Overland Park Vacation Rentals: house rentals & more

Discover a selection of 468 vacation rentals in Overland Park that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $90 per night, and houses and condos are popular options for a stay in Overland Park. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Overland Park

Search 468 vacation rentals

Stayed Apr 2021

Home away from home for a large family

There was a spot in the home for every member of our family (all ages). The bedrooms were a good size and the bunk beds were a hit. It was easy to find extra towels and sheets and there was plenty of parking for everyone. It's a quiet and relaxing ne...

Stayed Mar 2021

Wonderful!

My husband, twin 8 year old daughters and I stayed at this house for several nights and we had such a wonderful time! Kelly and her sons are very kind and my girls absolutely adored all the animals. It was so peaceful being out there but so close to ...

Stayed Mar 2021

Perfect Stay for Family Getaway

My family and family friends decided to get away for a night and enjoy each others company. This house met our needs perfectly. It was so spacious and clean. The owners thought of everything in order to meet our needs. I really enjoyed the bar downst...

Stayed Jan 2021

Florida Sunshine

Lovely neighborhood, lovely home & spacious. Adequately stocked, has everything you need. However it needed a more detailed cleaning...hair strands found in kitchen utensils drawer, a bathroom is NEEDED downstairs, cobwebs in a few corners, otherwise...

Stayed Jan 2021

Great property

Our leadership team had a strategic planning retreat. We usually stay in a hotel and rent a conference/meeting room, but with COVID-19, we chose not to with all of the restrictions. We were very satisfied with our stay at this property in Overland ...

Stayed Dec 2020

Beautiful house in a cute town

Our stay was exactly as expected from the listing. We all greatly enjoyed it. Kitchen was fully stocked, tons of games to play, amazing bathroom downstairs, huge back yard, and a spacious living room for everyone to hang out in. The property owner wa...

Stayed Nov 2020

A Wonderful Thanksgiving Stay

We had a small gathering of family for Thanksgiving and we absolutely loved this space! It was very clean, very spacious, and located in a beautiful neighborhood. We'll definitely keep Boris and this house in mind for future family gatherings. I woul...

Stayed Nov 2020

Spacious house perfect for family gathering

The house was great for our family of 10. We had lots of room to spread out and never felt crowded. The house has recently been updated with new paint and flooring. I’m very picky on my bed so some where more firm then I like. Overall our stay wa...

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Destination guide

Relaxed living in Overland Park

Overland Park stretches out like a finger, going from the southern edge of Kansas City to the rolling Kansas plains. An affluent and pretty place, it oozes workaday charm from its Midwestern blocks, and has long drawn visitors to The Sunflower State with the promise of low-key relaxation, wholesome family pursuits, and a range of top-notch Overland Park vacation rentals. The latter go from sprawling estate homes with acres of land to stylish condos on the edge of the city's golf clubs, all of which are within easy reach of downtown Kansas City to boot.

Things to do

The gardens and farms of Overland Park

Children won't be disappointed by the regular workshops and history immersion visits that take place at the Deanna Rose Children's Farmstead. Perfect for the whole family, it's got chime gardens, fishing shacks, turn-of-the-century barns, hayrides, and oodles more agrarian attractions. Meanwhile, the Overland Park Arboretum and Botanical Gardens beckon for those with Overland Park vacation rentals on the south side of town. That's 300 acres worth of rocky bluffs, waterfalls, dragonfly-topped ponds, and colorful plant life, all with nature trails and picnic spots to boot.

Activities

Something for the whole family in Overland Park

From petting zoos with animal workshops for the kids and pretty gardens peppered with picnic spots for the romance seekers, to Nicklaus-designed golf courses and local farmers' markets, there's never a shortage of close-by activities to get stuck into in Overland Park. And if you do ever fancy something a little livelier, the heart of Kansas City beckons just a short drive up I-35, where theater districts and acclaimed culture museums mingle with BBQ joints and Vietnamese pho houses.

Weather

Chase the Indian Summer in Overland Park

Overland Park and the whole of Kansas is known for having 4 distinct seasons. Winter can be cold and summer can be swelteringly hot, which leaves the spring and fall as the top times to look for Overland Park vacation rentals. In fact, it’s the months of September, October, and November that are usually the best in terms of weather. The Arboretum's tree clusters will look wonderful then, and you can often expect a warm Indian Summer that makes the local rodeos and harvest celebrations a joy to visit.

Natural features

Between Missouri and Kansas in Overland Park

Overland Park sits right on the edge of Kansas State, where the land and the city give way to Missouri to the east. The location means that the south side of town is gradually feathered out into the rolling plains that dominate much of the heart of America, and it's largely covered with endless swathes of farmland and prairie. That's all broken occasionally by preserves like the Amarugia Highlands Conservation Area and the Linn County Park & Marina, which both have fishing spots, boating waters, and short hiking trails.

How to get there

Transportation to and around Overland Park

Fly into Kansas City, MO (MCI-Kansas City Intl.), the closest airport, located 21.9 mi (35.2 km) from the city center.

How many vacation rentals are available around Overland Park?

Our 2021 property listings offer a large selection of 468 vacation rentals around Overland Park. From 223 house rentals to 235 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.