Holiday houses in Waldo

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchenette. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

The Comfy Plaza Suite 1 BR w/Fully Stocked Kitchen

🌃⭐Embrace comfort and convenience in our 1-bedroom Plaza oasis⭐🌃 Nestled in KC's premier shopping and dining district, this Airbnb offers comfort and style. Enjoy a short walk to the Plaza's renowned shops, restaurants🍝, and entertainment options👨‍🎤, or relax💤 in our inviting living area after a day of exploring. The fully equipped kitchen allows for easy meals at home, or savor local cuisine minutes away. Perfect for solo travelers or couples seeking a memorable stay in the heart of KC!

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.

Crown House- Cozy 3BR * King Bed* Walking Trail

Your family will be close to everything when you stay at this thoughtfully remodeled 100-year-old home, which has the unique distinction of hosting 2-time Super Bowl champion and KC Chiefs safety, Justin Reid. Walk or bike along the Trolley Trail to the finest Waldo and Brookside attractions. You are only: 9 minutes drive from the National Toy Museum, UMKC, Loose Park 14 minutes drive from the Plaza, Nelson Atkins Museum of Art 19 minutes drive from Crown Center, WWI Museum & Union Station

Hip Downtown Loft Walk to River Market and DT

Live Like a Local in the Heart of KC! 1-bedroom loft, perfectly located in River Market within walking distance of top restaurants, bars, coffee shops, unique boutiques, and the farmers market. Whether you're here for work or play, this space offers the ideal blend of comfort and convenience. ✔ Stylish Decor ✔ Fully stocked kitchen ✔ Smart TV & free Wi-Fi ✔ Sleeper sofa for extra guests ✔ Rooftop deck & fitness center ✔ Walkable (Down town and Convention Center are a 15 min walk or less)

Cozy KC Carriage House

Unique former carriage house located in the charming Waldo neighborhood of Kansas City. Great location a short drive to the streetcar, Country Club Plaza, Arrowhead & Kaufman Stadiums, Power & Light, Crossroads and Downtown KC as well as Leawood, Prairie Village and Overland Park. Local, responsive and knowledgeable host. Kansas City Registration No. NSD-STR-01359. Always ask for the short term rental registration so your stay isn't cut short with a compliance eviction by city enforcement.

King Bed Master Close to Everything! Fiber Wi-Fi

Enjoy Kansas City! The City's PennHouse in Waldo is a modern 1200 sqft. 3 bedroom 2.5 bath home with private driveway and large backyard. It includes WiFi, Smart TV's, and fine furniture. Within walking distance is endless dining from dives to white table cloth. One block away is the historic Trolley Trail for walking, running and biking. Perfect for the business executive, busy traveling family, couples, or single traveler looking for space and amenities. Pet friendly with additional fee.

Wonderful Waldo Bungalow

Darling bungalow recently remodeled/updated. Very quiet street 3 blocks off Wornall Rd. 1 mi. from Ward Pkwy Center - shops/restaurants/theater. 3 mi. to Brookside, 5 mi. to Plaza. Lg fenced backyard. Carport. Coffee, toiletries, new sheets and towels for your enjoyment. We love this home and believe you will find your stay enjoyable. Home was built in the 50's and has all the charm you would expect! If traveling with pets, the must be pre-approved and pet cleaning fee agreed upon.

The Nelson & Plaza Condo w/ free parking!

🚆 STREETCAR OPEN! (see map) 📍Your Kansas City getaway begins here overlooking the Nelson and minutes from the Plaza! 🛏 1 bedroomQueen bed 🛏 1 futon 🛁 1 bath w/jacuzzi tub 🚶‍♂️ Plaza (10min walk) 🚶‍♀️ Nelson (5 min) 🚶‍♀️ BBQ (10 min) 🚗 Arrowhead Stadium (15 min) 🚗 KC Zoo (12 min) 🚗 Power&Light (11 min) 🚗 Union Station (11min) ✅ 1 Designated Parking spot ✅ Rooftop & Gym ✅ 1 pet for $45 fee (HOA DOES NOT ALLOW PET>30LB) ✅ In unit laundry ✅ Coffee, Tea, & Snacks

Chateau Waldo - Cuddle-up Charming Home

Now booking for the World Cup! Our home is just 15 minutes from the soccer stadium!! Come stay at our charming updated Waldo retreat located in the heart of Kansas City! As a young couple starting out, my wife and I renovated this sweet home and made it beautiful. This lovely two-bedroom house features a remodeled kitchen and bathroom, office space, and a custom built screened in outdoor back patio. KC License # NSD-STR-00929

Charming Waldo Reader's Retreat

Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.

Crossroads DayBNB - 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 DayBNB has been designed to represent the lightness of daytime with light finishes throughout the space.