
Holiday rentals in South Dakota
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Top-rated holiday rentals in South Dakota
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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

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!

Cabin w/Hot Tub on Terry Peak-10 miles to Deadwood
Welcome to Golden Nugget Retreat on Terry Peak, where endless outdoor adventures happen! The cabin offers 3 bed 2 bath, a fully furnished kitchen, laundry room, smart TV's, Foosball table, games and a gas fireplace. Go outside and relax in the hot tub or enjoy the patio furniture on the private deck surrounded by pine forest views. Adventure out for some hiking, biking, skiing at Terry Peaks or exploring hundreds of miles of ATV/snowmobile trails. Or check out the historic town of Deadwood

Harley Court Loft
Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Southern Hills Tiny Home
Sleep soundly in a beautiful country setting. Awake refreshed just minutes from many Black Hills attractions. Mt. Rushmore 41 mi. Custer 20 mi. Hot Springs 18 mi. Custer State Park 24 mi. Wind Cave 17 mi. Adjacent to the Mickelson Trail and minutes from hundreds of miles of Black Hills National Forest trails. Wildlife is abundant in the Southern Hills, including deer, turkeys and elk. Or just sit back and relax as you watch the horses graze in the pasture or take in the endless night sky.

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.

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.

Fire Lookout Tower Next to Custer State Park
Enjoy this newly built 2023, modern Fire Lookout Tower. Suspended in the air over welded metal flared beams. Located just 5 minutes to Custer State Park. Experience some of the most unique views of rock formations while you drink your morning coffee. Open floor plan with 1.5 bathrooms all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a 2 minute drive to downtown Custer. Feel refreshed when you stay in style at this cozy 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.

Historic Modern 1 Bedroom Downtown Luxury Flat
Enjoy a stylish experience at this centrally-located newly renovated apartment! This beautiful large studio apartment is nestled right between West Blvd (Historic Neighborhood) and Mt. Rushmore Rd. Perfectly located in a peacefully quiet neighborhood, minutes from Interstate 90 or Hwy 16 and blocks from the fun of Downtown Rapid City.

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

Luxury Escape w/Hot Tub, Firepit and Barrel Sauna

Luxe apt., sleeps 4 with wildlife & canyon views!

Black Hills Hideaway • Private + Hot Tub

A Peaceful Winter Glamping Hideaway

Luxury Gold Mine Cabin - 4 Mi to Deadwood Casinos

Micky’s Cabin in Black Hills SD.

GlassLodge, SD Bucketlist to Stay
Destinations to explore
- Beachfront rentals South Dakota
- Barn rentals South Dakota
- Guest house rentals South Dakota
- Villa rentals South Dakota
- Campsite rentals South Dakota
- Chalet rentals South Dakota
- House rentals South Dakota
- Resort rentals South Dakota
- Rentals with a sauna South Dakota
- Apartment rentals South Dakota
- Pet-friendly rentals South Dakota
- Loft rentals South Dakota
- Rentals with a washing machine and dryer South Dakota
- Rentals with lake access South Dakota
- Lakehouse rentals South Dakota
- Rentals with pools South Dakota
- Rentals with an EV charger South Dakota
- Townhouse rentals South Dakota
- Private suite rentals South Dakota
- Motorhome rentals South Dakota
- Boutique hotels South Dakota
- Rentals with a kayak South Dakota
- Hotel rooms South Dakota
- Ski-in/ski-out rentals South Dakota
- Rentals with a patio South Dakota
- Rentals with beach access South Dakota
- Waterfront rentals South Dakota
- Family-friendly rentals South Dakota
- Flat rentals South Dakota
- Cabin rentals South Dakota
- Rentals with a cinema South Dakota
- Rentals with a hot tub South Dakota
- Rentals with an accessible-height toilet South Dakota
- Rentals with a firepit South Dakota
- Bed and breakfasts South Dakota
- Rentals with outdoor seating South Dakota
- Tiny house rentals South Dakota
- Farm stay rentals South Dakota
- Rentals with a fireplace South Dakota
- Holiday home rentals South Dakota
- Rentals with breakfast South Dakota
- Cottage rentals South Dakota
- Fitness-friendly rentals South Dakota




