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Vacation rentals in Winner

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Top-rated vacation rentals in Winner

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Home in Valentine
Kate’s Place
Our home is located in a safe, quiet neighborhood on the northwest edge of the “Heart City” in the beautiful Sandhills of Nebraska. Deer often scale the chain link fence in our backyard for a snack when the apples ripen. Enjoy the small hometown, friendly atmosphere of Valentine. Downtown, just eight blocks away, you’ll find several quaint and unique shops featuring locally produced and crafted items.
$130 per night
Superhost
Guesthouse in Winner
Glory Be on the Prairie
Ten miles west of Winner, South Dakota, in the country on Highway 18. Private, shady location among the pines and trees with a view of the ‘Carter Hills’ to the West. Direct link from East to the West by using Highways 183 to interstate 90, Highway 44 to the Badlands and Rapid City or Highway 18 through the Rosebud and Pine Ridge Reservation to Custer State Park and Hot Springs.
$95 per night
Superhost
Guest suite in Winner
The Hide-A-Way
Have fun in the heart of pheasant country on the east edge of Winner, South Dakota. This newly remodeled space has been converted from an old lumber yard into a homey and comfortable space. It's less than a mile from town and is conveniently located on Us Highway 18. Within walking distance to the drive-in theater and local museum.
$65 per night

Other great vacation rentals in Winner

Superhost
Home in Winner
Grandma’s House - peaceful, 28 miles to Niobrara
$65 per night
Superhost
Home in Gregory
Peaceful and Fully Upgraded: 4 Bedroom House
$221 per night
Superhost
Home in Dallas
Sweet Home Dallas South Dakota
$94 per night
Superhost
Home in Gregory
Cozy 4 bedroom farm house
$135 per night
Superhost
Home in Valentine
Valentine’s Tourist Tenure— No Cleaning Fee!
$175 per night
Superhost
Cottage in Valentine
Prairie View Cottage
$146 per night
Superhost
Townhouse in Pukwana
1 Bedroom, fenced in pvt yard, no pet fee!
$150 per night
Superhost
Home in Springview
Quiet Neighborhood, Just a Jaunt from the River
$190 per night
Home in Winner
Cozy Little Getaway
$83 per night
Home in Colome
3 bed Hunter/Cowboy Bunk house in Country
$96 per night
Home in Dallas
Spacious 3 bedroom house
$130 per night
Home in Gregory
The Lodge
$300 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. South Dakota
  4. Tripp County
  5. Winner