Vacation rentals in Winston

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Top-rated vacation rentals in Winston

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

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Top guest favorite

Home in Platte City

5 out of 5 average rating, 23 reviews

Home Away from Home Close to KCI Airport, Weston

ShelleyRating, 5 stars4 months ago

We spent our Thanksgiving at this home and it was a perfect choice for our group. All the bedrooms were upstairs and the main living space was downstairs. Great outdoor patio and a very responsive host. Olga went above and beyond to make sure we were happy and even took care of a misdelivered package after we checked out. She definitely goes above and beyond to keep her customers happy. I would highly recommend.

Guest favorite

Cabin in St. Joseph

4.93 out of 5 average rating, 138 reviews

Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 bdrm

DanaRating, 5 stars2 weeks ago

It was great- very clean and the view of the river was nice. The train tracks are near and woke us up a few times. If the proximity to the tracks was in the description of the property we missed it. The best part was the neighborhood dog and cat that provided some entertainment in the morning. Overall great stay!

Top guest favorite

Home in Leavenworth

4.94 out of 5 average rating, 18 reviews

Cozy Leavenworth Retreat

KatieRating, 5 stars5 days ago

We are a military family traveling to visit potential housing. This Leavenworth Airbnb was perfect! We could have our animals. There were so many wonderful additions to the home! Cassie and Scott were always reach able. It felt like home and if we were to ever travel again or have family come to town. This will be the first place we book! Highly recommend!

Guest favorite

Farm stay in Excelsior Springs

4.92 out of 5 average rating, 164 reviews

Hole in the Wall Guest Suite at SundanceKC

JessiRating, 5 stars1 month ago

I’ve been here before and I love it it’s so nice to chill and relax. Rhonda went above and beyond and got us hooked up with a fire pit that night we came in after a long stressful trip. We got to hear scratch owls, coyotes, crickets, frogs and some other animals we couldn’t make out for sure. Super quiet and relaxing, my favorite place in Missouri and the only place I’ll go to when I’m headed through the state :)

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What guests are saying

Picture Perfect Modern Farmhouse on 7 acres!

5 out of 5 average rating, 23 reviews1 week ago

Shannon was very accommodating and responsive. The house was perfect for our girl’s trip and slept 6. Beds are all very comfortable. The pull out couch was pretty stiff, but still an option if absolutely necessary. The kitchen was fully stocked with pots/pans and utensils, which was very helpful and convenient for the at home meals we planned for! Very cute and clean. The location was absolutely perfect! Far enough out of the city that it was very quiet and relaxing, but close enough to do activities in the city. Highly recommend and would absolutely stay again!

Home in Holt

What guests are saying

Franklin’s Flat

4.82 out of 5 average rating, 11 reviews1 month ago

I stayed here while visiting my son, who attends Northwest Missouri State. I was there for his fraternity's Mom's Day weekend. This place was everything promised in the listing. It is quaint and comfortable (love that the sofa's and bed's are comfortable - we have stayed at so many that are NOT). The adjustable bed is nice. There was a little ruckus from the group in the upper apartments when they came in, but it was not bad and did not last long. The area of town is nice and it was close to the Northwest campus - which was nice. I have a few "items" to suggest that they include, but nothing that would keep me from staying there again!

Apartment in Maryville

What guests are saying

Charming Retreat

5 out of 5 average rating, 35 reviews1 week ago

Peaceful, neighborhood home for baseball tournament weekend. The house was very comfortable with all the amenities. Kitchen had everything for meals. Very clean and comfortable beds. Seasonally decorated, nice touches. Loved the screened in porch for reading a book. Close to shopping and a lot of restaurants. Would stay again. The hostess was very responsive.

Home in Liberty

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Popular amenities for Winston vacation rentals

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Other great vacation rentals in Winston

Superhost

Home in St. Joseph

4.74 out of 5 average rating, 23 reviews

Rostock's Retreat

AlisonRating, 5 stars3 weeks ago

wonderful stay! exactly as advertised.

Guest favorite

Home in Hamilton

4.89 out of 5 average rating, 37 reviews

The Hamilton House

MeghanRating, 5 stars1 month ago

The home was charming. It was walkable to town. The furniture was comfortable. We enjoyed our stay

Top guest favorite

Home in Chillicothe

5 out of 5 average rating, 15 reviews

The Gathering Place

AudreyRating, 5 stars2 months ago

Leshel is the easiest person to communicate with and such a great sense of humor and wit. God bless

Top guest favorite

Home in St. Joseph

4.99 out of 5 average rating, 134 reviews

Welcome to Casa de Campo!

JenniferRating, 5 stars6 days ago

Ashley's place was beautiful, unique, comfortable, and quiet. I would highly recommend staying there!

Guest favorite

Apartment in Country Club

4.95 out of 5 average rating, 43 reviews

Acorn Hill - Your Country Club Getaway

AivarasRating, 5 stars4 weeks ago

wonderful place, wonderful host! in general 10/10 rating. highly recommend

Top guest favorite

Home in Gallatin

5 out of 5 average rating, 17 reviews

Van Buren Getaway

CoryRating, 5 stars5 months ago

Have stayed multiple times and always clean and welcoming!

Guest favorite

Home in Gladstone

4.91 out of 5 average rating, 190 reviews

Latitude 39 ~ Sleep 14

Katherine TrucRating, 5 stars1 week ago

Amazing place. Pictures reflected what it actually looks like. Our expectations were exceeded and host is very flexible and attentive. We were able to get an early check in with no problem. I was even able to get my glasses shipped back to me too! 10/10 would recommend!

Guest favorite