Vacation rentals in West Pennington

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Top-rated vacation rentals in West Pennington

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Guest favorite

Cabin in Hill City

4.95 out of 5 average rating, 174 reviews

Sentinel Pines

Our cabin was built in the spring of 2019! It has all the modern comforts of home, but with spectacular views on a lot nestled in the pine trees. It is by Pactola Reservoir and Sheridan Lake, off of Hwy 385. Great central location to explore the entire Black Hills. We built this cabin so that each guest could have privacy, with plenty of bathrooms and big bedrooms. It also has a large great room to gather. We are just down the road if you need anything! *Please see our note for winter stay

Guest favorite

Home in Hill City

5 out of 5 average rating, 209 reviews

Cabin - 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!

Guest favorite

Home in Lead

4.87 out of 5 average rating, 193 reviews

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 downtown Lead offers a space in the sun or a covered portion for shade. New 4 person hot tub and fireplace makes the end of day so relaxing! Be aware, there are 32 stairs from street to house. NO TRAILERS!!

Guest favorite

Loft in Lead

4.98 out of 5 average rating, 584 reviews

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette with microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. No pets accepted!

Guest favorite

Cabin in Hill City

4.89 out of 5 average rating, 251 reviews

Hideaway Cabin near Rochford

Nestled on a pine filled hillside is the Hideaway Cabin, a secluded A-frame with loft & Deck. It is perfect for 2, fine for 4 ! It is NOT IN HILL CITY, it's by ROCHFORD WE DO NOT HAVE: CELL SERVICE ( landline is available for emergencies) WE DO NOT HAVE: WIFI (very limited availability). WE DO NOT HAVE: Noisy neighbors & traffic ! This property affords quiet and privacy. About the only thing you will hear after 8:00 PM is an occasional coyote call !

Guest favorite

Guest suite in Hill City

5 out of 5 average rating, 157 reviews

Pine Mountain Rest

Come find a restful space in the Heart of the Hills. After a busy day exploring all that the Black Hills have to offer you will find a quiet place to relax, fix your meals and rest for another day of adventure. Relax on the deck and listen to the Hill City 1880 train whistle as it returns from its final run. Located in Hill City we are in the heart of everything you want to do. Mickelson Bike Trail runs through town. Mount Rushmore and Crazy Horse are within 15 miles.

Guest favorite

Home in Hill City

4.96 out of 5 average rating, 164 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.

Guest favorite

Cabin in Spearfish

4.97 out of 5 average rating, 342 reviews

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

Guest favorite

Rental unit in Lead

4.95 out of 5 average rating, 258 reviews

New Studio 5 Minutes from downtown Deadwood

Brand new above garage studio apartment with garage and outdoor parking, 5 minutes from downtown Deadwood, South Dakota. Property bordered by Black Hills National Forest and minutes to Friendship Tower. Close to Sturgis, Spearfish, Rapid City, Mt. Rushmore, Custer State Park and all the Black Hills has to offer.(Airbnb show us in Lead our property line is adjacent to Deadwood and on your GPS put Deadwood not Lead)

Guest favorite

Cabin in Custer

4.93 out of 5 average rating, 147 reviews

Tenderfoot Creek Retreat

Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

Guest favorite

Cabin in Hermosa

4.92 out of 5 average rating, 138 reviews

Beautiful Black Hills Cabin Centrally Located.

Beautiful Black Hills Cabin Centrally located on Hwy 40 West in Hermosa SD. This property is within 30 min of Keystone/Mt Rushmore, Hill City, Custer/Crazy Horse. Enjoy the Amazing views of the Hills and the abundance of wildlife from the covered patio. Two Bedrooms with Queen Beds. One large bathroom with walk in shower. Fully Furnished kitchen with all amenities, and Washer and Dryer.

Guest favorite

Guest suite in Hill City

4.96 out of 5 average rating, 107 reviews

The Stam Family Lodge on Tin Mill Hill

Enjoy a restful time in the central Black Hills surrounded by Ponderosa Pine and only 15 miles from Mount Rushmore. Stam Family Lodge on Tin Mill Hill is close to many exciting places to visit and is near an historic mining and milling site. With National Forest on two sides of the property, hiking and exploring opportunities abound.