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.

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Guest favourite
A spacious entertainment area is highlighted by a large projection screen showcasing vibrant content. Modern wall sconces provide soft illumination, while a sleek glass table complements the contemporary sectional seating arranged thoughtfully to encourage relaxation.
Home in Shawnee Mission
4.88 out of 5 average rating, 220 reviews

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.

Top Guest favourite
A cozy bedroom features a spacious bed adorned with a patterned quilt and decorative pillows. Bedside tables are positioned on either side, and natural light filters in through two windows, complemented by navy curtains. A plush rug adds comfort to the wooden floor.
Apartment in Shawnee Mission
4.99 out of 5 average rating, 104 reviews

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.

Guest favourite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.96 out of 5 average rating, 270 reviews

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!

Top Guest favourite
A serene bedroom space is presented with soft, neutral tones. A spacious bed is dressed with white linens, accompanied by decorative pillows. Natural light filters through sheer curtains, with a floral pendant light hanging above. A cozy blanket is casually draped over the bed.
Home in Shawnee Mission
4.95 out of 5 average rating, 149 reviews

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.

Guest favourite
A cozy living area is highlighted by a modern sofa adorned with decorative pillows. A flat-screen television is mounted above a sleek fireplace, where flickering flames create a warm ambiance. Light filters through window treatments, enhancing the inviting atmosphere.
Home in Shawnee Mission
4.91 out of 5 average rating, 106 reviews

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.

Top Guest favourite
Home in Shawnee Mission
5 out of 5 average rating, 128 reviews

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!

Superhost
A gas log fireplace serves as the focal point, framed by a wooden mantel. Two Ethan Allen custom swivel chairs are positioned near a coffee table, all set against a neutral wall. A large television stands to the left, adding a cozy touch to the living area.
Apartment in Grandview
4.73 out of 5 average rating, 168 reviews

The Resting Place, Grandview Home-Lower

This listing is for a basement apartment only in a single family residence home. (Upper level of home may have other guests.) This space is in lower level of home, completely separate from the upper level of home with it’s own private, secure entrance. Ethan Allen custom swivel chairs, 55 inch Panasonic Plasma TV, Eddie Bauer Home King-Size Bed with Luxury 15 " Pillow top mattress. Full size, equipped, kitchen w/ all the essentials.*Please review house rules prior to booking

Top Guest favourite
A spacious bedroom features a large comfortable bed dressed in neutral linens. A light-colored sofa and a woven coffee table are arranged nearby, while soft lighting illuminates the room. A simple piece of wall art adds a touch of elegance, complemented by the warm wood ceiling.
Apartment in Kansas City
5 out of 5 average rating, 102 reviews

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.

Top Guest favourite
A modern studio space features a spacious queen bed with a patterned blanket and decorative throw. A compact kitchen area is visible with blue cabinetry. A small dining table with stools is present, along with a large area rug adding texture to the room.
Guest suite in Shawnee Mission
4.98 out of 5 average rating, 267 reviews

Charming Basement Oasis

Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

Top Guest favourite
The living room features a comfortable white sofa paired with two wooden chairs. A round coffee table is centered on a patterned rug. A wall-mounted TV sits opposite the seating area, and artwork adorns the walls, complemented by natural light from the windows.
Home in Shawnee Mission
4.91 out of 5 average rating, 102 reviews

*Walk to Downtown OP*/Pet Friendly

Two blocks to Downtown Overland Park. Take advantage of cute coffee shops, restaurants, breweries and boutique shopping within walking distance. Located in a quiet neighborhood with spacious fenced backyard, pets welcome and pet fee does apply. Enjoy all Kansas City has to offer, 10 mins to Brookside, 15 mins to The Plaza, Crowne Center, the Rail Car, Power & Light and 20 mins to Arrowhead Stadium.

Top Guest favourite
A spacious living area features a comfortable gray sofa placed on a soft area rug. Natural light fills the space, accentuating wood beams and a lofted area with a bed. A wooden coffee table and dining set complete the cozy atmosphere.
Home in Waldo
4.97 out of 5 average rating, 281 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.

Top Guest favourite
A spacious living area is presented with a comfortable sectional sofa and a recliner, inviting relaxation. A coffee table sits in front, complemented by a patterned area rug. The dining area is visible in the background, featuring a wooden table and chairs, with natural light flowing in from nearby glass doors.
Home in Shawnee Mission
4.96 out of 5 average rating, 246 reviews

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.

Popular amenities for Leawood family-friendly rentals

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!