Vacation rentals in Winner

Chamberlain 2 Bdrm Cabin, with Man Cave, sleep 4-6

2 bedroom cabin connected to the heated man cave includes a kitchen, dining table, microwave, sink, refrig, oven; 1 bedroom with queen bed, 1 bedroom with bunk beds , a pull-out sofa in living room, and full bathroom. Washer & dryer available. Large gravel parking lot pull thru Cabin sits on 3-acre lot with wildlife, impeccable views of Missouri River and the sunset. The property is quiet, away from crowds, offers easy access from Hwy 50, Close to American Creek Marina, downtown Chamberlain

The Log Cabin

Log cabin just minutes away from the Missouri River, public beach, marina & airport. Plenty of indoor and outdoor space for entertaining. Perfect for family gatherings, fishing and hunting trips. This This three-story cabin can sleep up to 14, includes 5 bedrooms, 10 beds and 3 bathrooms. Fully loaded kitchen with plenty of seating, front/rear decks and walkout basement. Large loft. Garage has game room with mini pool table & foosball. Outdoor propane grill, large yard, swing set & playhouse.

Valentine’s Tourist Tenure

Valentine’s Tourist Tenure is Located right off HWY 97 on your way to Merritt Dam. We would love to host you during your time in the Heart City! Our cozy little space has all that you will need for time away and we aim to make you to feel right at home. It is located close to the Bait shop and all of the restaurants, gas stations, Scotty’s Ranchland Foods, and more. There is plenty of room on the property for parking your RV, trailer, or boat as well. We can’t wait to host you for you stay!

Carriage House - Private Dwelling. 3 beds, 1 bath

The Carriage House is a private, separate dwelling located on the property of Molly's Manor B&B. Unique and comfortable, 525 sq. ft. No step entry. Main floor includes a bedroom with one Queen-size bed, a cozy living room, fully equipped kitchen with appliances and cookware, and bathroom with a large shower; W/D. Two full-size beds in the upstairs loft, including a futon. Non-smoking, pet-free. Minisplit for AC/heat, Smart TV and WiFi. Plenty of parking for vehicles/boat.

2 bdrm, 3 bed, fncd pvt yard, no pet fee!

Duplex built in 2016, each unit has their own fenced-in yard, washer/dryer, microwave, A/C. Upstairs unit shown is a 2 bed, 1 full bath, w/ queen Temperpedic bed in master and twin over full bunk bed in 2nd bedroom, leather feather couch, patio table & chairs, firepit. 10 min. to Chamberlain schools, hospital & nursing home. Less than 5 min to Interstate I-90 and highway roads leading to Chamberlain and Ft. Thompson. This unit is upstairs.

The Kozy Kottage

Welcome to The Kozy Kottage, our home away from home. We look forward to hosting you in this space we have created to encourage some of our favorite things - relaxing mornings filled with good coffee, cooking favorite meals together, gathering with family and friends to visit or play games, and nights of peaceful rest. We hope you will feel as comfortable here as we do!

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!

Grandma’s House - peaceful, 28 miles to Niobrara

Enjoy the peace and quiet of this quaint old farmhouse on a working farm/ranch in the country, 28 miles to Niobrara River in Nebraska, 26 miles to Sparks, for tubing and canoeing, 45 miles to Valentine, Nebraska, 28 miles from Winner, SD. Ask about a camper hookup, outdoor arena for riding, weather permitting, and pens for your horses.

Racquet on Elm Street

Welcome to Racquet on Elm St. Situated in a quiet neighborhood just minutes from the Missouri River/Lake Francis Case, this lodge-style home is designed for comfort, relaxation and fun. This spacious 3BR/2.5BA home, spanning over 2,400 square feet, was completed in April 2019 and includes its very own private attached racquetball court.

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.

Muleshoe Creek Guesthouse overlooking the Niobrara

Take it easy at this unique and tranquil getaway. Overlooking the Niobrara River Valley you are minutes away from floating the Niobrara National Scenic River, exploring Smith Falls, hitting up a Norden dance, or golfing one of the many golf courses in north central Nebraska. These are just a few of the adventures that await.

Spacious Duplex Getaway

Bring the whole family to this great place with lots of room for fun. Great screened in porch for evening sitting, family games including a foosball table. Full kitchen, washer & dryer, smart tv, and fireplace. The Co-Host live on the other side. The duplex is located only 15 miles from the Missouri River.