Family-friendly vacation rentals in Olathe

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

Secret Garden Short Stay

1 King Bed. 1 Twin air rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your bmnt area that is around the back of main house. Pking space on prop. walking trails. Pet fee is charged. Close to hwy, & shopping. Solar panels that provide some back up for the heat/air and refrig. Daylight bsmnt is sep from us upstairs with locked door. Couple of steps on path, none inside. Bsmt has had oder at times when previous guest cook etc.

Duplex•Slps9•Playroom:20mi to Arrowhead FIFA 2026

Our property is conveniently located approximately 20 miles (25-minute drive) from Arrowhead Stadium, for the 2026 FIFA World Cup. Our comfortable 2-story duplex is an ideal haven for groups of any size visiting Overland Park. Boasting 3 bedrooms, 2.5 bathrooms, and a fenced backyard, we ensure a hassle-free stay. Conveniently located near major highways (69, I-435, I-35) you'll have easy access to local sports complexes, KC downtown, Plaza, Power & Light district are just a short drive away!

The Mulberry House: Cozy Home In Downtown Olathe

- Adorable house on large lot (not a guest house/cottage) -60 ft driveway - Separate bedroom with smart tv, queen size bed (comfy memory foam mattress) - Living room with 55" smart TV, leather sofa and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ tub/shower - Washer/dryer - Table with leafs converts to great office area - Deck w/ outdoor seating and grill - 20 min from the Plaza, Westport and Downtown, 30 min from Lawrence, 40 min from the airport - $25 pet fee

Johnson County Jewel

Welcome to our adorable, efficient 2 bedroom newly updated home with fenced yard for your fur baby. This is our home away from home. We hope you enjoy your stay with special features-like a great outdoor covered patio for playing oversized Jenga, cornhole or grilling up some KC BBQ! Centrally located off I-35 for easy dining, shopping & entertainment throughout Johnson County and Greater Kansas City. All new furnishings and fully stocked. King bed plus Daybed coverts to twins or another king!

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.

Cozy 3 Bedroom Home + King bed + 2 Queen

Welcome to Olathe! This cozy home is the perfect place for your family vacation/business trip: Located in quiet and safe neighborhood, yet close to everything! Walking distance to shopping center with movie theatre, grocery stores and restaurants. Walking trail at the end of the street. Easy access to major freeways. This home is equipped with everything you need: washer/dryer; cooking ware; Memory foam mattress. New deck and 2 car garage.

Chic Family Home with Fenced Yard

Welcome FIFA - can accommodate groups. Two AirBNBs side-by-side. Completely renovated and stylish, this home is perfect for families, groups. Enjoy walking trails and playgrounds just steps away. Sleeps 6 to 8 with 2 bedrooms, 1.5 baths, king and two full beds, plus finished basement. Conveniently located near Overland Park and Olathe sports complexes, making it ideal for baseball, softball, soccer tournaments.

Treasure Chest - A Boutique Getaway

Make yourself at home among our treasures. Each room has its own theme to make your stay a truly unique experience. It is a collaboration of our past, present and future plans, as well as things we adore, places we've been, and ancestor's artwork. The bedrooms are inspired by our studies of history and interests this year; Mahatma Gandhi, Egypt and sushi 😆 Check with us about how to host an event here!

The Chestnut House

Treat yourself to an experience in this historic home that has character and charm in every room. Unwind on the front porch in this quiet neighborhood. Relax in front of the electric fireplace or in the whirlpool type bathtub. Lg. screen TV . 2nd TV in the master. Spacious office with high speed internet. . Upstairs is a delightful place where children love to read books, play games, or just hang out.

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.

Quiet Spacious Home w/ Pool Table,Families or Pets

10 minutes to ConnectKC26 for FIFA World Cup Shuttle or 38 km to the KC Stadium directly. If you're looking for a comfortable, cozy and clean stay close to the major attractions in Kansas City, this is your place! This home was recently remodeled and done with traveler's needs and wants in mind. You are only a short 25 minute Uber ride to the Westport, Downtown, Plaza area.