Vacation rentals in Waldo

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.

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.

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.

Private House w/ Parking • Walkable • Fast WiFi

✔ Private detached home ✔ Free Parking ✔ Laundry Included ✔ 10–15 min to Plaza / Downtown ✔ Fast WiFi ✔ Quiet neighborhood Unique Carriage House in the Waldo neighborhood of KC a short drive to the streetcar, Plaza, Stadiums, Power & Light, Crossroads and Downtown as well as Leawood, Prairie Village and Overland Park. Highly rated, highly trusted local host. Always ask for the short term rental registration number 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.

Family Friendly Home- Perfect for World Cup Fans!

Our 4 bedroom 2.5 bathroom home celebrates historic charm while providing modern amenities. Nestled along a quiet street in historic Waldo, you'll enjoy easy access to local shops & restaurants! Only 20 minutes to Arrowhead! For the traveling professional, the provided workspace serves as a quiet space to focus for the day. Traveling with kids? They will love the bunkbeds and provided toys and games! Enjoy Super fast Fiber internet during your stay! No large gatherings or events.

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

The Waldo Walkabout - Pet Friendly + Fenced Yard

🏡 Waldo Walkabout – Your cozy KC bungalow! 🛏 2 Queen bedrooms with Smart TVs 🛁 1 spa-like bathroom with luxury Tommy Bahama products 🍳 Fully stocked kitchen + coffee bar (Keurig, French press, pour-over) 🛋️ Living room with plush sectional & 55" Smart TV 🍽️ Dining table for 6 + mixology set 🌳 Fully fenced backyard & shaded deck 🐾 Pet-friendly with secure yard 🚗 Private driveway & street parking in vibrant Waldo neighborhood

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.

Cozy Cottage in Waldo

Charming two bedroom, one bathroom house in the heart of Waldo. Within walking distance of the KC Bier Company Brewery and the popular Trolley Track trail. This house is located 5 minutes from Brookside, 10 minutes from the Plaza, and around 20 minutes to downtown KC. We have a fully-stocked kitchen with a Keurig, smart TV’s in both rooms, and a front screened-in sunroom.