Family-friendly vacation rentals in West Pennington

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Top-rated family-friendly rentals in West Pennington

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Lead

4.97 out of 5 average rating, 179 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Guest favorite

Guesthouse in Rapid City

4.91 out of 5 average rating, 636 reviews

Priceless Black Hills View!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Guest favorite

Chalet in Lead

4.97 out of 5 average rating, 236 reviews

Spearfish Canyon Skye lodge

Skyelodge is one of a few vacation rental in Spearfish Canyon. Located on a cliff wall in the heart of Spearfish Canyon. A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. hi

Guest favorite

Home in Spearfish

4.98 out of 5 average rating, 254 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Guest favorite

Rental unit in Deadwood

4.98 out of 5 average rating, 244 reviews

Aggies 1895 Saloon & Brothel Deadwood Main Street

The former Ayres Hardware (founded 1876) Store, loaded with history and charm! One of the few merchants who would not sell or convert to a casino when the gambling boom began in Deadwood. Walking distance to Saloon #10, Kevin Costner's Midnight Star, Franklin Hotel and many other historic Deadwood attractions. You’ll love the location and coziness. Perfect for couples, solo adventurers, business travelers, and families (with kids).Aggies is a restored 2 1/2 bed apt/brothel all inclusive .

Guest favorite

Home in Hill City

4.98 out of 5 average rating, 107 reviews

The Farmstead Vacation Rental.

Welcome to the Farmstead. Our 2500 square foot ranch style house has 4 bedrooms, 2 ½ baths, two living rooms and two kitchens. There are two decks and a patio area and a large combo gas/charcoal grill. We are located just east of Hill City with easy access to many of the Black Hills National Forest attractions such as Mount Rushmore, Crazy Horse, the 1880 Train, Custer State Park and the Mickelson Trail. This central location allows easy access to everything the Black Hills has to offer.

Guest favorite

Vacation home in Keystone

4.96 out of 5 average rating, 108 reviews

The Viewhouse - Hinterwood Inn & Cabins

We are Hinterwood Inn & Cabins. Find us online for additional property photos and reviews. The Viewhouse sleeps up to 8 people, including children. It has 3 bedrooms, each with a full bathroom, and a daybed/ trundle in the living room for additional sleeping. It's centrally located to major attractions with beautiful views. Enjoy privacy and hiking right from the property. It's on two levels which requires use of stairs, but there is an alternative entrance if stairs are an issue.

Guest favorite

Cabin in Rapid City

4.97 out of 5 average rating, 211 reviews

Cozy Cabin Black Hills

Breathtaking setting and incredible views! Family-built comfy cabin. Microwave, fridge, coffee maker, toaster, electric frying pan, crockpot, hot plate, satellite TV, dinette table/chairs, picnic table, propane grill. Creek side. Huge lawn to play! New flat screen TV! Great hiking trails! New deck. Limited cell service. Pet friendly! Dogs and cats please, no other pets. :) Wifi. Self-check in. Newly renovated bathroom! Swing set, playhouse and sandbox on site for the kids. 😁

Guest favorite

Cabin in Hill City

4.9 out of 5 average rating, 259 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

Home in Rapid City

4.94 out of 5 average rating, 506 reviews

Rapid City Black Hills Westside Home 1

The home is in a great location in Rapid City, minutes from downtown, easy access to trails and paths, and a good starting point for exploring the Black Hills! We welcome dogs in our home. No cats! Additional fee will be added if cat is “snuck” into home! There is a nice fully fenced back yard, plenty of off street parking, as well as use of the garage (low clearance). I am happy to help with trail maps and directions as you kick off your adventures in the Black Hills.

Guest favorite

Guest suite in Rapid City

4.93 out of 5 average rating, 101 reviews

Beautiful & Convenient Studio Apartment

A cozy basement studio on the west side of Rapid City, within walking distance of Canyon Lake, Meadowbrook Golf Course, and the bike path. Hosted by a welcoming family in a quiet neighborhood, it's perfect for traveling professionals, small families, and couples. **Our family lives upstairs with young children who are home during the day. We strive to maintain a quiet environment for our guests, particularly in the evenings, though some noise is to be expected.**

Guest favorite

Cabin in Custer

4.95 out of 5 average rating, 175 reviews

Black Hills Custer:AC+DirecTV+Wi-Fi+Washer/Dryer

Sleeps 5-6 Comfortably Max of 7 Guests (Note: only 1 bathroom) Master bedroom: 1 Queen Bed Add'l bedroom: 1-Queen bed plus 1 Full Bed and 1 Twin Trundle Bed Living Room: 1 Couch (NOT a sofa sleeper) Delightful cabin on 3 acres with a valley view close to everything! The Needles and Black Elk Peak (Harney Peak) are visible from the cabin. This Custer cabin is only a 25 min drive away from Mt. Rushmore, minutes from Custer State Park, and Crazy Horse.