
Family-friendly holiday rentals in Leawood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Leawood
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Secret Garden Short Stay
1 King Bed. 1 Twin air rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your bmnt area that is around the back of main house. Pking space on prop. walking trails. Pet fee is charged. Close to hwy, & shopping. Solar panels that provide some back up for the heat/air and refrig. Daylight bsmnt is sep from us upstairs with locked door. Couple of steps on path, none inside. Bsmt has had oder at times when previous guest cook etc.

Convenient Overland Park cottage on quiet street
Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

Private Pool Oasis | 4.9 STR Rated • 4BR Sleeps 10
World Cup 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.

Cozy Downtown Apartment
Be our guest and enjoy a pleasant and peaceful retreat in your private, tastefully decorated apartment attached to our home. The open design features a spacious living room, ROKU TV, a desk and full-scale kitchen. Drift off into a deep sleep in the separate bedroom in the luxurious and cozy queen size bed. The large, illuminated bathroom offers a tub with pulsating jets as well as a separate shower, floating vanity and laundry closet. Downtown shops and dining are just a short walk away.

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!

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.

Hummingbird Vista
Hummingbird Vista is located in tranquil Unity Village, just minutes from Kansas City and Lee’s Summit (and 20 minutes from the Truman Sports Complex). The 3-story, English Cotswold-style home on the 2nd hole of the Unity Village golf course has 4 bedrooms, 2 baths, and can comfortably sleep 12 people. It features a wet bar and fireplace with remote control. Perfect for large families, reunions, retreats, etc. Includes access to a state-of-the-art fitness center.

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.

World Cup 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.

Cozy home-away-from-home. You won't want to leave!
Peaceful Red Door Inn--plenty of room to stay a few days. You have the whole house! Visit the wonderful Kansas City area, or stay home with the screened-in porch & quiet backyard for a restful getaway or retreat. Dozens of restaurants minutes away or fully equipped kitchen for your use with grocery stores only blocks down the street. WiFi & cable with Showtime included.

Cozy House in the heart of Kansas City
Enjoy a peaceful stay at this centrally located single story home in Boone Hills, just south of Waldo. This quiet residential retreat offers a simple and relaxing environment while keeping you close to the best of Kansas City. It is the perfect home base for those attending major events or looking for a comfortable neighborhood feel during their visit.
Popular amenities for Leawood family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing House with Heated Pool & Rooftop Hot Tub!

5 level home. Vacation Spot. Pool, Sauna, Hot Tub

25% Off~2-Story Playhouse ~ Hot Tub~ 12 min to MCI

Dotte'O Grotto: 3 bdrm with Hot Tub

Adorable one bedroom Guesthouse in the woods.

Hot Tub + Theater + Gym | Sleeps 12!

Modern Retreat. Hot Tub 15 mins to downtown

Premium 3 BDRM, Hot Tub, Theater Room, Fire-Pit
Family- and pet-friendly home rentals

FIFA Ready! Perfect Location- all Kansas City

The Mulberry House: Cozy Home In Downtown Olathe

Private DayLight Basement, Own Entrance, 1800 s/f

Dowtown KC Retreat Free Parking Gym Massage Chair

Luxury 3 br Sleep 7 <20 min to Soccer Stadium

Chateau Waldo - Cuddle-up Charming Home

*Walk to Downtown OP*/Pet Friendly

3bd | 2ba Home | Fire Pit, Gazebo & Fenced Yard
Family-friendly home rentals with a pool

Near Downtown | Sauna | Plunge Pool | Tiki Lounge

Cozy apartment, private entrance, gas fireplace

The Cabin

Cozy home, World Cup- walk to FIFA Fan Shuttle

Spacious Lenexa Townhouse w/ Pool/Ping-Pong Table

Art-filled Retreat w/ King Beds & Private Patio

Ranch Getaway w/ Pool, Game room, Fire pit

Kelz-Cute & comfy. DTLS & KC Chiefs/World Cup
Quick stats about holiday rentals that are family-friendly in Leawood

Total holiday rentals
Explore 30 holiday rentals in Leawood

Nightly prices starting at
Leawood holiday rentals start at $155 NZD per night before taxes and fees

Verified guest reviews
Over 160 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Leawood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leawood rentals

4.9 Average rating
Leawood stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals United States
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Midland Theatre
- Union Station
- Legends Outlets Kansas City
- Overland Park Arboretum & Botanical Gardens
- Children's Mercy Park
- Kansas City Convention Center
- Overland Park Convention Center
- University of Kansas - Lawrence Campus
- T-Mobile Center
- Kansas Speedway
- Kauffman Center for the Performing Arts
- Uptown Theater
- Hyde Park
- Kansas City Power & Light District
- Crown Center





