Holiday rentals in Leawood

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.

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.

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.

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!

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

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.

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Spacious wooded retreat in South Kansas City

Enjoy the feel of living in the country while still being part of the city in a beautiful, secluded, COVID-free environment! Take in the scenic view of the woods and wildlife outside every window, and benefit from being close to all the amenities of city life. It is perfect for families in town for sports tournaments, relatives visiting local family members, or vacationers passing through on I-435 who want a roomy space to stay while taking in the city.

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.

Luxury 2bd+Loft Sleep 7 <20 min to World Cup

Soccer Fans! Welcome to your modern urban retreat located in Kansas City's vibrant Rosedale neighborhood. This 2 bedroom plus loft (sleeps 7) and 2.5 bathroom home is designed to provide you with luxurious comfort and eco-friendly style, making your stay truly exceptional. ⭑CONTACT US FOR SEASONAL DISCOUNTS⭑ ⚽️⚽️ WELCOME TO KANSAS CITY WORLD CUP 2026 TEAMS & TICKET HOLDERS ⚽️⚽️

Modern Luxury Oasis - Private Hot Tub, Sauna & Gym

Relax in style at our modern-meets-vintage home! Unwind in the 8-person hot tub, detox in the sauna, or energize in the gym. Our chic décor adds a retro touch. Each bedroom boasts cozy bedding, top-notch mattresses, smart TVs, and plenty of closet space. Fully equipped kitchen plus outdoor grill for culinary adventures. Nestled in tranquil Prairie Village, just 6 mins from I-35.