Family-friendly holiday 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!

Indoor spaces · Family · Amenities

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.

Kitchen · Family · Quiet

Modern Retreat Home, Movie Theatre, 3 Bed 2 Bath

A fun modern retreat to feel at home and relax. With 3 comfortable bedrooms you can easily sleep 8 and even kick back and enjoy movies or games on the large theater screen. Close to Top Golf, restaurants, and minutes from the Overland Park Convention Center, our house has easy highway access. Enjoy nearby golf courses or local attractions. Modern stylish furnishings fill the home including, plush beds, luxurious linens, equipped kitchen, a full laundry room, and 1Gb WiFi for work or streaming.

Kitchen · Indoor spaces · Parks

Spacious Luxury Retreat w/ Hot Tub & Movie Theatre

Relax and take a break in this spacious family retreat! Check out the great outdoor space with 8-person hot tub, firepit and quite patio. Relax inside on the 12' sectional and watch your favorite movie on a 150" screen! Little kids will love swinging on the back yard playset, or climbing on the 25' pirate ship and two-story castle! Pool table in the game room is great for all ages! All bedrooms feature plush bedding and high quality mattresses and smart TVs. Full kitchen cutlery and utensils.

Family · Kitchen · Decor

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!

Family · Indoor spaces · Cleanliness

Spacious 4 BDRM, Game Room, 85” TV, Fenced Yard

Welcome! Weekend Getaway or Business Trip. Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

Kitchen · Indoor spaces · Pets

The Station KC - Arcade Bungalow

Welcome to our uniquely themed Airbnb, where nostalgia meets excitement! Step into a vibrant space inspired by the golden age of trains and the thrill of arcades. Enjoy the charm of vintage railway elements and an Industrial & Midcentury modern-inspired aesthetic. You’ll have access to an action-packed arcade lounge featuring two classic-style arcade machines loaded with free-to-play games and a full-size air hockey table. Perfect for families, friends, & couples looking for a fun escape.

Kitchen · Family · Comfort

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.

Family · Kitchen · Quiet

Heated Pool Open • 4BR Family Oasis • 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.

Kitchen · Indoor spaces · Cleanliness

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!

Kitchen · Indoor spaces · Amenities

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.

Indoor spaces · Family · Backyard

Look Here Fly w Me! 1K/ 3Q+F~ReclinerConv Ctr

6 min to Overland Park Convention Center, just mins to I-435. Enjoy this location central to everything KC! 1 K, 3 Queens, 1 Full. Newly remodeled, Kitchen is set up for your cooking needs, Coffee Bar, Keurig or traditional coffee. Have some fun w the Foosball table or BBQ on the Patio/Deck. 2 Full Bathrooms, Shower or tub, plenty of room to spread out, 5 Smart TVs, fast internet. No garage parking, parties or illegal activities.

Indoor spaces · Family · TV