
Holiday houses in Jackson County
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Top-rated holiday rentals in Jackson County
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Tiki Lounge • Sauna • Pool • Near Downtown
A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Private, quiet, safe. I-70 access. Close to KC.
Sleep peacefully in this 600 square foot fully furnished guest apartment located off I-70 frontage in Oak Grove on 18 acres with 2 ponds and rolling pasture. A gravel drive leads to the property where you'll have a concrete parking place and a step-free, pavestone walkway to the front door of the apartment. Rest soundly on a queen size Tuft n Needle mattress in a bedroom with room darkening shades and various pillows to satisfy your comfort. Fully equipped kitchen, laundry room, 2 smart TVs.

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!

The Black Walnut KC Pool House & Hot Tub
Beautiful pool house that sleeps up to 5 with two amazing king size beds, a queen pull out couch, and twin bed along with a beautiful full bathroom, kitchenette, laundry, and bar! Custom artificial turf, heated pool, and hot tub that are open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc Perfect for couples, families or friendscations!

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. Must have your own cable to plug in.

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*

The Nest w/ Jacuzzi & Garage
2-Bedroom Stay in a 3-Bedroom House 🏡 You’ll have access to 2 bedrooms (1 is locked). Basement is locked & may be occupied, but your stay is fully private, safe & secure. • 🛏 Cozy bedroom – perfect for couples or solo travelers • 🛁 Jacuzzi – unwind & relax • 🍳 Full kitchen + dining space • 📺 Living room w/ Smart TV + Netflix • 🚗 Garage parking + safe street parking • ⚡ Fast Wi-Fi • 📍 Prime location near shops & dining Perfect for vacations, work trips, or weekend escapes!

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!

MILO FARM-Sacred Kansas City Retreat
MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots. Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio. Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

Sunrise Lake House- Private 12 acre lake with pool
Sunrise Lake Reserve Private Luxury Lakefront Retreat- only 16 miles from Arrowhead Stadium/GEHA Field- where the World Cup will be played in Kansas City. Welcome to Sunset Lake Reserve, a private waterfront escape designed for unforgettable gatherings, peaceful family getaways, and intimate celebrations. Nestled on a secluded 12-acre private lake just outside Kansas City, this luxury lake house blends refined comfort with natural beauty.

Crossroads NightBNB - A Luxury Loft
Located in the heart of the Crossroads Arts District, this spacious flat offers modern luxury in one of Kansas City’s most vibrant neighborhoods. Guests are treated to comfortable and well-appointed accommodations within walking distance to excellent entertainment destinations. The NightBNB has been designed to represent the calmness of nighttime with dark finishes throughout the space.

Two story tiny house bungalow!
Take it easy at this unique little getaway! Top level offers a cozy bedroom with sitting area, bathroom, and laundry. Open main level has kitchen and living area plus 1/2 bath! Relaxing outside area with table and grill! Only one block from downtown Blue Springs where you have Scout Coffee, Brewers Sports Bar, Pizza Shoppe, Bean Counter Cafe and much more!
Popular amenities for Jackson County holiday rentals
Other great holiday rentals in Jackson County

The Cozy Escape

Clean & Comfy Near Arrowhead Stadium and Lake

South Kansas City Tudor Retreat | 3BR / 2BA

LS Bungalow in downtown Lee's Summit

Cozy duplex

Forest Hideaway • Hot Tub Retreat in the City

Soaking Pool • Hot Tub • 27 min to Arrowhead

The Pink Place Minutes from stadiums & Highway
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- T-Mobile Center
- Jacob L. Loose Park
- Overland Park Convention Center
- Negro Leagues Baseball Museum
- Overland Park Arboretum & Botanical Gardens
- Hyde Park
- Uptown Theater
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- National World War I Museum and Memorial
- Starlight Theatre
- City Market
- The Ewing And Muriel Kauffman Memorial Garden
- Arabia Steamboat Museum
- Science City at Union Station
- Q39 Midtown
- Kemper Museum of Contemporary Art
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