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.

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Guest favorite

Home in Chamberlain

4.99 out of 5 average rating, 139 reviews

Racquet on Elm Street

MarkRating, 5 starstoday

This is a sportsman’s paradise, very comfortable and had everything we needed. The decor was a lot of fun and very interesting. The facility was very well built and the woodwork detail is impressive throughout. Pam and Larry were very welcoming and addressed the only issue we had very promptly. We do have our reservation set for next year.

Guest favorite

Home in Winner

4.96 out of 5 average rating, 83 reviews

Grandma’s House - peaceful, 28 miles to Niobrara

ChristopherRating, 5 starstoday

If you want a place to stay *well* off the beaten path, this is the place. Grandma's House is on a working ranch, which was something new to watch. Definitely need to follow Joyce's directions she sends you, but if you do, they'll get you there and the quaint secondary homestead has a fully fenced yard for the pups. Great short stay on my Central US road trip!

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What guests are saying

1 Bedroom, fenced in pvt yard, no pet fee!

4.97 out of 5 average rating, 58 reviews1 week ago

Marina is definitely at the TOP of my BEST places with the BEST hosts! Her place is WONDERFUL and she's so accommodating, responsive and sweet! Her home is cozy, comfortable and very clean. Maija put so much thought into what would make her guest's stay extra wonderful. The fenced back yard is amazing, peaceful and beautiful! We would give her 10 stars, if we could. The area is wonderful and the people in the town are all so welcoming- everyone waves as we drive by. It's heartwarming. She left us a beautiful welcome gift and our dog, Elvis, a bowl of cookies. We stayed in Maija's place at the tail end of a 4 week, 7,000 mile trip. I wished we had allowed more time to enjoy her place and the local area. There is so much to see and do. I have never had a host so quick to respond. It's immediate! it's amazing! We will be back and will definitely share her place with our family and friends.

Townhouse in Pukwana

What guests are saying

The Lodge

4.86 out of 5 average rating, 7 reviews4 months ago

This place was great! We go back to this area of the state every year for a fishing trip, and this year had to look for some alternate lodging. While looking, we found The Lodge, hosted by Jeremy. This place was excellent. It was very clean and well-kept, and was exactly what we were looking for. It was a nice comfy place to come back to each night, with room to relax on the day we were unable to go to fishing due to thunderstorms. We will definitely be staying here again on our next trip to the area.

Home in Gregory

What guests are saying

3 bed Hunter/Cowboy Bunk house in Country

4.92 out of 5 average rating, 13 reviews10 months ago

My father, grandfather and I stayed in this Airbnb for a hunting trip. It was perfect for our group there was lots of space and it had a homey feel to it. We are planning to use it again next year. Jennie was very nice and checked up with us to make sure that we didn’t need anything. It is definitely a rustic cowboy style home as described. 10/10 we loved it!

Home in Colome

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Vacation rentals for every style

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Popular amenities for Winner vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Winner

Home in Fairfax

4.81 out of 5 average rating, 93 reviews

Entire house for fishing, hunting, or passing by!

OwenRating, 5 stars6 days ago

Great place for a quick fishing trip. Easy access to water, and had everything we needed for a place to sleep.

Guest favorite

Cabin in Chamberlain

5 out of 5 average rating, 15 reviews

Powers Lodge

JoshRating, 5 stars1 month ago

This home was perfect for our fishing group. Very nice and clean. Has alot of room for bigger family’s/Groups. Others liked it so much they are looking to book again soon.

Guest favorite

Home in Burke

5 out of 5 average rating, 6 reviews

Thistle Dew Dude Ranch

BrianRating, 5 stars4 days ago

Place was clean and as advertised and zeb worked with us good

Home in Valentine

4.82 out of 5 average rating, 50 reviews

Valentine’s Tourist Tenure— No Cleaning Fee!

KristiRating, 5 stars2 weeks ago

Hospitable hosts that were flexible and understanding. Nice and clean facility that had good accommodations within to "house" our needs. Quick location to get where we needed, adequate parking too. Thank you!

Cottage in Valentine

4.96 out of 5 average rating, 24 reviews

Prairie View Cottage

BrendonRating, 5 stars11 months ago

Great location, great accommodations, and a great host!

Guest favorite

Home in Presho

5 out of 5 average rating, 10 reviews

Dee's Haven

PaulRating, 5 stars3 weeks ago

Our crew really enjoyed their stay and had nothing but good things to say about their time there. They really enjoyed the place and said that Marlene was very sweet. We would definitley stay again.