Vacation rentals in Winchester

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Top-rated vacation rentals in Winchester

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Top guest favorite
A spacious living area features original hardwood flooring and exposed brick walls. Comfortable seating options include a leather sofa and armchair. Large windows allow natural light to fill the room while potted plants add a touch of greenery to the inviting space.
Loft in Leavenworth
4.97 out of 5 average rating, 370 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!

Top guest favorite
The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.
Guesthouse in Eudora
4.89 out of 5 average rating, 208 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a swimming pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

Top guest favorite
The exterior of the cottage features a green facade with a welcoming entrance. A decorative wreath hangs on the door, accompanied by seasonal decor on a shelf. A vibrant red wagon and wooden seating are visible, along with a stylish wooden privacy screen and a covered entry area.
Tiny home in Tonganoxie
4.99 out of 5 average rating, 358 reviews

Kathy's Kottage (near Legends)hot tub-fire pit

First of - Kathy’s Kottage offers a uniquely private, warm and inviting detached cottage. We are not a huge commercial venture, but owned, operated, maintained, and cleaned by hosts who live within 150 yards. The Kottage is our only offering. We charge a cleaning fee of $35 a stay, so there isn't a list of chores at check out. We take up to 4 hours between every stay to extensively clean and disinfect every surface. We are proud of the Kottage as shown in every review over the last four years.

Top guest favorite
A rustic cabin is nestled among trees, framed by a wooden fence. A vibrant red umbrella provides shade over the patio area, which features colorful flowers and greenery. The cabin's exterior reflects a natural and charming setting, inviting a connection with the surrounding woodland.
Tiny home in Oskaloosa
4.92 out of 5 average rating, 65 reviews

Cedar Ridge Tiny Cabin

Take it easy at this unique and tranquil getaway. The tiny, rustic cabin in the woodland forest is tucked away amongst the cedar trees and snuggled against a ridge. Wild birds are abundant at this bird watcher's paradise. Owls call to you in the evening. Coyotes howl wildly into the night. Opossums, raccoons, deer, blue tailed skinks, toads, fireflies, groundhogs, and bobcats are a few of the critters you might see or hear. Come get back to nature. Unwind at Cedar Ridge Cabin, enjoy the peace.

Top guest favorite
The kitchen area features a wooden bar counter with four high-backed chairs arranged neatly. A modern stainless steel refrigerator is visible next to a sleek black stove. The walls are finished with exposed wood paneling, providing a rustic touch.
Guesthouse in Ozawkie
5 out of 5 average rating, 12 reviews

Cassie's Hill Lodge

Relax with the whole family at this peaceful place to stay. 2mi from Old Town Boat Ramp and just a few miles further to Slough Creek Boat Ramp on Lake Perry Kansas. Private and quiet with lots of wildlife 5 mi to grocery store, liquor store, restaurants. BBQ/Smoker Grill, Firepit with plenty of firewood provided. Meals can be provided at additional charge. advertised rate that is based on 4 adults, additional adults are $25/night. RV hookup elect/water $25/night extra BR in home $75/night

Guest favorite
The farmhouse features a grey exterior with white accents, set against a clear blue sky. A manicured lawn is complemented by pink flowers lining the entrance. A garage is attached, and the front porch is adorned with hanging planters.
Home in Oskaloosa
5 out of 5 average rating, 13 reviews

Quiet Acres in Oskaloosa KS

Quiet Acres is a two story lovely farmhouse in Oskaloosa KS. Surrounded by fields and yet close to the small town of Oskaloosa, enjoy the peacefulness of the country and also be close to the convenience of town. Quiet Acres sleeps 10 with four bedrooms and one air mattress. It has a fully equipped kitchen, a furnished living room, and all the other amenities you will need for your stay. Quiet Acres is also located close to the towns of Lawrence and Topeka, and is an hour from Kansas City.

