Vacation rentals in Winston

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Top-rated vacation rentals in Winston

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Guest favorite

Loft in Leavenworth

4.96 out of 5 average rating, 283 reviews

Follow Lincoln's Steps at Queenie's Loft in Leavenworth

Look out at the pristine City Hall with the Statue of Liberty and a bronze sculpture marking the city where Honest Abe visited just before announcing his run for Presidency. The original bricks and hardwood in this unique 170-year-old home have stood the test of time. Take a an elevator (or stairs) to the 2nd floor. Located in the heart of historic downtown Leavenworth, the First City of Kansas. Within a few blocks are several coffee shops, bakeries, boutiques, and bars. Located only 10 miles from the award-winning tourist town of Weston, which has many breweries, wineries, and hiking trails. You won't find this anywhere else! Original wide hardwood floors that were laid 165 years ago and the original brick walls that have stood the test of time. A view from nine windows that overlook our pristine city hall with the statue of liberty and statue of Abraham Lincoln. (Lincoln announced his run for presidency right there in Leavenworth!) And to think, he most likely walked across the street and came in our building as it was a saloon at the time! You will enter our loft from the street by keypad and there is a small room leading to our new elevator (big steel door) to take you to the 2nd floor. Directions for the elevator are on the wall. Very easy, just always close the white accordian door to elevator in case your party calls it from another floor. Your party is the only people who have access to this elevator. Check in is between 4 and 7pm. Please drop us a text if it is not in that time frame. Check out is 11am. Again, please drop us a text if you need more time! Mac and Stacy are always just a text away and can be there within 10 minutes. #913-651-7798. Text us with any questions! Ride a custom elevator to the open yet cozy space above the host's candle and gift boutique. The flat is a great base to explore KC, Fort Leavenworth, the county seat, and quaint Weston, MO. Shops, restaurants, coffeehouses, and bars are steps away. There is a large parking lot behind the building on 5th street. 65" tv, but we do not have cable. There is a dvd player, and you are welcome to hook your phone to the tv to watch your prime video, hulu, etc. That is what we do, and use the data from our phone or computer to display on the tv screen!

Nov 21 – 28

$102 per night
Guest favorite

Farm stay in Weston

4.91 out of 5 average rating, 199 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

Welcome to Hippie Hills, nestled in the gorgeous countryside of Weston, Missouri. We offer a single-family farmhouse on 14 acres, just minutes from downtown Weston, Snow Creek, and just 15 minutes from KC Intl Airport (MCI). The house has 2 connecting bedrooms, 1 large bathroom, an eat-in kitchen, and a cozy living room. We also have a hot tub for you to relax in, and for stargazing. There are many friendly animals for you to enjoy. Come and relax at the hills, a unique and friendly getaway.

Sep 7 – 14

$157 per night
Guest favorite

Farm stay in Excelsior Springs

4.95 out of 5 average rating, 242 reviews

San Vincente Lake Cabin and SundanceKC

Our beautiful light filled cabin with wood-burning fireplace is perched above our spring-fed 15 acre private lake next to the common outdoor lounge area and sand beach. We have 200 acres of gorgeous property with limestone boulders and hiking trails throughout. The lake is great for swimming, kayaking, stand-up paddle boarding and offers excellent fishing. We are five minutes from downtown Excelsior Springs, Excelsior Springs golf course and 3EX municipal airport. Relax, rejuvenate and play.

Feb 16 – 23

$186 per night

Popular amenities for Winston vacation rentals

Other great vacation rentals in Winston

Guest favorite

Farm stay in Gallatin

5.0 out of 5 average rating, 40 reviews

The Esbeck Farmhouse

Dec 24 – 31

$149 per night
Guest favorite

Apartment in Hamilton

5.0 out of 5 average rating, 14 reviews

Rose - Apartment suite in Quilt Town!

Nov 11 – 18

$88 per night
Guest favorite

Home in Gallatin

4.94 out of 5 average rating, 83 reviews

Home away from home

Feb 27 – Mar 6

$84 per night
Guest favorite

Loft in Jamesport

4.97 out of 5 average rating, 75 reviews

Beautiful 2 -bedroom loft above Bricktown Coffee

Sep 27 – Oct 4

$88 per night
Guest favorite

Home in Hamilton

4.92 out of 5 average rating, 25 reviews

Charming Quilt Retreat Oasis near Quilt Town USA!

Jan 26 – Feb 2

$120 per night
Guest favorite

Cabin in Saint Joseph

4.95 out of 5 average rating, 22 reviews

Penthouse w/ Boho Loft +Jacuzzi

Dec 6 – 13

$89 per night
Guest favorite

Place to stay in Osborn

4.93 out of 5 average rating, 14 reviews

The Silo Cabin out on the farm.

Jan 28 – Feb 4

$150 per night
Guest favorite

Farm stay in Pattonsburg

5.0 out of 5 average rating, 28 reviews

Country Bell Getaway

Aug 5 – 12

$149 per night
Guest favorite

Home in Jamesport

4.96 out of 5 average rating, 52 reviews

Quaint 2 Bedroom Home In Jamesport With Deck

Jan 5 – 12

$105 per night
Guest favorite

Guesthouse in Weston

5.0 out of 5 average rating, 40 reviews

Little cottage in the woods

Sep 3 – 10

$108 per night
Guest favorite

Apartment in Hamilton

4.86 out of 5 average rating, 29 reviews

The Ingrid - 2 Bedroom Apt in Quilt Town, USA

Nov 6 – 13

$94 per night
Guest favorite

Guesthouse in Barnard

4.97 out of 5 average rating, 65 reviews

Red Rock Loft - Pet Friendly in Beautiful Setting

Apr 9 – 16

$80 per night

Destinations to explore

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  4. Daviess County
  5. Winston