The 30 Best Holiday Rentals in South Dakota

Ranked 1 out of 317 in the South Dakota region, as well as being 3 of 62 for holiday rentals in Sioux Falls.

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• “Quick stop. Toured downtown and Souix Falls…very nice”
• See more reviews of Blue House 2

Ranked 2 out of 317 in the South Dakota region, as well as being 2 of 23 for holiday rentals in Hill City.

• “Beautiful loft, stunning interior design and just as good as...”
• “Excellent stay! Looking forward to staying there again!!”
• “Great property with excellent location.”
• See more reviews of McGregor & Main - Luxury Lofts

Ranked 3 out of 317 in the South Dakota region, as well as being 1 of 10 for holiday rentals in Hot Springs.

• “Back to nature in adorable cabin”
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• “A great get away in a secluded location.”
• See more reviews of Sunrise Cabin at Highland Meadows

Ranked 4 out of 317 in the South Dakota region, as well as being 2 of 10 for holiday rentals in Hot Springs.

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• “My wife and I were here for a week for a quiet anniversary...”
• “I wish I cloud give it a better rating but that bed was miserable.”
• See more reviews of River Falls Lodging -Black Hills, South Dakota

Ranked 5 out of 317 in the South Dakota region, as well as being 1 of 32 for holiday rentals in Rapid City.

• “Good place to stay”
• “serene”
• “Wonderful!”
• See more reviews of Priceless Black Hills View

Ranked 6 out of 317 in the South Dakota region, as well as being 10 of 38 for holiday rentals in Deadwood.

• “Lee is wonderful. Rhonda is awesome. She helped me out and I cannot wait to go back next year to the same place totally”
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• “Amazing place”
• See more reviews of First Deadwood Cottages

Ranked 7 out of 317 in the South Dakota region, as well as being 2 of 32 for holiday rentals in Rapid City.

• “Clean, modern, very easy and quick checkin… great location”
• “great place to stay. would go there again”
• “Was everything you said about the apartment and was an excellent place to stay”
• See more reviews of Stylish ground level apartment close to everything

Ranked 8 out of 317 in the South Dakota region, as well as being 8 of 23 for holiday rentals in Hill City.

• “Great location and superb friendly staff (Maggie)!”
• “Would definitely stay here again…maybe in a bigger cabin, though.”
• “Hot water blues”
• See more reviews of Allen Gulch Cabins

Ranked 9 out of 317 in the South Dakota region, as well as being 6 of 34 for holiday rentals in Custer.

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• “Amazing everything.”
• “This was the best place we’ve stayed at in a long time.”
• See more reviews of Bearded Buffalo Resort

Ranked 10 out of 317 in the South Dakota region, as well as being 14 of 62 for holiday rentals in Sioux Falls.

• “Super comfortable in a quiet & pretty neighborhood”
• “Perfect one night stop”
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• See more reviews of Brick House

Ranked 11 out of 317 in the South Dakota region, as well as being 17 of 38 for holiday rentals in Deadwood.

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• “Fulfilling accommodations.”
• “Awesome place!”
• See more reviews of Centrally-Located Deadwood Apt with Mountain Views!

Ranked 12 out of 317 in the South Dakota region, as well as being 7 of 34 for holiday rentals in Custer.

• “Very good. What we expected”
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• “Very satisfied with our stay in Custer”
• See more reviews of Custer Apt in Heart of Town Shop, Dine, Hike

Ranked 13 out of 317 in the South Dakota region, as well as being 3 of 32 for holiday rentals in Rapid City.

• “Pleasant, comfortable stay.”
• “Would stay here again and spend more time in this area. There is so much to see”
• “Beautiful property at a fair price!!”
• See more reviews of Your Downtown Rapid City Base Camp!

Ranked 14 out of 317 in the South Dakota region, as well as being 4 of 32 for holiday rentals in Rapid City.

• “Amazing choice!”
• “It was a great location for our Black Hills vacation. If in the area again we will stay again.”
• “Enjoyed our stay. Met expectations for location.”
• See more reviews of Historic Log Cabin #14 at Horse Creek Resort

Ranked 15 out of 317 in the South Dakota region, as well as being 1 of 2 for holiday rentals in Kimball.

• “It far exceeded my expectations. Sorry I was only staying one night.”
• “Very comfortable and clean.”
• “Wonderful”
• See more reviews of Hunters Haven

Ranked 16 out of 317 in the South Dakota region, as well as being 5 of 13 for holiday rentals in Lead.

