
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.

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!

The Lodge
Located on the Edge of town in Gregory, South Dakota. pop 1250. A great place to stay when visiting the area or family. Large grassy yard, easy to find, clean and comfortable. We have an outdoor space with tables and a grill. Gregory County is in the Pheasant Triangle, Known for Big Whitetail, and is 35 mins from the Missouri River. Pets are allowed Outdoors in the kennel area. Please no pets indoors. Please send us a message if you have any questions or need help with a booking.

Where the Wild Things Are
Come visit our house just north of the Niobrara River in the little community of Springview, NE. Where the wild things run - around here you can find antelope, elk, whitetail deer, mule deer and so much more. We offer three bedrooms and two bathrooms, washer/dryer, full kitchen with the necessary cooking utensils, grill, heat/AC, and your own TV in every room. We are finishing up a remodel winter 2024. Family Friendly. Come visit and see all of what northern Nebraska has to offer.

Annie's House
This lovely home was built in 1890 for Mr. Charles Hiram Cornell. He was a Nebraska State Senator in 1888 and was also the Founder of the First National Bank in Valentine, as well as Cornell Dam With a great central location, the house is within walking distance to local restaurants, coffee shops, and shopping. Owned by one family since the 1950’s, it is named for my mother Annie, who loved living here. Please enjoy making your own memories in this home, and in the Heart City!

The Old Hayloft
Adventure awaits you in this rustic getaway. Just a short drive off of HWY 183 south of Colome to stay in this super cute old hayloft that had been renovated as guest quarters. Stair access externally. This is not handicap accessible and very rustic. It is on the second story. 2 bedroom 1 bath. Full bed in bedroom #1 and a set of twin beds in bedroom 2 and the third bedroom is an open loft (no door up steeper stairs) with another set of twin beds. Total guests is up to 6.

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.

Heart City Cozy
Welcome to Heart City Cozy, this home is a Guest Favorite and we are Super Hosts. You are close to everything when you stay at this centrally-located home right off downtown. Sleep up to 8 with 3 queen beds and a convertible sofa bed. Full kitchen equipped with pretty much everything you need. Laundry room and iron available too… Make it your place to stay, get Cozy and enjoy your stay in the Heart City.

American Creek Retreat
Just a block from the Missouri River and walking distance to boat ramps at American Creek Marina.. it’s a 7 bedroom (14 beds) 3 bath home, with large dining room for gathering, full kitchen featuring double oven range and coffee bar, additional upstairs living room and kitchenette bar area, large mudroom for all of your outdoor adventure equipment, and a separate “poker room” / party room and so much more!

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.
Popular amenities for Winner vacation rentals
Other great vacation rentals in Winner

Witten Lodge

Sportsmans Guesthouse

Single queen room #1. Brand new construction!

Mabel's apartment

Panoramic Views from Rural Lodge

Prairie View Cottage

A nice clean house that has great accommodations

Retro Chic Getaway
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