Naramata Wineries - Vacation Rentals in Pennington County

Chapel Lane Peace From US $115
         

7.1 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Summer Creek Inn From US $298
         

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10.0 (14 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Leightons Lodge Hot Tub Borders National Forest From US $550
         

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10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Rapid City Cabin w/Hiking & ATV Trail Access From US $149
         

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10.0 (6 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Rustic getaway in the woods From US $183
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Idlewild Pines Retreat From US $162
         

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10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Executive Golf Course Home, Family Friendly From US $495
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Cabin 2 at Horse Creek Resort From US $395
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Pennington County

Over 276+ Luxury Places to Stay in or Near Pennington County
Great Lodge at Hillside- Iconic 6K Sqft Log Lodge From US $3,074
         

Rapid City Hotel Luxury Private Suites From US $2,670
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Under Canvas Mount Rushmore From US $2,429
         

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8.8 (110 Reviews)
Other
  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
Cloudview Lodge From US $2,150
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Buffalo Lodge- Cozy Log House with Hot Tub From US $1,708
         

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New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Lime Creek Retreat From US $1,686
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Eagle Cliff Retreat- Hot Tub Log House Retreat From US $1,354
         

Ramada by Wyndham Keystone Near Mt Rushmore From US $1,131
         

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8.0 (882 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Pennington County

Over 57+ Top-Rated Vacation Rentals with a Pool in or Near Pennington County
Staybridge Suites Rapid City - Rushmore by IHG From US $120
         

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9.5 (324 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain View Lodge & Cabins From US $153
         

9.4 (169 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Priceless Black Hills View From US $118
         

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9.2 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
HTR Black Hills Resort From US $235
         

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9.2 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
ClubHouse Hotel & Suites Rapid City From US $252
         

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9.1 (19 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Best Western Plus Rapid City Rushmore From US $184
         

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9.0 (968 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Lantern Inn From US $148
         

9.0 (25 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AmericInn by Wyndham Hill City Mt Rushmore From US $163
         

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8.9 (441 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pennington County

Over 88+ Pet-Friendly Vacation Rentals in or Near Pennington County
'Hakuna Matata Cabin' - 11 Mi to Mt Rushmore! From US $271
         

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10.0 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Hill City Haven Downtown Main Street From US $502
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Anglers Haven Cabin- Black Hills Quiet Escape From US $298
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy Tiny Cabin 8 in Rapid City, SD From US $130
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Cabin 6 at Horse Creek Resort From US $459
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet Friendly Large Fenced Backyard Covered Patio From US $345
         

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9.8 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Black Hills Cabin w/Hot Tub: 11 Mi to Mt Rushmore From US $149
         

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9.8 (4 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Historic Log Cabin #14 at Horse Creek Resort From US $235
         

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9.6 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pennington County

Over 57+ Large Vacation Homes & Villas in or Near Pennington County
Black Hills Nature Retreat, Centrally Located From US $553
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Mini-Rushmore, Lots of Street Parking! From US $420
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Highly Accessible, Executive Style, Amazing View From US $407
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Spacious Family Home with 2 King Suites From US $429
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Cozy Creekside Cabin From US $458
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Spacious 4BR Home with Game Room From US $328
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
McGregor & Main - Luxury Lofts From US $434
         

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9.9 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Black Hills Home w/Mickelson Trail Access! From US $212
         

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9.8 (5 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Pennington County

Over 63+ Wheelchair Accessible Vacation Homes in or Near Pennington County
Ponca Lode Retreat From US $684
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Parkside Paradise From US $263
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Pine Haven Lodging From US $149
         

9.3 (51 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Black Elk Resort From US $250
         

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9.2 (153 Reviews)
Resort
  • Air Conditioner
  • Parking
  • TV
AmericInn by Wyndham Rapid City From US $152
         

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8.2 (1074 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Chalet From US $280
         

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7.7 (59 Reviews)
Ski Chalet
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Econo Lodge Black Hills From US $121
         

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4.0 (456 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Boxelder Bluff From US $727
         

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New
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

Pennington County Vacation Rentals and Airbnb Places to Stay Under $200

Over 84+ Pennington County Vacation Rentals and Airbnb Places to Stay Under $200
Creekside Rapid City Cabin w/Deck on 30 Acres! From US $173
         

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10.0 (4 Reviews)
House
  • Parking
  • Security/Safety
  • Fireplace/Heating
Rustic Rapid City Farmhouse w/Mountain Views From US $130
         

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10.0 (3 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Sports/Activities
Modern Apartment in the heart of Rapid City From US $162
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
NEW HOT TUB! Black Hills Sanctuary- Private Gym, Gorgeous View From US $105
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Centrally Located Apt Near Downtown Rapid City! From US $133
         

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9.7 (3 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Sports/Activities
Hill City Haven ~ 23 Mi to Rapid City! From US $131
         

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9.6 (11 Reviews)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
Modern Rapid City Duplex < 10 Mi to Nat’l Forest! From US $136
         

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9.6 (5 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Cozy town house in Wall! From US $106
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

About Pennington County Vacation Rentals

With more than 285 Pennington County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pennington County.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Pennington County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pennington County. Places to stay near Pennington County are 1296.72 ft² on average, with prices averaging US $367 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Pennington County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pennington County

Type Count
Vacation Homes 165
Hotels 81
Holiday Apartments 22
Cabin Rentals 8
Others 3
Resorts 3
B&B 2
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Pennington County

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pennington County.

Weather in Pennington County

View the weather forecast for Pennington County before booking your Pennington County Vacation Rentals to confirm your best time to go.

December - February
High 45°F       Low 11°F
March - May
High 66°F       Low 27°F
June - August
High 89°F       Low 53°F
September - November
High 72°F       Low 26°F

Pennington County Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pennington County?

There are a lot of options in Pennington County. If you plan on staying in the Pennington County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pennington County:

How many vacation rentals are available in Pennington County?

Currently, the total number of properties listed in 2026 is over 285 in the Pennington County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pennington County.