• “Wonderful”
• “Heaven in the hills”
• “Beautiful and centrally located home for a group”
• See more reviews of Whiskey Hills At Terry Peak

Ranked 17 out of 317 in the South Dakota region, as well as being 23 of 62 for holiday rentals in Sioux Falls.

• “The furnishings and amenities were amazing.”
• “we had a short but wonderful experience”
• “Great accommodations”
• See more reviews of The Warm & Inviting Place

Ranked 18 out of 317 in the South Dakota region, as well as being 4 of 8 for holiday rentals in Sturgis.

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• “Overall good!”
• “Fun at sturgis!!”
• See more reviews of Walk to Main St Sturgis Apt with Grill!

Ranked 19 out of 317 in the South Dakota region, as well as being 12 of 34 for holiday rentals in Custer.

• “It was a great experience. We will be back in March and will consider staying here again if it’s available.”
• “Beautiful property and worth the time and money”
• “Pretty setting, but gross cleanliness issues.”
• See more reviews of Hot Shot Hideaway

Ranked 20 out of 317 in the South Dakota region, as well as being 27 of 62 for holiday rentals in Sioux Falls.

• “Would absolutely stay at this house again!”
• “Clean, comfortable and roomy.”
• “It was a great place!”
• See more reviews of Grand Palace

Ranked 21 out of 317 in the South Dakota region, as well as being 5 of 32 for holiday rentals in Rapid City.

• “Comfy, cozy, excellent place to lay our heads and relax after a full day of sightseeing!”
• “Would happily stay again,cannot rate this stay highly enough!”
• “Location and communication with host was great.”
• See more reviews of Cozy 2 BDRM Vacation Rental - 1 Mile to Dtwn Rapid City

Ranked 22 out of 317 in the South Dakota region, as well as being 25 of 38 for holiday rentals in Deadwood.

• “This beautiful location is tucked right in the mountains,...”
• “Wonderful, will stay again in the future!”
• See more reviews of Modern Deadwood Apt with Mountain Views and Grill!

Ranked 23 out of 317 in the South Dakota region, as well as being 6 of 32 for holiday rentals in Rapid City.

• “Great location to visit sights in the area”
• “New one bedroom apartment.”
• “I will stay in this place again”
• See more reviews of Renovated building in the heart of Rapid City!

Ranked 24 out of 317 in the South Dakota region, as well as being 7 of 32 for holiday rentals in Rapid City.

• “Lovely place to stay with easy access to see the local...”
• “It was ok. We wouldn’t stay there again.”
• “Very good high tech apartment just needing some minor tweaks”
• See more reviews of Modern Luxurious Stay Bidet Lighted Mirror

Ranked 25 out of 317 in the South Dakota region, as well as being 14 of 23 for holiday rentals in Hill City.

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• “Excellent. Would stay again in a heartbeat, and recommend this place to family and friends.”
• “Poteet family vacation”
• See more reviews of Hill City Haven about 23 Mi to Rapid City!

Ranked 26 out of 317 in the South Dakota region, as well as being 27 of 38 for holiday rentals in Deadwood.

• “Nice roomy front rooms.”
• “Great time and getaway”
• “Great house!”
• See more reviews of Sleek Deadwood Getaway Less Than 1 Mi to Downtown!

Ranked 27 out of 317 in the South Dakota region, as well as being 8 of 32 for holiday rentals in Rapid City.

• “We could not have found a better place to stay with our extended family”
• “Location ”
• “The house and property were beautiful and comfortable.”
• See more reviews of Crooked Canyon Lodge

Ranked 28 out of 317 in the South Dakota region, as well as being 9 of 32 for holiday rentals in Rapid City.

• “Highly recommended and hosts are absolutely the BEST!!”
• “Kitchen area was nice looking, master was nice looking, ...”
• “Really close to town if you wanted to walk. Again this house was beautiful”
• See more reviews of Luxury Home w/ Private Patio Mins away from DT RC

Ranked 29 out of 317 in the South Dakota region, as well as being 10 of 32 for holiday rentals in Rapid City.

• “Place was clean and well kept.”
• “Peaceful location.”
• “We had a fantastic time.”
• See more reviews of Unique Barn Stay Close to The Hills

Ranked 30 out of 317 in the South Dakota region, as well as being 11 of 32 for holiday rentals in Rapid City.

• “Very clean and cute”
• “A great place to stay for all the sights we wanted to see in the area.”
• “Perfect place to relax!”
• See more reviews of Cozy Black Hills Nature Retreat with Private Deck!