Family-friendly holiday rentals in Shawnee Mission

Glenwood Getaway - Great Location!

Experience the best of Overland Park from our charming, updated ranch. Nestled in a quiet neighborhood near downtown, this home allows you to experience the local lifestyle at its best. With two bedrooms, a modern bathroom and all the comforts of home, you will never want to leave! The interior blends cozy charm with contemporary amenities, while the secluded half-acre backyard is perfect for unwinding. Whether you’re here for a weekend escape or a longer stay, your perfect getaway awaits!

Mins to downtown Kansas City. Ground floor studio

Cozy 1-Queen Bedroom Studio in a Peaceful Neighborhood – Perfect for Your KC Getaway! Escape to this charming, ground-floor studio located in a serene, well-established neighborhood—an ideal retreat for both business and leisure travelers. This cozy 1-bedroom, 1-bathroom unit is designed for comfort and convenience, featuring a washer and dryer and one assigned parking spot right at your doorstep. Our studio is pet-friendly, so you can bring your pet along to enjoy your stay in KC!

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse 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, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Amenity packed! 3 Bdrm 2K~1Q~2.5 Ba~FIFA Friendly

2 NEW King Beds, 1 Queen, Carpet, Roku TV’s in every Bedrm & Family Room. Newly remodeled Bath and Kitchen! 3 more Bedrooms next door! Great for Wedding Guests or 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 Pool during Summer months daily admission fee is charged. Baby items available.

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.

Beautiful and Spacious 1908 Modern Farmhouse

Just 17 miles from Arrowhead stadium, this charming modern farmhouse offers over 1,800 sq. ft. of space with the entire home to yourself. Enjoy a private driveway with ample parking, a spacious family room with a 75-inch TV, and an open kitchen and dining area perfect for gathering. Relax with morning coffee on the front porch or back patio, and unwind knowing every bedroom has a smart TV, plus a work desk and queen sleeper sofa on the main level.

Charming Basement Oasis

Pets- Dogs Only. Private basement suite with walk out entry, situated 1 mile from Historical Downtown Overland District. Within walking distance to South Lake Park. Basement suite is part of a single family home. The house is central air with thermostat located upstairs. Main level is occupied by residents & is separate from the basement suite. Suite includes full kitchen & laundry, full bathroom, walk in closet, one queen bed, & fold down sofa.

Travel-Ready Home | Safe Area, Easy Stadium Drive

Coming to cheer at the FIFA World Cup 2026? Make this comfortable 3-bedroom Overland Park retreat your home base—close enough for match days, peaceful for downtime. -65” Smart TV w/streaming services + local channels -High Speed Wifi -6 min drive to downtown Overland Park -6 min drive to the Shops of Prairie Village -17 min drive to downtown Kansas City -22 min drive to GEHA Arrowhead Stadium -30 min drive to the airport rate (MCI)

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.

Spacious Home With 2LivingSpaces|Fenced Yard+Pets

The best of what KC has to offer-in a newly renovated home located in one of the most coveted residential neighborhood. Just a few walks away to best restaurants, coffee shops and grocery store and a few miles from the interstate and downtown, yet situated in a quiet, spacious, and safe alcove. All newly remodeled with stainless steel appliances, granite countertop and finished with quality furnishings.

Vine & Petal - A Cottage Retreat

IG Handle: @vine_and_petal Ready to escape the hustle and bustle of the city without compromising on amenities? Join us at the Vine & Petal cottage retreat where we invite you to relax and unwind. We are conveniently located 3 minutes from I-435, 8 minutes from I-70, and 10 minutes from Legends Shopping Center including the Kansas Speedway and Sporting KC. Photographers send inquiries only.

Floyd's Retreat Stylish Home | Walk to Downtown Ov

Professionally designed 2-bedroom retreat just one block from vibrant downtown Overland Park! This stylish home comfortably sleeps 4 and is perfect for families, couples, or business travelers. Enjoy two living areas, a fully equipped kitchen, and a dedicated workspace. Walk to local shops, restaurants, and bars from this convenient and welcoming home base.