Family-friendly holiday rentals in Prairie Village

Hot Tub + Theater + Gym | Sleeps 12!

Welcome to a loved Prairie Village home w/ over 100+ stays! Sleeps up to 12 across 6 bedrooms, 3 king beds, 1 queen, a private movie theater that doubles as a 5th BR, and a basement sleeper sofa. Enjoy the private hot tub, 100" movie theater, gym, solo stove, game room, pickleball paddles, & a fully stocked coffee bar. Every bedroom has blackout curtains, sound machines, & premium bedding. ⚽ 22 min from FIFA World Cup games 🏙️ 18 min from Downtown KC ☕ Walking distance to shops & restaurants

The Little House: Cozy Home in Overland Park

- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - Sleeping quarters with queen size bed (comfy memory foam mattress) - Living room with 40" smart TV, sofa-sleeper and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ clawfoot tub/shower - Sunroom w/ seating area and daybed - Washer/dryer - Office area w/ desk - Deck w/ outdoor seating and grill - 10 min from the Plaza, 15 min from Westport and Downtown, 25 min from the airport - $25 pet fee

Stylish 1 bedroom, 1 bath custom apartment home

Completely remodeled, stylish apartment home in the heart of downtown Overland Park. Conveniently located 4 blocks from downtown Overland Park's entertainment district with many unique shops & restaurants. Walk across the street to Burg & Barrell for great food or a craft beer. Short walking distance to CVS Pharmacy, Hawaiian Bros, Dollar Tree, Metcalf Liquors & Price Chopper. Centrally located and only 15 minutes from The Country Club Plaza or Downtown Kansas City. *This is an upstairs unit.

WC Private Pool Oasis | Top 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.

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.

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.

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!

BKS Carriage House: Exciting French Modern Fun

Nestled in Brookside (BKS), our 2-bedroom retreat, featured on 'Bargain Mansions' (season 5, episode 6), blends French charm with modern comfort. Conveniently near the Brookside shops, the Plaza, Waldo, and downtown, it exudes timeless elegance. Enjoy included pastries and drinks, a quaint breakfast nook, and dedicated kids' space. We also offer complimentary beverages and use of picnic basket for your stay. Immerse yourself in Brookside's charm - secure your booking today!

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.

Quiet Stay for KC World Cup Fans - Prairie Village

Coming for the World Cup? This home is available and ideal for groups needing a home base for the entirety of the tournament! -65” Smart TV w/streaming services and local channels -High Speed Wifi -17 min drive to downtown Kansas City -22 min drive to GEHA Arrowhead Stadium -30 min drive to the airport (MCI) **Effective November 1, 2025** Midterm rental available, 30 days or more! Lawn care included!

Vine & Petal - A Cottage Retreat

IG Handle: @vine_and_petal Ready to escape the hustle and bustle of the city without compromising on amenities? Join us at the Vine & Petal cottage retreat where we invite you to relax and unwind. We are conveniently located 3 minutes from I-435, 8 minutes from I-70, and 10 minutes from Legends Shopping Center including the Kansas Speedway and Sporting KC. Photographers send inquiries only.

Plaza Home walking distance to shops

This Plaza Single Family Home offers furnished Living room and Dining room with Fireplace. Kitchen has Stainless Steel, Refrigerator, Stove, Dishwasher and built in Microwave with all accessories for dining and entertaining. TV's and Washer and Dryer. 2 bedrooms, each with a queen bed. 1 Gig speed Wifi and work space. Walk in Shower for easy access. With a exterior Deck for entertaining