroom Log Cabin Located in Heart of Black Hills's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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3.9

Good(332 Reviews)

Motel

in Spearfish

Days Inn by Wyndham Spearfish

Pets allowed · Kitchen / Kitchenette · Air conditioner

When traveling to Pennington County, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $64 per night.

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4.3

Excellent(241 Reviews)

Hotel

in Deadwood

2star

Historic Iron Horse Inn - Deadwood

Air conditioner · Internet / Wifi · Parking

Soak up the beauty of Pennington County in our Hotel, Historic Iron Horse Inn - Deadwood. With a range of amenities such as Air conditioner, Internet / Wifi and Smoking allowed, you'll feel right at home.

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Search by amenity

Explore vacation rentals with the most popular amenities in Pennington County

Vacation rentals with a kitchen in Pennington County

5.0

Outstanding(182 Reviews)

House

in Hill City

Available YEAR 'ROUND! Centrally located!! A Perfect Place to Stay!!

4 guests · 2 bedrooms · 2 baths

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Nestled in Pennington County, this House is perfect for your next vacation. Enjoy Available YEAR 'ROUND! Centrally located!! A Perfect Place to Stay!!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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5.0

Outstanding(179 Reviews)

Cabin

in Custer

Rustic Rock Haven - Horses Welcome

4 guests · 1 bedroom · 1 bath

Garden · Pets allowed · Kitchen / Kitchenette

This attractive Cabin in Pennington County, $140 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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Nature lodge

in Rapid City

Econo Lodge Black Hills

Pool · Kitchen / Kitchenette · Air conditioner

Looking for a Nature lodge in Pennington County, this Nature lodge for $42 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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4.3

Excellent(430 Reviews)

Hotel

in Keystone

2star

K Bar S Lodge, Ascend Hotel Collection

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

When traveling to Pennington County, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $83 per night.

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Pennington County

Pennington County travel guide

Let us help you plan your perfect Pennington County vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Pennington County, and more.