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, 411 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!

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
4.96 out of 5 average rating, 136 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
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
5.0 out of 5 average rating, 36 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
Two sets of glass doors open to the indoor swim spa, framed by textured turquoise walls. A cozy seating area with a hanging chair and a small table is positioned nearby, along with greenery that adds a touch of nature to the space. Robes hang accessible on hooks.
Home in Eudora
4.97 out of 5 average rating, 119 reviews

The Cottage: Luxurious Getaway!

Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

Top guest favorite
A bright living area features large windows framing views of the surrounding nature. Comfortable seating includes a blue sofa with orange cushions and two accent chairs. A colorful area rug lies beneath a coffee table, enhancing the spaciousness of the room.
Earthen home in Perry
4.99 out of 5 average rating, 105 reviews

The Meadow - Modern Strawbale on 10 Private Acres

Take it easy at this unique and tranquil getaway. The Meadow house, a modern strawbale home, is surrounded by creeks and woodlands on ten secluded acres. Explore the surrounding woods, relax on the spacious deck and take in the stars, and plan adventures in nearby Lawrence and at Perry Lake Inside the home, curl up in a peaceful corner to enjoy a book, challenge family and friends to various games in the rec room, and enjoy meals from the modern kitchen with all the amenities.

Guest favorite
A modern farmhouse exterior is showcased, featuring a white facade with black trim, surrounded by lush green grass. A gravel path leads to the entrance, where a small potted plant sits by the door. Two garage doors and a large tree provide a serene backdrop.
Home in Ozawkie
4.95 out of 5 average rating, 41 reviews

Tranquility in the woods.

Relax with the whole family at this peaceful place to stay. Modern farmhouse near Perry Lake & Yacht Club. Enjoy the privacy and serenity of the treed surroundings. Close to marina for boating, fishing & water activities, Topeka Zoo and Conservation Center. A short 45 minutes from Kansas City shopping and restaurants. This home is a perfect quiet escape for reconnecting with loved ones. **Garage and laundry not accessible to guests at this time**

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, 898 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
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 403 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

Like a storybook, but with Wi-Fi, a hot tub, and a hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston is 5 minutes away with shops, wineries, and charm. After exploring, unwind in hot tub under the stars. LGBTQ friendly

Top guest favorite
Tiny home in Perry
4.96 out of 5 average rating, 588 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. Set on 40 acres of beautiful wild woods and fields, cedar forests and ponds, 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!

Top guest favorite
Treehouse in Perry
5.0 out of 5 average rating, 107 reviews

The Pair Tree - A Romantic Retreat in the Trees

Escape to your own private retreat in the trees-where romance meets luxury. Nestled in the peaceful beauty of nature, this one-of-a-kind treehouse is the perfect hideaway for couples seeking connection, relaxation, and unforgettable memories. Surrounded by serene woodland views, you'll enjoy the perfect balance of tranquility and indulgence in a space designed just for two.

Top guest favorite
An open and airy bedroom features a king-size bed with a light blanket and bedside tables with lamps. A comfortable chair is positioned near a window, allowing natural light to fill the space. Double doors provide access to the outside.
Cabin in Atchison
5.0 out of 5 average rating, 59 reviews

Cabin at Spring Meadow Farm

Come escape the hustle and bustle of life at this peaceful cabin nestled in the Kansas countryside. This amazing get-away location has fabulous views where you can relax and let go of all the daily stresses. We have also partnered up with a massage therapist, True Roots Massage, who can offer onsite massages to help you unwind. (Must book through her site)

Top guest favorite
A charming studio cabin is displayed, featuring a sloped metal roof and a welcoming front porch. A bench with planters is positioned outside the entrance, which is framed by two lamps. The backdrop features trees and a clear sky with warm colors reflecting a sunset.
Tiny home in Ozawkie
4.96 out of 5 average rating, 68 reviews

Lakeview

A cute and cozy studio style cabin by the lake. Located 300' from the best Mexican restaurant/Latina grill in the area, which offers indoor dining, carry out along with a beautiful outdoor patio for dining and drinks. There is also a convenience store nearby.

Popular amenities for Winchester vacation rentals