Holiday houses 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.

Family · Location · Nearby

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!

Family · Value · Cleanliness

Modern 3 Bedroom Home, Sleeps 7, F WiFi + Parking

Welcome to Ariel Stays Enjoy a peaceful and stylish home designed for comfort, relaxation, and productivity. Perfect for professionals, couples, or anyone looking for a quiet and clean place to unwind. What you’ll love: • Cozy and comfortable beds with fresh linens • Dedicated workspace with desk and chair • Fast Wi-Fi for work • Fully equipped kitchen • Free parking on premises Located in a safe and quiet area of Overland Park, close to shopping, restaurants, and everything you need.

Family · Location · Parking

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!

Value · Location · Solo travel

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!

Value · Family · Kitchen

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 · Location · Laundry

Secluded Oasis within City-kid friendly 4BR Home

Relax and unwind in this cozy updated home with a gorgeous backyard oasis of luscious trees and a serene creek! Sit on the back deck and enjoy the nature that is nestled in this beautiful quiet neighborhood. 4 bedrooms, 2.5 baths, it comfortably sleeps 12! Our home has modern stylish furnishings yet feels cozy to relax, plush beds with luxurious linens, fully equipped kitchen, and play room for endless fun for all ages! A beautifully renovated park is minutes away, including pickleball.

Family · Value · Sleep quality

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.

Location · Family · Outdoor spaces

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!

Location · Family · Condition

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.

Family · Location · Amenities

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse, completely separated from the main house, 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. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas bbq and shopping.

Family · Value · View

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.

Family · Value · Biking