Family-friendly vacation rentals in Leawood

Luxurious & Spacious Ranch 5BR with 2 King Beds

GUEST FAVORITE!! Luxury and spacious ranch home in an unbeatable location near OP Convention Center, the Plaza, and some of the area’s best shopping and dining. Open main level features TWO living spaces, large kitchen, and dining area, giving everyone room to gather and making it perfect for hosting. The incredible basement adds even more fun with a bar, multiple TV's, and game room w/various table & video games for guests to enjoy. This home was made for unforgettable stays and great memories!

Bright and spacious townhouse close to everything

Welcome to Overland Park! This spacious townhouse is the perfect home for your family vacation/business trip: Locate in quiet and safe cal-de-sac, yet close to everything! Walking distance to park and Target store; 5 minutes drive to restaurants and shopping as well as grocery stores. Easy access to major freeways. This home is equipped with everything you need: washer/dryer; cooking ware; crib/pac n play available per request. Memory foam mattress. Beautiful private backyard and 2 car garage.

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!

Glenwood Getaway - Great Location!

Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

modern x charming 1930s farmhouse! 10 min plaza!

Step into our fully renovated 1930s farmhouse and be welcomed by natural light and an inviting open concept. The kitchen features beautiful marble countertops and all the essentials. Relax in the stunning black freestanding bathtub or dine al fresco on the spacious outdoor patio. With three cozy bedrooms, including two queen-size beds and one full-size bed, this home can accommodate up to six guests. Experience the perfect blend of old-world charm and modern convenience during your stay.

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!

Secluded Oasis within City-kid friendly 4BR Home

Relax and unwind in this cozy updated home with a gorgeous backyard oasis of luscious trees and a serene creek! Sit on the back deck and enjoy the nature that is nestled in this beautiful quiet neighborhood. 4 bedrooms, 2.5 baths, it comfortably sleeps 12! Our home has modern stylish furnishings yet feels cozy to relax, plush beds with luxurious linens, fully equipped kitchen, and play room for endless fun for all ages! A beautifully renovated park is minutes away, including pickleball.

Prairie Village Retreat | Fireplace + Game Room

Nestled in the heart of Prairie Village, this delightful home was recently remodeled and is equipped with everything you need for the perfect stay. Enjoy luxury mattresses in the two bedrooms which are both equipped with TVs. Cozy up next to the fireplace with your favorite book or watch a movie on the living room tv. Play a round of foosball or shuffle board with the game on while your favorite dish is smoking in the Traeger outside. Walk to the Shops of Prairie Village within minutes.

Private Pool Oasis | Family Escape • 4BR Sleeps 10

Family oasis -4-bedroom home with heated private pool, ideal for families and professionals. Comfortably sleeps up to 10 guests and is a great home base for out-of-town visitors attending World Cup matches or watching the games during downtime. Located in a desirable neighborhood close to dining, shopping, and golf. Features 4 bedrooms (2 en suite), 3.5 baths, a fully equipped kitchen, large laundry room, and two living spaces. Pool open April–late Sept/early Oct, weather permitting.

Prestige-Stunning Home W/Game Room+ Mins to Plaza

⭐ Fully renovated 3BR home in Fairway, KS — minutes from KC attractions ⭐ Main-level primary suite with spa-style en-suite bath + clawfoot tub ⭐ Open-concept kitchen with quartz counters + full coffee bar ⭐ Cozy living room with gas fireplace + Smart TV ⭐ Upstairs game room with Xbox + lounge space ⭐ Private office, exercise area, and landscaped backyard ⭐Conveniently located less than 5 minutes from The Shops of Prairie Village and roughly 10 minutes from the Country Club Plaza!

Forest Retreat in the City!

Welcome to your wonderful getaway on a forested property in South Kansas City. Whether you have come to Kansas City to cheer for your favorite sports team or are here to see family or on a business trip, our space has everything you need. The stylish apartment is conveniently located off I-435 and central to all of the shopping and entertainment our beautiful city has to offer. Come and enjoy this private and stunning space all to yourself on our quiet property.

Private Retreat in Walkable Waldo Neighborhood

✔ Free Parking ✔ Laundry Included ✔ 10–15 min to Plaza / Downtown ✔ 20 min to Stadiums ✔ Fast WiFi ✔ Quiet neighborhood Terrific private home in 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 Superhosts. No big unreachable property management company or out of town owners here.