Holiday rentals in Jackson County

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Top-rated holiday rentals in Jackson County

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Top guest favourite
A bright living area features a blue sofa and two wooden chairs, arranged around a dark wooden coffee table. A large decorative rug provides texture underfoot. Natural light enters through multiple windows, highlighting the soft grey walls and providing a welcoming ambiance.
Home in Independence
4.93 out of 5 average rating, 370 reviews

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!

Superhost
The exterior of the modern home features a striking façade with a mix of white cladding and natural wood accents. Expansive glass windows allow natural light to flow inside. A small outdoor seating area with wooden chairs complements the inviting entrance, surrounded by greenery.
Home in Kansas City
4.89 out of 5 average rating, 122 reviews

Modern Madison - Near Downtown & Crossroads

Are you looking for a one-of-a-kind stay? Our property is like no other. Awarded by the prestigious American Institute of Architects and featured in various magazines, it's a modern, minimalistic and sustainable home. Everything is fully electric - powered by solar panels - reducing carbon footprint. It's located in the trendy Westside neighborhood, just steps away from Downtown & Crossroads. Make your stay a memorable one & enjoy the Modern Madison experience. Thank you for considering us!

Guest favourite
A gravel drive winds through green grass and trees, leading to the guest apartment and other structures on the 18-acre property. Bright sunlight illuminates the scene, highlighting the natural surroundings and the peaceful setting.
Flat in Oak Grove
4.9 out of 5 average rating, 151 reviews

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.

Top guest favourite
Barn in Greenwood
4.91 out of 5 average rating, 217 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
The entrance of the Bohemian Lodge is illuminated at dusk, with a winding pathway leading to the front door. A cozy seating area is visible, framed by lush greenery and illuminated by soft garden lights along the path.
Guest suite in Buckner
4.94 out of 5 average rating, 163 reviews

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

Top guest favourite
Apartment in Grain Valley
4.96 out of 5 average rating, 301 reviews

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)

Top guest favourite
The living area features a comfortable sofa and an armchair next to a round coffee table. Natural light enters through multiple windows with blinds. A fireplace adds warmth to the space, which is carpeted and includes a dining area visible in the background.
Guest suite in Blue Springs
4.95 out of 5 average rating, 117 reviews

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

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, 681 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
Cottage in Raytown
4.93 out of 5 average rating, 464 reviews

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.

Top guest favourite
A bright living area features large windows that provide views of greenery and the outdoors. A cozy sofa is positioned across from a small table, with a light-furniture accent chair nearby. Soft lighting enhances the space, creating a relaxed atmosphere.
Guest suite in Kansas City
4.97 out of 5 average rating, 192 reviews

Warm & Curated Retreat, New Build Carriage House

🪴🛌 Your space: the coizest apartment, thoughtfully designed to be where you want to rest and recharge. 🚶🏡 The neighborhood: Martini Corner is a block away w great food, including new Noka, Japanese farm-to-table spot. Local roasting coffee shops Filling Station & Billies Groceries are short walks. 🚙 🚗 Central location: CROWN CENTER - 3 min drive POWER & LIGHT DISTRICT - 5 min PLAZA - 8 min ARROWHEAD & KAUFFMAN STADIUM - 12 min

Top guest favourite
The studio features exposed brick walls and wood-paneled ceilings, creating a warm ambiance. Two sleek seating chairs are positioned in front of large double doors that provide natural light. A dining table is visible in the background, accompanied by a minimalist pendant light.
Guest suite in Kansas City
4.96 out of 5 average rating, 1,088 reviews

WestSide Brick Barn Studio

The Brick Barn Studio is a sweet and peaceful private space on the first floor of a late 19th century Carriage House. Guests enjoy private entry to their accommodation, mini kitchen, shower/bathroom, and laundry, king mattress on a unique built-in bench platform, and a convertible sofa for another guest or two. There is a privacy curtain provided for guests who would like a little separation between the bed and sleeper sofa.

Top guest favourite
The front exterior of a charming two-story house is featured, showcasing a red front door framed by flower planters. A brick walkway leads to the entrance, with surrounding landscaping that includes colorful flowers and pumpkins. A porch with seating is visible, welcoming guests.
Home in Blue Springs
4.86 out of 5 average rating, 119 reviews

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!

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