Family-friendly holiday rentals in Olathe

Townhouse in Shawnee Mission

A welcoming living room features a high ceiling with a large clock above the white brick fireplace. A comfortable sofa and plaid armchair are complemented by wooden coffee and side tables. Soft lighting is provided by two lamps, creating a relaxed ambiance.

4.94 out of 5 average rating, 229 reviews

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.

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4.97 out of 5 average rating, 567 reviews

A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.

Guest suite in Olathe

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.

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A single-story home is set among lush green grass and mature trees. The exterior features light gray siding and a welcoming front door. Large windows allow for ample natural light, while a neatly manicured hedge frames the front of the house. A garage is visible on the left.

4.95 out of 5 average rating, 157 reviews

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!

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Superhost

The living room features a leather sofa positioned in front of a round wooden coffee table. Natural light enters through two windows, creating a bright atmosphere. A potted plant adds a touch of greenery, while a decorative item rests on the side table.

4.92 out of 5 average rating, 248 reviews

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

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4.96 out of 5 average rating, 103 reviews

A well-furnished living area features a light-colored sofa with decorative cushions, positioned across from a wooden coffee table. Framed artwork of ducks adorns the walls. Two dark doors lead to different spaces, and a small kitchenette is visible in the background.

Guest suite in Olathe

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!

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4.92 out of 5 average rating, 109 reviews

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.

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Townhouse in Shawnee Mission

4.93 out of 5 average rating, 366 reviews

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***

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Guesthouse in Shawnee Mission

The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.

4.99 out of 5 average rating, 260 reviews

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.

KitchenFamilySleep quality

4.82 out of 5 average rating, 108 reviews

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.

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4.96 out of 5 average rating, 891 reviews

A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.

Cabin in Tonganoxie

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.

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4.97 out of 5 average rating, 175 reviews

Townhouse in Olathe

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.

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A spacious bedroom is featured with a large bed, adorned with crisp white bedding and decorative pillows. A wooden bench is placed at the foot of the bed. Two bedside lamps add subtle illumination, while natural light filters through a nearby window.