The 30 Best Holiday Rentals in South Dakota

Ranked 1 out of 223 in the South Dakota region, as well as being 5 of 56 for holiday rentals in Rapid City.

• “great place to stay. would go there again”
• “Was everything you said about the apartment and was an excellent place to stay”
• “Black hills 2023”
• See more reviews of Stylish ground level apartment close to everything

Ranked 2 out of 223 in the South Dakota region, as well as being 4 of 57 for holiday rentals in Sioux Falls.

• “Absolutely wonderful accommodations and the owner communicated with us extremely well!”
• “This was exactly what we needed to be able to relax and hang out with our son and daughter-law.”
• “Very nice and comfortable!”
• See more reviews of Blue House 2

Ranked 3 out of 223 in the South Dakota region, as well as being 1 of 7 for holiday rentals in Hot Springs.

• “Cosy, friendly”
• “Lovely back yard with a stream.”
• “Wonderful value and location.”
• See more reviews of River Falls Lodging -Black Hills, South Dakota

Ranked 4 out of 223 in the South Dakota region, as well as being 10 of 56 for holiday rentals in Rapid City.

• “We loved the view and the weather was in the 60s with lots of dusk sun. Beautiful area and so quiet”
• “Perfect quiet place to stay.”
• “Comfortable and clean--”
• See more reviews of Priceless Black Hills View

Ranked 5 out of 223 in the South Dakota region, as well as being 4 of 8 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 6 out of 223 in the South Dakota region, as well as being 9 of 29 for holiday rentals in Deadwood.

• “Great spot.”
• “Wonderful owners.”
• “Not to far of a walk”
• See more reviews of First Deadwood Cottages

Ranked 7 out of 223 in the South Dakota region, as well as being 7 of 23 for holiday rentals in Hill City.

• “Comfy, cozy little cabin for 2 people.”
• “We will stay there again.👍🏼”
• “Will not be going back.”
• See more reviews of Allen Gulch Cabins

Ranked 8 out of 223 in the South Dakota region, as well as being 15 of 56 for holiday rentals in Rapid City.

• “Beautiful property at a fair price!!”
• “Nice modern apartment close to Main Street.”
• “A good location and spacious apartment with numerous amenities.”
• See more reviews of Your Downtown Rapid City Base Camp!

Ranked 9 out of 223 in the South Dakota region, as well as being 16 of 29 for holiday rentals in Deadwood.

• “Would stay again if in Deadwood”
• “This location was very clean and comfortable.”
• “Perfect!”
• See more reviews of Homey Deadwood Apartment in Convenient Spot!

Ranked 10 out of 223 in the South Dakota region, as well as being 11 of 26 for holiday rentals in Custer.

• “Great stay in historic Custer”
• “Lovely stay in Custer!”
• “It was convenient for food and close to Mt Rushmore and...”
• See more reviews of Custer Apt in Heart of Town Shop, Dine, Hike

Ranked 11 out of 223 in the South Dakota region, as well as being 14 of 23 for holiday rentals in Hill City.

• “Great location, friendly staff, good value for the money”
• “Great base to venture out into the Black Hills”
• “5 year Wedding Anniversary”
• See more reviews of Chalet

Ranked 12 out of 223 in the South Dakota region, as well as being 21 of 29 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 13 out of 223 in the South Dakota region, as well as being 1 of 2 for holiday rentals in Kimball.

• “Wonderful”
• “Never stayed anywhere so clean and affordable!”
• “This is a very comfortable and well equipped house, we had...”
• See more reviews of Hunters Haven

Ranked 14 out of 223 in the South Dakota region, as well as being 30 of 56 for holiday rentals in Rapid City.

• “Awesome”
• “will stay here again”
• “A very nice sized apartment space.”
• See more reviews of Renovated building in the heart of Rapid City!

Ranked 15 out of 223 in the South Dakota region, as well as being 14 of 26 for holiday rentals in Custer.

• “Great value, great hosts, cabin needs to be cleaner.”
• “Perfect place for that experience and change from the rat race of the busy hotel life.”
• “This cabin was excately what I was looking for.”
• See more reviews of Renegade Log Cabin

Ranked 16 out of 223 in the South Dakota region, as well as being 9 of 17 for holiday rentals in Keystone.

• “It was such a beautiful place, I hope to stay again next year.”
• “So relaxing and close to everywhere we wanted to ride our motorcycles”
• “The layout of the house was great & loved how big &...”
• See more reviews of Cabin with Deck and Fire Pit, 9 Mi to Mt Rushmore!

