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 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
4.96 out of 5 average rating, 252 reviews

Charming Waldo Reader's Retreat

When my husband & I first saw this house, I knew it was the perfect place to escape to do my favorite thing - read. I designed it with that in mind. I could see myself reading in front of the wood-burning stove. Reading on the martini deck with coffee in hand. Reading in the afternoon light in the loft or outside on the deck. Located in the heart of Waldo, walking distance to restaurants, bakeries and bars. Brookside/Plaza are minutes away. I hope you love it as much as I do, I know you will.

Top guest favourite
A compact kitchen area features dark cabinets and open shelving displaying glassware and appliances. A small dining space is set up with two wooden tables. A ladder leads to the loft bedroom, while a cozy seating area with a neutral sofa is visible in the foreground.
Flat in Kansas City
4.97 out of 5 average rating, 151 reviews

Where's Waldo? - Garage Loft

This tiny loft apartment is located in an old neighborhood with big trees, and just a short walk away from Waldo shops, restaurants and bars. Easy travel to Westport, Country Club Plaza, Crossroads, River Market, Power & Light, and many more super fun KC gems. The apartment is in the space that once was our old garage, so it's attached to our home. You have a separate and private entrance, full bath with an amazing shower, a small kitchen with appliances, and a loft bedroom with ladder access.

Guest favourite
A spacious living area is highlighted by a comfortable sofa and a modern coffee table. Large windows allow natural light to fill the room, showcasing views of greenery outside. A flat-screen TV is mounted on the wall, enhancing the entertainment options.
Home in Kansas City
4.95 out of 5 average rating, 149 reviews

Sunflower Suite - Modern Loft w/ Skyline Views!

Welcome to the Sunflower Suite in Kansas City’s 'Little Italy' A stylish loft with skyline views just minutes from Downtown KC! - WALK to local restaurants & Bars - SCOOTER to a concert at T-mobile Center - UBER to catch a Chiefs or Royals game 5min walk to Gorozzos (KC's best Italian) 3min walk to Happy Gillis (KCs best brunch) 3 min drive to the City Market Amenities: Laundry In Unit Natural Light (Large Windows) Fast Wifi King Bed Rain Shower Games Coffee/Tea station Kitchenette

Guest favourite
Cottage in Independence
4.9 out of 5 average rating, 378 reviews

Cozy Cottage for 2 with High Speed Wifi

Enjoy a big comfortable king size bed in this studio style cottage for 2. Come relax or "work away from home." With High Speed Internet, you don't have to worry about slow connection! We're located two blocks from Historic Independence Square and a short 20 minute drive to downtown Kansas City. Only 10 minutes away from the Royals and Chiefs Stadium and 5 minutes from the Truman Library! Important. Please don't book if you want to bring a pet, or plan on smoking in or on the property.

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, 195 reviews

Cozy private cottage/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*

Top 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
4.97 out of 5 average rating, 241 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!

Top guest favourite
A living area features exposed brick walls complemented by wooden shelving. A dark leather sectional sofa is paired with a light-colored throw, while a contemporary coffee table occupies the center. Natural light filters in through large windows, illuminating potted plants.
Flat in Kansas City
4.98 out of 5 average rating, 217 reviews

Historic, Industrial Flat in KC

Live the true Kansas-Citian lifestyle in this sparkling clean, and completely renovated 120-year-old brick beauty! Gorgeous hardwood floors, exposed brick walls, 10' island in the gorgeous chef's kitchen featuring gas cooktop and built-in oven/microwave. Spa-like bathroom with heated floors and rain shower head in the frameless glass shower. Spacious master bedroom with desk. Private rear deck and shared backyard. Walk minutes to KC's highlights: Crossroads, Street Car & Ferris Wheel!

Top guest favourite
The living area is detailed with a sectional sofa and a black coffee table. A ceiling fan enhances air circulation. A flat-screen television is mounted above a brick fireplace. Natural light filters through the door, leading to an outdoor space, while a dining area is visible in the background.
Home in Blue Springs
4.95 out of 5 average rating, 175 reviews

Cozy 2 Bedroom Townhouse

Newly remodeled in March of 2023. Two bedroom townhouse each with a queen bed with a half bath downstairs and full bathroom upstairs. 2-3 minutes from I-70, Walmart, Home Depot, Texas Roadhouse and many other restaurants, fast food, and shopping. Kauffman & Arrowhead Stadiums (13 miles 15 minutes) Cable Dahmer Arena (6 miles 10 minutes) T-Mobile Arena (20 miles 20 minutes) KC Zoo & Starlight Theatre (20 miles 23 minutes) Worlds of Fun (23 miles 25 minutes) NO PETS ALLOWED

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, 641 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.

Superhost
Flat in Kansas City
4.86 out of 5 average rating, 100 reviews

Columbus Park - Lower- 1 Bed Close to River Market

🌇 Columbus Park, KCMO 🏡 1 Bedroom • 1 Bath • Sleeps 2 ✨ Stylish lower-level unit in a charming duplex with a private entrance 📍 Walk to River Market, streetcar stops, cafés & local favorites 🛋️ Cozy living room with Smart TV, books & board games 🍳 Fully stocked kitchen + 4-option coffee bar 🛏️ King bedroom with workspace, Smart TV & plenty of storage 🧴 Luxury bath products & in-unit washer/dryer 🌿 Front & back deck access for fresh-air lounging

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
4.98 out of 5 average rating, 173 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

Superhost
A charming cottage features a distinctive tower and is painted in light blue with dark blue trim. The entrance, adorned with a seasonal wreath, is flanked by a small seating area. A stone pathway leads to the steps, providing access to the welcoming porch.
Guest house in Lone Jack
4.91 out of 5 average rating, 329 reviews

Adorable cottage on Beautiful property w/ hot tub

Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all your essentials; You also have access to the property's hot tub and 1 acre pond stocked with catfish, blue gill, and bass! The cottage has a 1 queen size bed and a mattress in the loft . Please note: we do live on this property and the cottage is next to our main house. We have friendly outdoor cats they do freely roam the property.

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