Holiday rentals in Jackson County

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Top-rated holiday rentals in Jackson County

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Top guest favourite
A spacious living area features exposed brick walls and wooden ceilings, enhancing the home's character. A comfortable gray sectional sofa is positioned across from a media console, with a stylish green chair nearby. Bright natural light fills the room through large windows framed with plants.
Apartment in Kansas City
4.97 out of 5 average rating, 640 reviews

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.

Guest favourite
The exterior of a vibrant venue features a prominent 'Kansas City Power & Light District' sign illuminated in bright lights. Nearby, a welcoming establishment named 'Johnny's Tavern' displays its name and serves as a focal point amid surrounding trees and streetlights.
Flat in Kansas City
4.93 out of 5 average rating, 194 reviews

Downtown Luxury | P&L Dist. | Free Garage Parking

Welcome to Downtown KC and a luxury experience from the 20th floor! You will enjoy easy access to everything. With sky views of downtown & just a few minutes to the Power & Light district, this luxury apartment perfect to relax after you explore. Not only beautiful, but SECURE with 24/7 security, keycard building entry, and a FREE GARAGE PARK spot! A one of a kind experience. Whether you're traveling with family, enjoying a couples trip, or traveling for work; this is the perfect place for you!

Guest favourite
The exterior of a two-story house is showcased, featuring a red and tan color scheme. A welcoming porch with white columns and decorative planters is visible. Lush greenery surrounds the property, lending a fresh appearance to the facade.
Flat in Kansas City
4.87 out of 5 average rating, 527 reviews

Garden Level Apartment in the Heart of KC!

This 5-year old garden apartment in the peaceful Union Hill neighborhood with areas for two bedrooms, an office, kitchenette, dinning, and living area. The apartment is located in a house surrounded with outdoor plants and flowers. The larger bedroom has a king-size memory foam bed and the smaller bedroom has a single-size trundle bed, which means a lower drawer pulls out with a second single-size bed. An office with a large work area is available as well as a small desk area in the kitchen.

Guest favourite
A studio-style apartment features a spacious living area with a comfortable gray sofa adorned with a yellow accent pillow. A dining counter with two stools is visible, alongside a kitchen equipped with essential appliances. Natural light brightens the space from nearby windows.
Guest suite in Raytown
4.93 out of 5 average rating, 149 reviews

Adorable Studio in Kansas City area w/ fast wifi

Located in a quaint little neighborhood tucked away just 3 minutes from the stadiums and only 15 minutes from downtown, this will be your perfect getaway spot. Or, equipped with blazing 1GB fiber internet, it's a great spot for longer term stays for students and remote work travelers. The area is quiet with easy access to highways wherever you're headed. This private, studio-style apartment has a full kitchen, full bath and full laundry with everything you'll need to make your stay enjoyable.

Guest favourite
A bright living area features a dark sofa paired with a mid-century modern coffee table. Shelves are filled with decor and plants, while a plant stands nearby. Natural light enters through two windows with white blinds, illuminating the hardwood floor.
Guest house in Lee's Summit
4.9 out of 5 average rating, 631 reviews

The Cottage

The Cottage, with a studio style layout, is a bright and clean space just one mile from historic downtown lees summit with local shops, bars and restaurants. The cottage is ~20 min from downtown Kansas City and 15 min from Kaufman and Arrowhead Stadium. This newly renovated 1900s milk barn is unique and special with a lot of charm, with a few of the modern conveniences. Guests are welcome to take advantage of the two acre landscaped yard and enjoy a delicious s’more at the outdoor fire pit!

Top guest favourite
A broad driveway leads to a spacious building featuring a mix of brick and blue siding. Two garage doors are visible, framed by landscaped green areas and decorative fencing. The serene surroundings are complemented by trees in the background, creating a peaceful entrance.
Barn in Greenwood
4.91 out of 5 average rating, 207 reviews

Cozy Private Barndominium/studio

Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Guest favourite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.96 out of 5 average rating, 250 reviews

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

Guest favourite
A rooftop social lounge is depicted, featuring a fire pit surrounded by comfortable outdoor seating. Large, shaded areas offer relief from the sun, while the Kansas City skyline serves as a backdrop, showcasing a blend of modern buildings and urban scenery.
Flat in Kansas City
4.89 out of 5 average rating, 169 reviews

KC Apt River Market-403

Clean and convenient 1 bedroom apartment. 20 minutes from Airport & 8.7 miles to Stadium. Located in the vibrant, creative and diverse River Market community with access to many attractions and entertainment areas of Kansas City. Take the free streetcar to Union Station, Crossroads, Power & Light District/T-Mobile Center, Convention Center and more. Your stay includes pool and fitness center access, as well as a community rooftop courtyard with skyline views. Close the KC Current soccer.

Guest favourite
Apartment in Grain Valley
4.95 out of 5 average rating, 260 reviews

A Place Like Home

Our cozy townhome is 2 bedroom 2.5 bathroom with about 1200 square feet. We replaced the sofa sleeper and hope that is comfortable for your extra guest. We are located a few blocks off I-70 and can be at most area attractions, shopping and dining in less than 30 minutes. Kauffman & Arrowhead Stadiums (16 miles 18 minutes) Cable Dahmer Arena (9.6 miles 14 minutes) Sprint Center (23 miles 23 minutes) KC Zoo & Starlight Theatre (24 miles 27 minutes) Worlds of Fun (26 miles 28 minutes).

Top guest favourite
A bright and airy living space features a white sectional sofa and a sleek coffee table. A television is mounted on a wooden shelf, which displays decorative items and books. Light floods in through two windows, highlighting the warm tones of the wooden floor.
Guest house in Kansas City
4.98 out of 5 average rating, 283 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

Top guest favourite
A charming cottage features a welcoming front porch adorned with seasonal decorations. The exterior, painted in dark tones, is complemented by white pillars and large windows. Vibrant fall leaves blanket the yard, enhancing the natural setting. A gentle sun filters through the trees, creating a warm ambiance.
Cottage in Kansas City
4.98 out of 5 average rating, 663 reviews

Cheerful 2-bedroom cottage

Cheerful 2-bedroom cottage four miles from stadiums with free parking on premises. Family friendly with country feeling close to the city. Bathroom has a walk in shower. Large fully stocked kitchen with separate dinning area. Refrigerator with ice and water through the door. The kitchen has a dishwasher and a washer and dryer laundry area. Plus an added bonus a fully stocked coffee bar. Also added is a EV 240 volt receptacle for charging EV over night.

Top guest favourite
A spacious living area features a comfortable gray sofa placed on a soft area rug. Natural light fills the space, accentuating wood beams and a lofted area with a bed. A wooden coffee table and dining set complete the cozy atmosphere.
Home in Kansas City
4.97 out of 5 average rating, 268 reviews

Charming Waldo Reader's Retreat

Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.

Popular amenities for Jackson County holiday rentals

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