Ranked 17 out of 223 in the South Dakota region, as well as being 15 of 26 for holiday rentals in Custer.

• “Awesome”
• “had a good time.”
• “The property was perfect for our family get together to celebrate an out of state wedding.”
• See more reviews of Desperado

Ranked 18 out of 223 in the South Dakota region, as well as being 5 of 7 for holiday rentals in Sturgis.

• “Great, quiet location within walking distance of main street with great³ accommodations”
• “It was a great stay. 👍”
• “A GREAT RIDE FROM TEXAS ON THE BIKES”
• See more reviews of Cozy and Convenient Sturgis Apt Off Main Street

Ranked 19 out of 223 in the South Dakota region, as well as being 17 of 26 for holiday rentals in Custer.

• “Nature and peaceful place to spend the weekend”
• “Wilderness life.”
• “It was phenomenal!”
• See more reviews of Papoose

Ranked 20 out of 223 in the South Dakota region, as well as being 36 of 56 for holiday rentals in Rapid City.

• “I would rent again.”
• “our stay was awesome, and pet friendly🥰”
• “Perfect place quite neighborhood!”
• See more reviews of Cozy Rapid City Retreat Perfect for Exploring!

Ranked 21 out of 223 in the South Dakota region, as well as being 6 of 8 for holiday rentals in Lead.

• “lots of room, totally furnished kitchen.”
• “t”
• “Even with the two minor issues, our family enjoyed our stay immensely. Highly recommend.”
• See more reviews of Lead Vacation Rental with Hot Tub, 2 Mi to Deer Mtn!

Ranked 22 out of 223 in the South Dakota region, as well as being 18 of 26 for holiday rentals in Custer.

• “A wonderful place to stay in God's beautiful country!”
• “Fast we left early because we had a lot to see but Pat was great helpful and very sweet we would c A”
• “Cabin in the woods!”
• See more reviews of Pancho's Hideout

Ranked 23 out of 223 in the South Dakota region, as well as being 17 of 23 for holiday rentals in Hill City.

• “Glad to have the hot tub and swimming pool.”
• “It was just ok, not horrible but not great, the way it is advertise and the pictures are misleading.”
• “The staff were friendly and the room was clean”
• See more reviews of Black Hills Luxury Suites

Ranked 24 out of 223 in the South Dakota region, as well as being 39 of 56 for holiday rentals in Rapid City.

• “Over all we were very pleased with our stay.”
• “Wonderful stay. Loved the location. Matt and Jami were super responsive and helpful.”
• “Wonderful get away”
• See more reviews of Downtown 1 Bedroom Charmer - Walk, Bike, Enjoy!!

Ranked 25 out of 223 in the South Dakota region, as well as being 7 of 8 for holiday rentals in Lead.

• “We had so much fun in a nice cozy place!”
• “Very clean pleace, and it has everything you may need there...”
• “Great location”
• See more reviews of Family Cabin with Hot Tub and Patio - 9 Mi to Deadwood

Ranked 26 out of 223 in the South Dakota region, as well as being 19 of 26 for holiday rentals in Custer.

• “Had to call for the key but other than that it met pur...”
• “Great time”
• “We would stay again. He advertised correctly. Not for picky people. Price was exactly as it should b”
• See more reviews of Cabin 1. For freedom loving simple not picky people. Rental cars available.

Ranked 27 out of 223 in the South Dakota region, as well as being 18 of 23 for holiday rentals in Hill City.

• “Fabulous. And I’ll be back.”
• “Beautiful place!!”
• “Excellent Rental and conveniently located”
• See more reviews of McGregor & Main - Luxury Lofts

Ranked 28 out of 223 in the South Dakota region, as well as being 41 of 56 for holiday rentals in Rapid City.

• “A Great place to stay!”
• “If we were ever to come back to Rapid City we would definitely stay again.”
• “would return”
• See more reviews of Modern Luxury Bungalow steps from DT Activities

Ranked 29 out of 223 in the South Dakota region, as well as being 20 of 26 for holiday rentals in Custer.

• “Location, close to the sites we came to see.”
• “We had a great family vacation.”
• “We will stay again”
• See more reviews of Trails End Lodge

Ranked 30 out of 223 in the South Dakota region, as well as being 8 of 12 for holiday rentals in Spearfish.

• “Beautiful”
• “The space was good, the lot is wonderful, and the hosts were...”
• See more reviews of Family-Friendly Getaway on 12-Acre Trout Farm