
Family-friendly vacation rentals in Leawood
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Leawood

Total vacation rentals
Explore 40 vacation rentals in Leawood

Nightly prices starting at
Leawood vacation rentals start at G$25,103 GYD per night before taxes and fees

Verified guest reviews
Over 200 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Leawood vacation rentals include wi-fi access

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

4.8 Average rating
Leawood stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Leawood
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

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!

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.

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!

Convenient Overland Park cottage on quiet street
Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 860 sq foot single family home. Master has queen bed, smart tv and its own private bath. The 2nd bedroom has a queen bed. The couch pulls out to another queen bed for extra sleeping room. Living room has a 50" smart TV. 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.

Prairie Village Modern Farmhouse! Great Location!
Enjoy your home away from home with style! This separate guest house has 1 bedroom & 1 bathroom that gives you privacy while still being centrally located in Prairie Village of Kansas City. Floor to ceiling shiplap walls, wood floors, black metal railing, & stylish decor you will feel like you're in an episode of Chip and Joanna Gaines' Fixer Upper! The home has its own private entrance, Washer/Dryer in unit and a fully functioning kitchen. High speed GooglFiber internet.

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.

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! Comfy Beds, 1 King, 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, both with new vanities and tiling, comfort height toilets, plenty of room to spread out, 5 Smart TVs, fast internet.

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.
Popular amenities for Leawood family-friendly rentals
Family-friendly home rentals with a hot tub

Hidden Speakeasy | Hot Tub Near Westport!

Amazing House with Heated Pool & Rooftop Hot Tub!

The Nelson & Plaza Condo w/ free parking!

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

NEW! Updated *|* Stylish *|* OP getaway w/ Hot Tub

Modern Retreat. Hot Tub 15 mins to downtown

Pink Spot w/ Hot Tub, Game Room + Crazy Bunk Bed!

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

MySweetHomeAway

Private DayLight Basement, Own Entrance, 1800 s/f

Wonderful Waldo Bungalow

Luxury 3 br Sleep 7 <20 min to Soccer Stadium

Beautiful 3 Bdrm Home Near Plaza | 19

*Walk to Downtown OP*/Pet Friendly

Chic Family Home with Fenced Yard

Charming Basement Oasis
Family-friendly home rentals with a pool

Lucky Kitty Tiki Lounge & Whimsical Summer Escape

Cozy apartment, private entrance, gas fireplace

Country House Retreat btw KU & KC

KC Entertainment Spot Apt with Streetcar&Pool U5

Cozy home, World Cup- walk to FIFA Fan Shuttle

1 of a Kind Guesthouse on 4 Acres. Dogs allowed

Art-filled Retreat w/ King Beds & Private Patio

FIFA Ranch Getaway w/ Pool, Game room, Fire pit
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- Rentals with a fire pit Leawood
- Rentals with a fireplace Leawood
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- Apartment rentals Leawood
- Pet-friendly rentals Leawood
- Rentals with a patio Leawood
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- Oceans of Fun
- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Legends Outlets Kansas City
- Kansas City Convention Center
- Snow Creek Ski Area - 2022 OPEN WEEKENDS
- Jacob L. Loose Park
- T-Mobile Center
- Union Station
- University of Kansas - Lawrence Campus
- Negro Leagues Baseball Museum
- Overland Park Convention Center
- Midland Theatre
- Children's Mercy Park
- Overland Park Arboretum & Botanical Gardens
- Kansas Speedway
- Hyde Park
- Uptown Theater
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- Crown Center





