
Holiday rentals in Jackson County
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Top-rated holiday rentals in Jackson County
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Coveted Museum District Stylish Eastlake Victorian
Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

The Uptown House
Updated historic bungalow just a 10 minute walk to the Independence Square which is a FIFA World Cup Region Direct Stop!! Enjoy all of the history our neighborhood has to offer by visiting the Truman Presidential Museum and Library, The Truman Home, Frontier Trails Museum, Independence Train Station, and the Community of Christ World Headquarters which are all within walking distance! Just a quick drive to downtown Kansas City as well as Arrowhead or Kauffman Stadiums or the Silverstein Arena!

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.

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*

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

Family Friendly - Sleeps up to 7 -Wshr/Dryr
Welcome to the 'Enlightened Retreat' . 3 bedroom home located minutes to Arrowhead and Geha Field for the Royals and Chiefs fans. We designed the Retreat to the perfect vacation for the mind, body and soul. Enjoy all the sights and sounds Kansas City has to offer and then come back to a relaxing atmosphere where you can recoup, rejuvenate and relax. Stay for the weekend or all week. We think the "Enlightened Retreat' is just what you need. Be well and we hope to see you soon.

A little touch of home.
Our cozy townhome is 2 bedroom 2.5 bathroom with about 1200 square feet. We replaced the sofa sleeper 12/6/2025 for the comfort of 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)

WoodsideView/ Private Suite
Relax in this quiet peaceful retreat. Spacious suite with one bedroom and second bed tucked away in adjacent room. Large bathroom with jacuzzi tub and shower. Kitchenette with microwave, toaster, coffee maker and full size refrigerator. No stove/oven. Private entrance and on-sight parking. Quiet suburban neighborhood close to lakes and trails. Hosts live upstairs and are available to help make your stay a memorable one. No smoking, no unregistered guest. Quiet hrs 10pm - 7am

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.

Cottage KC - 7 min to Kauffman/Arrowhead Stadium!
Welcome to Cottage KC — a private, peaceful retreat just minutes from GEHA Field at Arrowhead Stadium and Kauffman Stadium. Perfect for the 2026 FIFA World Cup, Chiefs & Royals games, concerts, business travel, or weekend getaways. Located on a quiet half-acre behind the owners’ home, this detached cottage offers comfort, privacy, high-speed Wi-Fi, and easy access to downtown Kansas City, BBQ, and top attractions. City convenience. Quiet retreat.

HOT TUB Oasis Hideaway w/ 4 Bed + Large Patio+yard
Welcome to The Oasis Hideaway, nestled just 15 minutes from downtown's Power & Light District and the iconic Kauffman and Arrowhead Stadiums. Dive into relaxation with our picturesque garden-view hot tub, famously featured in a hot tub murder mystery film. Challenge friends at the pool table and make unforgettable memories. Celebrating over four years of exceptional guest experiences, we invite you to enjoy a unique stay at our serene escape!

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

Nostalgic and charming condo with rooftop patio

Private Guest Suite | 8 Minutes from GEHA Stadium

The Nest w/ Jacuzzi & Garage

OneNinth-Luxury Downtown Retreat

Golf View Lake View full Apartment

Hardy House, Cozy 3 BR Home Near KC

4BR/3BA Home only 3 min to Kauffman/6 to Arrowhead

Sweet Escape | Walk to Everything | 3 Bed/2 Bath
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- GEHA Field at 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
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Legends Outlets Kansas City
- Union Station
- T-Mobile Center
- Uptown Theater
- Overland Park Arboretum & Botanical Gardens
- Science City at Union Station
- National World War I Museum and Memorial
- Hyde Park
- Kauffman Center for the Performing Arts
- Midland Theatre
- Bartle Hall
- Overland Park Convention Center
- Crown Center
- The Truman
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