Family-friendly vacation rentals in Olathe

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.

Kitchen · Family · Layout

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.

Family · Kitchen · TV

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

Indoor spaces · Kitchen · Location

Cozy Basement Studio l Near I-35

Enjoy a welcoming stay in our cozy basement studio, with its own private entrance. We are tucked away in a quiet Olathe neighborhood. Take the nearby walking trail to restaurants or the grocery store. Conveniently located just 1 mile from the north or south I-35 exit, we're about 23 minutes from downtown KC. We offer a rollaway bed that will comfortably sleep a child or teen. Gluten free or dairy free? I'll share the safe spots to dine. Message me with any questions—I’m happy to help!

Indoor spaces · Kitchen · Location

A Full House? Yes! -3 BR-2.5 Bath-12 Guests

Relax and have fun with family and friends at this newly renovated, stylish Cape Cod (CC). 22 mins to downtown KC; 12 to Garmin Olathe Soccer Complex; 28 to the Truman Sports Complex; 14 mins to OP Convention Center. Gourmet kitchen; linens & toiletries; 1st floor Master with ensuite full bath. On a secluded lot; covered backyard porch. Shops, entertainment, theaters and restaurants in walking distance at 119th and Blackbob. Driveway parking for four vehicles. Pets welcome.

Indoor spaces · Kitchen · Walkability

Look! Walk to NEW Water Park! 3 Bdrm 2K~1Q~2.5 Ba~

2 NEW K Beds, 1 Q Roku TV’s in every Bedrm & Family Room. Newly remodeled Ba and Kitchen! 3 more Bedrooms next door! Great for Wedding Guests/Groups that wish to stay near each other. Nestled in a nice quiet neighborhood!!! Hwy near everything KS/MO. Kitchen is well equipped. Enjoy the deck w an eve cocktail. Backs up to a 50+ acre park w amazing walking trails and city Pool during Summer. Baby items available.***Starting 9/15/2026 Hosts absorb platform fees, guests just pay taxes***

Kitchen · Family · Walkability

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 · Indoor spaces · Wifi

Cozy-Stylish-Renovated getaway w/ Hot Tub!

Relax and enjoy your stay in this newly remodeled, comfortable, and stylish townhome. Located near 119th and I-35 in Olathe, KS, you’ll be just minutes away from endless dining, entertainment, and shopping options. Perfect for business travelers, families, and small groups looking for a place to call home after a day of enjoying the greater Kansas City area. Less than 3 minutes from I-35 highway access allows easy travel to and from all wonderful KC has to offer!

Kitchen · Family · Layout

The Ranch at Greentree

Ok, it’s not a Ranch. But it’s on a former horse ranch (farm). The original barn (1910) can be seen from the house. The loop road actually used to be a horse track. The house has been fully updated and includes an acre of yard to enjoy. Game room and diner includes basketball, foosball and skee ball. Minutes to Gardner and Olathe and 30 minutes from downtown KC. Lake Olathe is 3 minutes away and has a beach and splash park. 🔋NEW ⚡️FREE EV Charging at the house.

Kitchen · Indoor spaces · Wifi

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.

Indoor spaces · Family · Hiking

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Indoor spaces · Kitchen · Hot tub

Chic Family Home with Fenced Yard

Stylish, comfortable and relaxing with fenced yard, this home is perfect for families and groups. Pets welcome. For more space the sister Airbnb is next door. 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.

Indoor spaces · Kitchen · Quiet