Pet-friendly holiday rentals in Olathe

Coveted Museum District Stylish Eastlake Victorian

Step into this exquisitely renovated Eastlake Victorian on tranquil Oak St, in Kansas City’s vibrant Southmoreland, steps from Nelson-Atkins, KCAI, Plaza, and Westport. This 3-bed, 2-bath gem boasts soaring ceilings, floating cedar shelves, and a private backyard patio for serene retreats. Enjoy designated parking and a walkable Museum District, just 4 blocks from the Main Street. Blending historic elegance with modern flair, this chic haven promises an unforgettable stay in KC’s cultural heart.

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchenette. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

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!

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

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.

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

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. We follow Airbnb's strict cleaning protocol.

Home Away

Kick back and relax in this calm, stylish space containing all you need to make your stay home away. Located close to shopping malls, various food restaurants, fun interesting places to visit & adventure while accommodating both corporate business and leisure. Fast internet, fully stocked kitchen, bathroom and a dedicated work space. Access to a swimming pool, free gym, free parking, nature walk and a fenced dog park.

Chic Family Home with Fenced Yard

Completely renovated and stylish, this home is perfect for families, groups, and FIFA World Cup visitors. 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, and World Cup visitors.