Family-friendly holiday rentals in Olathe

4.97 out of 5 average rating, 572 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.

FamilyIndoor spacesHospitality

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, 249 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

Indoor spacesFamilyWi-Fi

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, 159 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!

Indoor spacesKitchenGetting around

4.96 out of 5 average rating, 108 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!

Indoor spacesFamilyAccuracy

4.88 out of 5 average rating, 100 reviews

A solid acacia wood dining table is set for a meal, surrounded by several dark, modern chairs. Overhead, three pendant lights provide illumination. In the background, a spacious living area showcases a large couch, a television, and natural light from multiple windows.

Home in Shawnee Mission

The Station KC - Arcade Bungalow

Welcome to our uniquely themed Airbnb, where nostalgia meets excitement! Step into a vibrant space inspired by the golden age of trains and the thrill of arcades. Enjoy the charm of vintage railway elements and an Industrial & Midcentury modern-inspired aesthetic. You’ll have access to an action-packed arcade lounge featuring two classic-style arcade machines loaded with free-to-play games and a full-size air hockey table. Perfect for families, friends, & couples looking for a fun escape.

FamilyKitchenOutdoor spaces

4.92 out of 5 average rating, 110 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.

FamilyKitchenParking

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***

FamilyIndoor spacesParks

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, 263 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.

FamilyKitchenAccess

An open living area showcases a comfortable sectional sofa paired with a geometric coffee table. A modern kitchen with white cabinets and a large island is visible in the background. A dining table with stools complements the space, illuminated by natural light from sliding doors.

5 out of 5 average rating, 104 reviews

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!

Indoor spacesKitchenLayout

Superhost

The living area features a vaulted ceiling with natural light streaming through large windows. A cozy sofa sits over a colorful rug, with a modern armchair nearby. A wall-mounted TV is positioned above a stylish fireplace, complemented by dining and seating areas in the background.

Home in Shawnee Mission

4.85 out of 5 average rating, 209 reviews

Vibrant remodeled 3 bedroom townhome

Newly remodeled vibrant and stylish townhome. Featuring 3 bedrooms and 1 bathroom. Fully equipped kitchen, onsite washer/dryer, smart TVs, high speed WiFi with streaming abilities, coffee bar, grill, outdoor patio with seating, and access to 4 neighborhood outdoor pools(seasonal - typically Memorial Day thru Labor Day), tennis courts, and other amenities. Located in a safe and quiet neighborhood in Lenexa with easy access to both interstate I35 and I435.

Indoor spacesKitchenValue

Superhost

The inviting living area features comfortable seating options, including a plush sofa and a striped loveseat. A wooden coffee table sits in front of the seating. Natural light enters through large windows, illuminating the light-toned walls and floor.

Farm stay in Olathe

4.78 out of 5 average rating, 130 reviews

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.

FamilyIndoor spacesCondition

The exterior of a modern house is presented, featuring a combination of white and black paneling. Large windows and a welcoming front porch are noticeable, surrounded by lush greenery and shrubs. The setting reflects a peaceful atmosphere within a quiet neighborhood.