Family-friendly holiday rentals in Hill City

Historic Registry Victorian in Perfect Location!

"Apple Blossom" is a Magnificent 1906 Victorian on Historical Registry-5000+ SqFt! Huge dining room seats 24, 5+ bedrooms sleep 16+ Perfect for family reunions/weddings. Pro-grade kitchen remodel w/3 ovens in Apr’ 23. Prime location 1 block from Main Street shopping-within 4 blocks of 18 bars/restaurants. 5-car parking lot, plus flat 80-ft paved driveway (great for trailers). 1 min-I90, 25 min-Deadwood, 30 min-Terry Peak Ski Area, 35 min-Sturgis, 75 min-Mt. Rushmore, 60 min-Devil's Tower

Journeys End--Guest house in the Black Hills

Guest house perfect for a quiet relaxing stay in the middle of pine trees, mountains, and meadows. Relax with us in the quiet beauty of the Black Hills. Deer, turkeys, rabbits, chipmunks are seen on the property--often right out your window. Children's playground, deck on mountaintop and 26 acres of meadow/forest to roam. 3 miles outside Custer Rock shop at our home and welcome rock-hounds. Guest house is in the back of our shop--separate from the house. Private concrete covered patio.

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 209 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

Black Hills Getaway - Country Setting

This space is part of our home, the entire 1st floor of a 3 story home. We live on upper floors. Space is 3 bedrooms, bathroom with shower, outdoor space w/seating, grill, separate entry. Living room and food prep area with fridge, microwave, toaster, coffee maker, toaster oven, tea kettle, dishes, silverware (no kitchen sink). Quiet location 4 miles from Spearfish. 42 acres with scenery, hiking trails & wildlife. No smoking/vaping etc on premises. Not suitable for kids under 8 yrs.

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. 😁

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.**

Haylie's Hideaway

Retreat to your next vacation cabin at Haylie’s Hideaway. Tucked into the hillside, you’ll enjoy a quiet hideaway with breath-taking views of the Black Hills. This cabin is located at Terry Peak Ski Area. With 3 bedrooms and 2 bathrooms, this cozy cabin sleeps 6 and is the perfect size for family, friends or any vacationers. Haylie’s Hideaway is also a pet friendly cabin, so no family member gets left out of your vacation plans.

Beautiful secluded home!

Our beautiful home is cozy but roomy. It has four spacious bedrooms and three full baths. Located at the base of Skyline Drive, and close to many hiking trails, biking trails, public pool and minutes from restaurants and downtown. Mount Rushmore, Keystone, Needles Highway are a beautiful 30 minute drive. Parklike backyard with a propane fire pit. The wood fire pit isn't available for use due to our dry summers. Perfect getaway!

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.