Family-friendly holiday rentals in South Dakota

Cabin on 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!

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

Intimate lake-side cabin with cozy outdoor space

Relax in this newly renovated, modern cabin. An easy 40 minutes from Sioux Falls, its truly lakeside location lets you wake up to the sound of crashing waves just outside your bedroom window. Enjoy a peaceful morning coffee on the deck, then explore the lake via kayak, and finish your day by coming up to a romantic fire under the gazebo. Perfect for a couple’s getaway. Convenience store and Hillside restaurant located within walking distance. Lakes Golf Course is 1.4 miles away.

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Inspiration Ranch-HOT TUB/lower unit/SUPER CLEAN!!

PLEASE READ!! Welcome to Inspiration Ranch, located in a safe, new neighborhood with quick access to restaurants, shopping, and stores. This private lower unit has its own entrance via the garage stairs. Enjoy full access to the entire space featuring tall ceilings, large windows, and an open, inviting layout. You’ll feel right at home the moment you arrive—perfect for relaxing or exploring the area! Guests are always happy and comfortable here! ✨ PLEASE READ MY REVIEWS!

Lookout Loft Treehouse

Welcome to the Lookout Loft Treehouse! Find a retreat in this peaceful hilltop oasis just a short 20 min drive out of Sioux Falls, SD. Sleep in the clouds on your dreamy pillow top mattress, wake up to stunning 360 degree views overlooking the surrounding countryside. Enjoy a cup of coffee on the wraparound deck, a propane fire on the mid-level deck and a dip in the hot tub at ground-level. Space includes a kitchenette, bathroom, and sleeping quarters, with AC and heat.

Classic Monroe, 2 blocks from The Monument Civic

Welcome to our Classic Monroe home. This property features 3 bedrooms and 1 bath. Family fun is just around the corner with an arcade in the basement. Sleeping accommodations include a two queen sized beds, and four twin size beds. Additional features of the home include a full kitchen, a full sized refrigerator, stove, microwave, K-cup maker, & air fryer. This home is located one block off a main street to Downtown and two blocks from The Monument Event Center.

Horse Lovers Black Hills Bunkhouse

This is one of two cabins located on our working quarter horse ranch nestled in the splendor of the Southern Black Hills, of South Dakota. 4 miles from Hot Springs. Modern bunkhouse with queen and bunk bed, shower, and a kitchenette with microwave, coffee maker, and small refrigerator. There is no wifi in the bunkhouse. We can also accommodate your horses The other cabin is listed on Airbnb under Horse Lovers Bunkhouse 2 - Head Wrangler Cabin.

Rustic Modern Tiny House Next To Custer State Park

Enjoy this modern Tiny House, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in this rustic gem.

Spacious modern, cozy now offering 5 bedroom home.

Welcome to your home away from home! This is a perfect place for a business traveler, family on the road or simply those visiting our beautiful city. Our spacious cheerful home sits on a culdesac, offering a quiet and relaxing environments with breathtaking backyards views to include the winter months and gorgeous summer sunsets.Come and experience the beauty South Dakota offers. 24 hrs self check-In Available.

Experience a stay at the delightful firetower

You won’t forget your time in this unique cozy and romantic place! The place is great for a couple, solo adventures and small families. The house has easy access from sheps canyon road. The tower is 3 stories so there are steps up to each level. The third story has breathtaking views of the black hills and a full wrap around deck!! This is a truly unique experience with many amenities and comforts of home.