Family-friendly holiday rentals in South Dakota

Cottage on the Lake

At the edge of a quiet, glassy lake stands a small cottage, where time seems to slow with the gentle rhythm of lapping water. Inside, the cottage is simple and inviting. The kitchen, modest and bright, equipped and ready for your first cup of coffee on the deck As evening settles, the world hushes. Fireflies begin their soft glow along the shoreline, and the water reflects the first shy stars. The cottage becomes a lantern against the darkening sky— a place of refuge, reflection, and quiet joy

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!

Beautiful Cozy Country Cabin

Kick back and relax in this calm, stylish space where you’ll feel right at home. The charming bedroom has a comfortable king sized bed and the living room has a queen size pull out couch. The kitchen is well stocked and has everything you’ll need. The bathroom has a walk in shower with toiletries. I put in a lot of effort to keep this space clean so that your stay is as comfortable as possible! Two miles from I 90. Lots of parking space. Cabin will be unlocked upon arrival.

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

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!

Horse Lovers Black Hills Bunkhouse

One of two cabins located on a working quarter horse ranch 4 miles south of Hot Springs. The Bunkhouse has a queen and bunk bed, shower, bathroom and a kitchenette with microwave, coffee maker, and small refrigerator. There is no wifi. We have facilities for guest horses. There are @ 35-50 horses on the ranch including. Abundant wildlife in the area which includes deer, turkeys, coyotes, foxes, bats, snakes , etc. The other cabin is listed under Bunkhouse 2 - Head Wrangler Cabin.

Pleasant Street Guesthouse.

Take it easy at this unique and tranquil getaway. Nestled in a quiet neighborhood in a small town not far from interstate 90 this home features all the amenities of larger home in a cozy package. Gas and groceries not far away. Enjoy the safety of a small town in the Midwest. Kitchen, Living room, loft, 2 bedrooms, pullout bed in couch, pack and play, washer and dryer. Smart TV in loft separate from living room. Kitchen, bathroom, living room, bedroom, laundry are all on ground level.

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!

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.

Hilltop Cottage

This recently remodeled home has been furnished to an excellent standard. It’s the ideal retreat for a secluded & nature-bound stay. The property is less than 2 miles from downtown Custer, less than 1 mile from Rocky Knolls Golf Course, and 5 miles from Custer State Park. We believe it’s the ultimate location to immerse yourself in the beauty of the Black Hills.

Family Friendly Home | Games, Toys & Books

Spacious family-friendly 4BR home perfectly located in Rapid City as your central Black Hills base! Enjoy a large backyard with basketball hoop, game room, kids' toys & games, fully stocked kitchen, and comfortable beds. Thoughtful touches throughout — ideal for creating memories near Mt Rushmore, Custer State Park, and more.