Holiday rentals with outdoor seating in Jackson County

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.

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 Lounge - Walk to KC Streetcar, Nelson & Plaza!

⛲ Stylishly updated bungalow in historic Midtown, minutes to Plaza & Downtown ⛲ Walkable to free Main Street Streetcar!! ⛲ Sleeps 4 with 1 king & 1 queen bedroom + ample storage & cozy finishes ⛲ Spacious living room w/ smart TV & desk + high-speed WiFi for work or play ⛲ Fully equipped kitchen w/ large island, dining for 6 & full coffee bar ⛲ Large bathroom w/ shower-tub combo, washer/dryer & luxury touches ⛲ Pet-friendly fenced backyard, back deck seating & free street parking out front

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!

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)

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

5-star stay at Wyoming Street Retreat

Welcome to the Wyoming Retreat in Volker Neighborhood of Midtown KC! You're close to everything when you stay at this charming, centrally-located 2BR/1BA home with a new kitchen and bathroom, hardwood floors, front porch, off-street parking, and a 2nd story bonus room. Enjoy simple walking access to West 39th Street shops, restaurants and beautiful Roanoke Park. Incredibly easy access to public transportation, the Plaza, Crossroads, Downtown, museums, KU Med & UMKC!

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

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.

Charming (1) king bed home w/ walkable restaurants

Spacious, bright home for up to 6 guests with self-check-in, fully equipped kitchen, backyard patio, and free parking. Relax with complimentary coffee, Roku streaming, great Wi-Fi, and easy access to walkable restaurants and shops. Perfect for families, business travelers, or weekend getaways. Just 12-15 minutes from Downtown Kansas City in the neighboring suburb of Gladstone! Book your stay!

Great Space! 2 Blocks from Downtown Lee's Summit!

5 minute walk to downtown Lee's Summit! My place is close to great restaurants, coffee shops, family-friendly activities, shopping, bars and a whole slew of entertainment. You’ll love my place because of the location, the ambiance, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids). A park is directly across the street as well:)

Sunset House-Near Worlds Of Fun and downtown

Beautiful country home that's in a small quite town, that's next to the big city. Featuring 2 bedrooms and 1 full bathrooms. House sleeps 4 people comfortably. Dogs are allowed but limited to 2 dogs per stay. There is a fenced in back yard for dogs to roam around and play. The house is perfect for a family friendly stay. No one under 25 year of age can book with us