Winner Holiday Rentals

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Holiday Rentals in Winner

Cozy Little Getaway, Winner, SD

10.0 out of 10, Exceptional, (4)
"This is an absolutely beautiful home rental. Highly recommend. The host has everything you need including coffee pods, creamer options and games. "
The price is AU$288
includes taxes & fees
1 Dec - 2 Dec
Cozy Little Getaway, Winner, SD

The Ranch You Love

9.6 out of 10, Exceptional, (15)
"My stay here was great. The amount of rooms fit our needs for how many people we had going on this trip. It is not far from some entertainment in Dallas. And also nor far from our hunting spot in winner. Will definitely be back again next year. "
The price is AU$438
includes taxes & fees
1 Dec - 2 Dec
The Ranch You Love
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Winner you may be interested in

Holiday Inn Express & Suites Winner, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (290)
"Never have had a bad stay here. Home away from home"
The price is AU$191
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express & Suites Winner, an IHG Hotel

Super 8 by Wyndham Winner SD

2.0 star property
7.8 out of 10, Good, (262)
"Clean, Quiet, and convenient"
The price is AU$108
includes taxes & fees
23 Dec - 24 Dec
Super 8 by Wyndham Winner SD

Knights Inn Winner

1.5 star property
5.4 out of 10, (70)
"I stayed at this hotel because I was in Winner, South Dakota to go pheasant hunting with my dog. The hotel is absolutely accommodating for hunters with dogs. The staff were friendly and helpful. The hotel has a very good continental breakfast. I will stay in Knights Inn the next time I am hunting in Winner. South Dakota. "
The price is AU$142
includes taxes & fees
4 Dec - 5 Dec
Knights Inn Winner
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Winner?

Yes, there are holiday rentals close to the most popular sights in Winner, or you can select a more secluded option if you're looking for a relaxing stay. Winner is known for its golf courses and churches. Make sure you have time to check out the monuments while you're in the area.

What are some of the best holiday rentals that Winner has to offer?

The Ranch You Love: This holiday home rental outside of Winner is located in a rural location, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Winner?

Take time out to visit local sights such as Winner Country Club, Winner City Pool, and Tripp County Veteran’s Memorial.

What are holiday rentals like in Winner?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winner. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.