
Holiday rentals in South Dakota
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Top-rated holiday rentals in South Dakota
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Spearfish Canyon Skye lodge
Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . 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. GREAT COUPLES RETREAT!

Creekside Sanctuary
Creekside Sanctuary is a 6+ acre paradise for families, friends, celebrations or retreats. Naming this property was not easy, not only is this a Sanctuary for relaxation and rejuvenation, guests can also enjoy the popular site seeing and abundant wildlife native to our beautiful Black Hills. Whether winter or summer, there are activates nearby - fishing, hiking, skiing, snowmobiling, ice skating. The large yard is host to deer and turkey, an ideal gathering spot for celebration, fun and games.

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.

Arn Barn Cabin
Great cabin with lovely views from the covered porch in the Terry Peak area. Two bedrooms, both containing queen beds, one of these adjustable, the other with a fold-out chair for extra space if needed. One level, open floor plan with a large comfortable sectional that will also pull out into a bed if additional sleeping space is needed. Outdoor fire pit and grill available for your use. Fully stocked kitchen to make you feel right at home while enjoying the Black Hills.

Relax at Columbine Cabin at Highland Meadows
Escape to a cozy cabin tucked into on a private mesa at Highland Meadows Resort. Columbine is the third cabin on the mesa. It's surrounded by pine trees and open sky, this inviting retreat offers comfort, privacy, and daily visits from deer, rabbits, and wild turkeys. Recently upgraded with an Uptown Urban mattress (incredibly comfortable), solid wood bed frame, and new art featuring a native flower species: white poppies.

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.

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.

Mirror Cabin in the Black Hills
You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. 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.

Steel Pines Cabin on Maitland rd.
Secluded A-frame retreat in the Black Hills near Lead, SD. Unwind in your private hot tub, relax in the sauna, and take in peaceful forest views from the deck. Cozy interior with a pull-out sofa for extra guests. Enjoy a fire under the stars, total privacy, and a true escape to nature—perfect for reconnecting, recharging, and making lasting memories.

Kate's Cottage on the Peterson Farm
A lovingly restored, 1930's cottage on the historic Peterson Farm on a county highway near Beresford, SD. Our farm will be 135 years old in 2026! Peace and quiet in a beautiful rural setting. A light, homemade breakfast delivered to your door and an invitation to join us if we're making wood-fired pizza. Just relax!
Popular amenities for South Dakota holiday rentals
Other great holiday rentals in South Dakota

Beautiful Cozy Country Cabin

Whispering Pines Cabin w/ Hot Tub

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Hot Tub | Sauna | Pickleball | Game Room

Black Hills View • Deck • Fireplace •DT 4 mins •WD

Allard Tower

Hillside Safari Glamping For 2 w/Private Bath 18+
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