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, 366 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 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, 353 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 cozy living area showcases a dark sofa adorned with orange and blue pillows. A wooden coffee table sits in front, accompanied by a stylish nightstand with a floral arrangement. Natural light filters through large windows, softened by patterned drapes.

Apartment in Topeka

4.98 out of 5 average rating, 149 reviews

Ad Astra Place - Beautiful View of State Capitol

Located 2 blocks from the State Capitol Building and a 5 minute walk to Kansas Avenue, the main downtown street with many shopping and dining options, this apartment is roomy and comfortable. With one queen bed and a queen airbed available upon request, up to 4 people can sleep comfortably in this unit. The unit has been fully renovated and is part of an 18 unit building which was built in 1904. Modern features and amenities have been added to the apartment, the building, and the grounds.

Top guest favorite

A spacious living area displays a comfortable gray sofa adorned with decorative pillows. A dining table is visible in the background, paired with wooden chairs. A kitchen with wooden cabinetry and a white refrigerator is located beyond. Natural light streams through the windows.

Guesthouse in Ozawkie

4.95 out of 5 average rating, 128 reviews

Rock Creek Loft Guesthouse neighboring Lake Perry

Voted one of the top Airbnbs to stay at in Kansas Imagine a serene setting walking distance to Lake Perry, just a 3 minutes walk to the Rock Creek Marina where you can boat, jet ski, or fish off the dock. 2 bedroom guest loft w/ Nest smart lock, private entrance, Starlink, fully equipped kitchen w/ open floor plan, Twinkle King mattress, 65” Satellite HD Smart TV, electric fireplace, washer/dryer, separate Nest central heat & air. Golfing, hiking, biking, ATV trails are minutes away.

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, 128 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, 154 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 exterior of a rustic cabin showcases natural wood siding and a welcoming entrance with a white door. Outdoor seating is positioned in front, framed by trees. A shaded patio with vibrant red umbrellas is visible in the background, enhancing the outdoor experience.

Cabin in Mayetta

4.99 out of 5 average rating, 137 reviews

Cozy Pine Country Cabin

Now to accompany our "barn style cottage"on the same property and all the same amenities and views of the great outdoors.You will fall in love with this spacious cabin from the first step you take into it ,with its high ceiling and three seperate sleeping areas.It comes with all the amenities of home with a great cabin feel.No pets allowed in the cabin but Ask us about boarding your dog in our climate controlled kennel on the property just a short distance from the cabin.

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, 83 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, 799 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.

Guest favorite

A spacious game room features a bright green pool table at its center, surrounded by comfortable seating. Wooden flooring and a ceiling fan enhance the open feel. A kitchenette with dark cabinets is visible on one side, providing convenience for guests.

Home in Smithville

4.88 out of 5 average rating, 113 reviews

Private peaceful very secluded!

The whole group will be comfortable in this spacious and unique space. Peaceful space in the valley where a rooster crow is all you hear in the morning. Have coffee on the dock while feeding koi in the koi pond! Off the beating path of traffic. Short drive to I 435 and I 35. About a half hour drive to Royals and Chiefs stadiums, downtown KC and Kansas speedway! Minutes from the bike and walking trails that circle Smithville Lake!

Top guest favorite

A newly remodeled kitchen features white cabinetry and modern stainless steel appliances, including a microwave, stove, and refrigerator. A small wooden table with two chairs is positioned nearby, providing space for meals. Natural light illuminates the warm wood flooring.

Home in Lawrence

4.98 out of 5 average rating, 167 reviews

Tidy tiny townhouse

Since January 2024. Rental license # STR-23-00057. Complete remodel. Everything is new. Visit Lawrence, KS on a budget. Duplex. 750 square feet of new everything. Watch movies on Netflix. Enjoy snacks, coffee, water, drinks. I want you to be comfortable and happy. - Completely renovated duplex - Keypad entry, keypad exit - Smart TV with Netflix, and wifi - Driveway parking - Cleanliness is #1

Top guest favorite

A tiny house made of wood stands surrounded by cedar trees, with a wooden deck leading to its entrance. A small table with two chairs is placed nearby, illuminated by hanging lights, providing a serene outdoor seating option.

Tiny home in Perry

4.96 out of 5 average rating, 550 reviews

The Batch - Tiny House Living

Located 20 minutes from downtown Lawrence, the Batch is a sustainable tiny house nestled in the cedar forests of Perry, KS. Decorated in a minimalist southwestern style, this tiny cabin is a serene and peaceful setting for souls seeking restoration, quiet, and the healing qualities of the woods. Or just a great place to getaway with your love or friends with an even greater view!