Vacation Rentals in Pennington County: 3,100+ properties

Choose from 3,093 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 $11,200 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.

$$$$

View deal

4.9

Outstanding(254 Reviews)

Cabin

in Hill City

3 Bdrm Log Cabin Nestled in Beautiful Meadow on Spring Creek:

8 guests · 3 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Pennington County in our Cabin, 3 Bdrm Log Cabin Nestled in Beautiful Meadow on Spring Creek:. With a range of amenities such as Air conditioner, Dishwasher and Fireplace, you'll feel right at home.

$$$$

Baymont by Wyndham Spearfish

Garden · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Pennington County with a stay at Baymont by Wyndham Spearfish, a top rated Hotel with amenities such as Air conditioner, Internet / Wifi and Laundry, and more.

$$$$

View deal

3.8

Good(284 Reviews)

Hotel

in Rapid City

3star

GrandStay Residential Suites Rapid City

Pool · Pets allowed · Kitchen / Kitchenette

Looking for a Hotel in Pennington County, this Hotel for $55 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$

View deal

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(241 Reviews)

Cabin

in Deadwood

Deer Meadow Lodge ~ Nestled on 3 Acres in the \"Heart of the Black Hills\".

8 guests · 3 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Cabin in Pennington County has everything you need for a rejuvenating stay. Treat yourself to Deer Meadow Lodge ~ Nestled on 3 Acres in the \"Heart of the Black Hills\". 's exceptional amenities, such as Air conditioner, Dishwasher and Fireplace.

$$$$

View deal

4.1

Excellent(1,491 Reviews)

Hotel

in Rapid City

3star

Howard Johnson by Wyndham Rapid City

Pool · Pets allowed · Kitchen / Kitchenette

Experience the best of Pennington County with this Hotel available for $62. This property is equipped with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$

View deal

3.5

Average(1,619 Reviews)

Hotel

in Keystone

3star

Baymont by Wyndham Keystone Near Mt. Rushmore

Pool · Pets allowed · Kitchen / Kitchenette

Nestled in Pennington County, this Hotel is perfect for your next vacation. Enjoy Baymont by Wyndham Keystone Near Mt. Rushmore's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$

View deal

4.5

Excellent(789 Reviews)

Motel

in Custer

Bavarian Inn, Black Hills

Garden · Pool · Pets allowed

Business stays, family stays, couples stay, getaway vacation, and rental in Pennington County at Bavarian Inn, Black Hills for $137 for your next trip.

$$$$

View deal

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.