
Holiday rentals in Winchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.

Historic, Industrial Flat in the Heart of KC
Live the true Kansas-Citian lifestyle during your stay at this sparkling clean, private, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 11' exposed wood ceilings, 2 private decks, large gourmet kitchen, luxurious full bathroom, spacious master bedroom, and cozy 2nd bedroom. Located in the historic Westside of Kansas City; Walk seconds to neighborhood hot spots & minutes to KC's highlights: Crossroads, Street Car, Downtown & Convention Center.

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.

Secret Garden Short Stay
1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

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

Rock Creek Studio Neighboring Lake Perry
Voted one of the top Airbnbs to stay at in Kansas & the most affordable! Fully equipped kitchen, stove, microwave, Starlink & 55' Roku Satellite HD TV, patio, & picnic area. Relax in our newly remodeled first floor studio nestled in the back of the guesthouse garage w/ separate private entrance. Located within a 3 minute walk to the Rock Creek Marina where you can kayak, fish, jet ski, boat or fish off the dock. Golfing, hiking, biking, ATV trails are minutes away.

Kramers Cottage House
Wonderfully remodeled cottage in Old West Historic Lawrence. This home is within walking distance to downtown, parks, the library, Lawrence Memorial Hospital, The University of Kansas and the David Booth Kansas Memorial Stadium. This location offers a mix of community charm, cultural richness, and access to various amenities and events. If you have any specific questions or if there's anything else you'd like to share about our cottage, feel free to let us know!

"Cowboy Curious" Heartland Ranch near Topeka, KS
Heartland Ranch is a short distance south of Topeka, We offer a unique quiet/private country stay. There are 3 bedrooms: a queen bed, a single bed and 1 bunkbed in 3 separate rooms. The lodging is an original cowboy bunkhouse with "down-home comfort" in a casual country setting. We invite anyone who is "cowboy curious", it is a comfortable peaceful country stay. We provide high speed internet so you won't miss any emails/messages or favorite streaming TV.

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.

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!

Minimalist Modern Strawberry Hill Get-Away Home
Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

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.

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
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester

Church Street Bungalow

Cozy Lawrence 1BR Near KU | Wi-Fi & Patio

Beautiful Downtown loft

Somers Haven - Pet Friendly Home with Fenced Yard

The Atchison Cottage

Henry's Little House

The Brownstone #3

Cozy apt in basement of house.
Destinations to explore
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- Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- T-Mobile Center
- Kansas City Convention Center
- Legends Outlets Kansas City
- Uptown Theater
- University of Kansas - Lawrence Campus
- Hyde Park
- Overland Park Arboretum & Botanical Gardens
- Science City at Union Station
- National World War I Museum and Memorial
- Crown Center
- Bartle Hall
- Kauffman Center for the Performing Arts
- Midland Theatre
- Union Station
- The Ewing And Muriel Kauffman Memorial Garden




