Vacation rentals in Tripp County

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Top-rated vacation rentals in Tripp County

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

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Home in Colome

4.92 out of 5 average rating, 13 reviews

3 bed Hunter/Cowboy Bunk house in Country

Book this for your family/hunting trip! Older simple house with 3 beds, a couch hide-a-bed, w enough room in one bedroom to add an air mattress. 1 bathroom. Full Kitchen with stove, fridge, micro & dishes. Window AC. Large yard. We even have pens for your horses/cattle and an indoor arena to ride in for additional fees. Dogs welcome but must be kenneled outside. NO smoking. If you want new & fancy, this place is not for you. We offer clean beds in a great rural setting.

Guest favorite

Home in Winner

4.91 out of 5 average rating, 70 reviews

Cozy Little Getaway

*if calendar does not show availability for your desired dates please direct message me regarding availability - or book through this website directly that has updated calendar https://cozylittlegetaway.lodgify. com (remove the space between . and com to get link to work) Relax with the whole family at this peaceful place to stay. Great location, centrally located in Winner. 5 bedroom 1.5 bathroom. Fully stocked with anything and everything you may need for your stay.

Private room in Winner

4.8 out of 5 average rating, 5 reviews

Mabel's apartment

Quiet neighborhood, cleanrooms, comfortable beds, affordable price. Living area is a basement apartment with private entrance through the garage. We can sleep up to eight people comfortably. There is a small kitchen with refrigerator, stove, sink, microwave, coffee pot, toaster and dishes. Washer and dryer for using when needed. We do require a deposit of one night stay of $100.

Guest favorite

Guesthouse in Winner

4.97 out of 5 average rating, 128 reviews

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.

Guest favorite

Guesthouse in Winner

4.97 out of 5 average rating, 37 reviews

The Rustic MP6

Relax with the whole family at this peaceful place to stay. two bedrooms one queen bed other full bed. the living room has two sofas with beds in them. they are full size and queen size beds. Just recently added a rollaway bed (twin size) can host up to 5-9 people if you don't mind sharing a bed. no smoking or no pets inside. beautiful view!

Guest favorite

Guest suite in Winner

4.94 out of 5 average rating, 124 reviews

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.