
Holiday rentals in Waldo
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Top-rated holiday rentals in Waldo
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Brookside Retreat fast Arrowhead access I Walkable
Welcome to Mod Cottage, a beautifully preserved home where groups can spread out, relax, and feel taken care of. Stay in one of KC's most loved neighborhoods, with easy access to GEHA Field at Arrowhead Stadium, the Plaza, museums, restaurants and downtown. Staying in Brookside neighborhood is one of the best ways to experience a Kansas City Chiefs weekend. Brookside gives you a walkable "neighborhood village" vibe away from the stadium chaos, while remaining a premier hub for game-day energy.
4.94 out of 5 average rating, 69 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.
4.97 out of 5 average rating, 187 reviews
Private Retreat in Wonderful Waldo Neighborhood
✔ Free Parking ✔ Laundry ✔ 10–15 min to Plaza / Downtown ✔ 20 min to Stadiums ✔ Fast WiFi ✔ Quiet neighborhood Private home in the wonderful 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, responsive local Superhosts. No big unreachable property manager or out of town owners. No chatbots, online request forms or endless automated phone menus.
4.94 out of 5 average rating, 269 reviews
Relax @ MO'S Place
The main entrance is accessed through an electronic gate, this provides secure parking, well-lit, private entrance with 24 hr. monitoring cameras front and back, with audio. No cameras inside. Fast wi-fi small kitchenette with all the condiments included. only two blocks from the bus terminal, and 1/4 mile from us 71 HWY./49 my place is very spacious and quiet, also a deck outback if you care to relax and get fresh air. NOTE... The host lives upstairs, I only communicate through call or text.
4.92 out of 5 average rating, 100 reviews
The Black Walnut KC Pool House & Hot Tub
Beautiful pool house that sleeps up to 5 with two amazing king size beds, a queen pull out couch, and twin bed along with a beautiful full bathroom, kitchenette, laundry, and bar! Custom artificial turf, heated pool, and hot tub that are open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc Perfect for couples, families or friendscations!
4.86 out of 5 average rating, 231 reviews
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.
4.86 out of 5 average rating, 184 reviews
Trendy Mid-Century Bungalow
Enjoy the beautiful light, charm, and character of our cozy Waldo bungalow, located on a quiet, safe residential street just 15 minutes from downtown Kansas City. The home fetures a sweet screened porch, a fully fenced yard, and a shared garage. You’ll be within walking distance of great restaurants, coffee shops, and bars, with a biking and walking trail right across the street. The house has great WiFi and is well maintained. We hope you love Kansas City and our home as much as we do!
4.95 out of 5 average rating, 75 reviews
Bruno's Landing | a home away from home
✨ Modern Waldo Oasis tucked away on a safe, quiet street, just steps from the RideKC transit line: 2 Bed/2 Bath fully fenced backyard with fire pit, BBQ grill, porch + deck.✨ The Space Experience the perfect blend of 1950s charm and 21st-century luxury in the heart of Kansas City’s most beloved neighborhood. Quick access to all transportation routes, including game days and FanFest! This meticulously updated ranch provides a sanctuary just minutes from the city's best local flavor.
5.0 out of 5 average rating, 17 reviews
Peaceful, Waldo Apartment
Private, studio style basement apartment. The apartment has two rooms: a living room/bedroom and dining/work space. This quiet Waldo space is within walking distance of the Trolley Trail Track as well as minutes away from local favorites such as KC Bier Co., Waldo Pizza, and Crow's Coffee. For more adventure, a quick 10 minute drive gets you to the Plaza shopping district, Power and Light District, or the Kansas City Zoo.
4.84 out of 5 average rating, 86 reviews
Jefferson St. Cottage - Large Home w/ Fenced Yard
🏡 3 Bedrooms • 2 Baths • Sleeps 6 🏡 Spacious home with dedicated office + high-speed Wi-Fi 🏡 King primary suite + 2 Queen bedrooms 🏡 Fully updated kitchen + full coffee bar 🏡 Cozy living room with Smart TV & board games 🏡 Dining table for 6 & in-home washer/dryer 🏡 Private driveway + small garage for compact car 🏡 Fenced backyard & great Waldo location near Brookside, UMKC & The Plaza
4.88 out of 5 average rating, 251 reviews
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.
4.97 out of 5 average rating, 299 reviews
Wonderful Waldo Bungalow
Recently updated. 8 miles to Arrowhead Stadium. Quiet street, 3 blocks off Wornall Rd. 1 mi. from Ward Pkwy Cntr shops/restaurants/movie theater. 3 mi. to Brookside, 5 mi. to Plaza . Lg fenced backyard. We love this home and believe you will find your stay enjoyable. Home was built in 1950's and has all the charm you would expect! Pets must be pre-approved. $50 Pet fee applies.
4.91 out of 5 average rating, 235 reviewsPopular amenities for Waldo holiday rentals
Other great holiday rentals in Waldo

3BR Waldo Craftsman · Brookside/Plaza · Sleeps 8
4.85 out of 5 average rating, 65 reviews
Waldo Speakeasy
4.98 out of 5 average rating, 97 reviews
Old Town Waldo Bunglao, Eateries, TV each room
4.61 out of 5 average rating, 46 reviews
The Three C's... Calm, Classy & Comfortable
4.78 out of 5 average rating, 46 reviews
Waldo Oasis King Bed-2 Bed/2 Bath. Fireplace.
4.89 out of 5 average rating, 18 reviews
Host 4 in KC! Waldo area, quiet, stylish, cozy!
5.0 out of 5 average rating, 6 reviews
Artsy Waldo Home
4.9 out of 5 average rating, 98 reviews
Brookside Chic Charmer
4.83 out of 5 average rating, 248 reviewsDestinations to explore
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- Oceans of Fun
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Kansas City Convention Center
- Union Station
- T-Mobile Center
- University of Kansas - Lawrence Campus
- Jacob L. Loose Park
- Overland Park Convention Center
- Children's Mercy Park
- Negro Leagues Baseball Museum
- Overland Park Arboretum & Botanical Gardens
- Kansas Speedway
- Uptown Theater
- Kansas City Power & Light District
- Hyde Park
- Kauffman Center for the Performing Arts
- City Market
- Starlight Theatre
- Crown Center