Top guest favorite
A spacious living area is showcased, featuring a comfortable sofa and a coffee table. A flat-screen television is mounted on the wall. Soft lighting illuminates the space, which includes a kitchenette in the background with bar seating and wooden accents.
Guest suite in Dearborn
5 out of 5 average rating, 136 reviews

Berry Ridge Ranch-Cozy Guest Suite near Weston

Visit our acreage in the country nestled in the hills north of Kansas City - within minutes of KCI Airport (MCI), Weston, St. Joseph and Kansas City. Your experience starts with a tree lined drive, including evergreens, a fruit orchard, wild berries, native plant garden, trails, wildflower fields, solar array, wind turbine and a bonfire area among the trees. Nature galore! Lower finished basement level of our home - private, contactless stairway entrance. We can be ready on short notice!

Top guest favorite
The entrance showcases a charming gray exterior with a light-colored door framed by vibrant flower beds. A small black chair is positioned beside the entryway, surrounded by lush greenery and colorful blooms, enhancing the inviting look of the patio area.
Tiny home in St. Joseph
4.98 out of 5 average rating, 163 reviews

The Nest(Tiny House) Private, Self Check-In, Wi-fi

400 sq. ft "tiny house" on edge of woods on private property with neighbors in view. Rural setting. Outside: green space and trees! Inside: cozy, cute, modern, and pleasing color palette. Well-lit spacious parking in driveway next to sidewalk leading to your patio. Here for a long weekend, wedding, or work? Perfect! 25-30 minutes to Atchison, Weston, & the K.C. Airport. Less than 5 minutes to St. Joe, gas, and food. Read on for more information regarding setting and amenities.

Top guest favorite
The living area features a cozy chair draped with a light-colored blanket, surrounded by patterned rugs. An armoire holds a flat-screen TV, while a small table and chair set provide space for dining or work. Soft natural light filters through window treatments.
Apartment in Lawrence
4.73 out of 5 average rating, 358 reviews

A Furnished Apartment

-Budget-Friendly Intentionally -Listed price is for one guest stay per night ; additional $25 for 2nd guest -Designed for a traveler who needs a furnished home on a temporary basis up to two weeks -Guests MUST only park on Ranch Street -7 min from I-70 -Kansas City 40 min; Topeka 25 min -KU campus 7-10 min drive -5 min to bike trails -Guests are expected to clean up after themselves -QUIET, friendly, safe neighborhood - My other short-term stay Airbnb - Your Home Away From Home

Top guest favorite
A spacious sleeping area is featured with a queen size Murphy bed folded down, covered in a striped duvet. Wooden cabinets flank the bed, and a mounted television is positioned above a simple shelf. Soft lighting enhances the neutral-toned walls and wooden floors.
Cabin in Oskaloosa
4.95 out of 5 average rating, 86 reviews

Dad's Country Retreat

  This small cabin was built for my father during the pandemic so he could spend time out in the country. Situated just off the highway on 5 tranquil acres it too can now be your weekend getaway.  Large enough for up to 3 people to stay if two sleep in the queen size Murphy Bed and the cot is set up in the sunroom. The space is best for 1 or 2 guests though. It is located very close to our neighbor so quiet is important. No pets, children, or smoking please.

Top guest favorite
A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.
Cabin in Tonganoxie
4.96 out of 5 average rating, 811 reviews

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Superhost
An open-concept kitchen is showcased with white cabinetry and stainless steel appliances. A large island with bar stools provides an inviting space for casual dining. Warm wood flooring enhances the bright atmosphere created by overhead lights and natural light from nearby windows.
Loft in Valley Falls
4.96 out of 5 average rating, 72 reviews

Brickstreet Downtown Loft

Spacious two bedroom two full bathrooms, open concept living and dining areas, full kitchen with laundry. Escape to this downtown, upstairs living. Beautiful exposed brick, plenty of room to kick back and relax. Located on Main Street and walking distance to the coffee shop, restaurant, city park, city pool, t shirt shop, and flower shop/ boutique. We can’t wait to share our quaint little town with you.

Popular amenities for Winchester vacation rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Jefferson County
  5. Winchester