Family-friendly holiday rentals in Olathe

KC themed 2 BR,1 BA townhome w/infinity game table

Welcome to our newly remodeled, fun, Kansas City themed, ranch layout townhome! Featuring 2 bedrooms, 1 bathroom and a TV/Game den with comfortable couch that can convert to a queen size bed. Fully equipped kitchen, washer/dryer, Smart TV's, WiFi with streaming capabilities, Infinity Game Table with multiple games to choose from, outdoor grill and patio set, tennis/basketball court in the neighborhood (equipt. in the shed) and 4 shared pools, available seasonally. Safe location, 5 min from I-35.

Kitchen · Indoor spaces · Getting around

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 · Indoor spaces · Quiet

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

Kitchen · Indoor spaces · Cleanliness

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!

Indoor spaces · Family · Barbecue

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!

Kitchen · Family · Backyard

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.

Kitchen · Family · Nearby

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 · Cleanliness

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.

Indoor spaces · Kitchen · Amenities

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!

Family · Kitchen · Heating

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.

Family · Kitchen · Nearby

The Farmhouse at Greentree

Built in 1910 with a backdrop of the barn built the same year, The Farmhouse is cozy and quiet. The house has been updated and has all of the modern comforts while maintaining a quaint country feel on the edge of the suburbs. Walk the nature trails at prairie center (1 min), visit KC Wine Co. (6 min.), enjoy time at the lake (3 min drive) or head into the city. Downtown Kansas City is 30 minutes away. 🔋NEW ⚡️FREE EV Charging available.

Indoor spaces · Family · Bathroom

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.

Family · Kitchen · Breakfast