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Overland Park Holiday Rentals

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Holiday Rentals in Overland Park

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1078)
"Nice and comfortable stay. Great coffee bar and amenities across this property."
United States
Derrick
The price is AU$167
includes taxes & fees
1 Jan - 2 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano

Overland Park
10.0 out of 10, Exceptional, (1)
"What an amazing stay! Mat is absolutely wondering and the house is great! Totally recommend. "
United States
TERA L.
6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano

Comfy, Spacious & Convinient 3/2 house in Overland Park

Overland Park
9.4 out of 10, Exceptional, (19)
"Clean updated home centrally located with many choice of things to do in the immediate area."
United States
Steve P.
The price is AU$478
includes taxes & fees
8 Dec - 9 Dec
Comfy, Spacious & Convinient 3/2 house in Overland Park

Stunning private villa pond, theater, a place for loving memories

Overland Park
9.6 out of 10, Exceptional, (81)
"Clean, comfortable, accommodating house in a good location. Was perfect for our group!"
United States
Craig C.
Stunning private villa pond, theater, a place for loving memories

Beautiful | spacious | clean house for families #2

Stanley
9.2 out of 10, Wonderful, (15)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is AU$376
includes taxes & fees
3 Dec - 4 Dec
Beautiful | spacious | clean house for families #2

Cozy, clean & spacious townhouse - Unit 1

Overland Park
9.2 out of 10, Wonderful, (14)
"Easy check-in, convenient location, responsive host. Plenty of rooms with area to gather with friends. Absolutely would stay again."
United States
Garrett M.
The price is AU$429
includes taxes & fees
16 Dec - 17 Dec
Cozy, clean & spacious townhouse - Unit 1

Charming Family Retreat South Overland Park

Overland Park
9.4 out of 10, Exceptional, (23)
"We stayed during a conference and there was lots of space and a great location!"
United States
LeAnn R.
The price is AU$574
includes taxes & fees
2 Dec - 3 Dec
Charming Family Retreat South Overland Park

Renovated Farmhouse New Listing

Overland Park
8.6 out of 10, Excellent, (4)
"Check in was very easy, the house was even better in person. Very cimfortable enviroment and close to eveything we needed. "
United States
K. A.
The price is AU$583
includes taxes & fees
14 Dec - 15 Dec
Renovated Farmhouse New Listing

Luxury Premium Beds Near Johnson County Community College, Overland Park

Overland Park
7.2 out of 10, Good, (12)
"Property manager was fantastic. Communicated in advance and got us easily checked in. Property was in a great family neighborhood which was perfect for our family's baseball trip."
United States
Carter S.
Luxury Premium Beds Near Johnson County Community College, Overland Park

Overland Park Downtown | Comfy, Clean & Safe house on Hardy

Overland Park
9.8 out of 10, Exceptional, (28)
"We thoroughly enjoyed our stay! Had plenty of space and a great location to do things around town!"
United States
Jacob B.
The price is AU$445
includes taxes & fees
10 Dec - 11 Dec
Overland Park Downtown | Comfy, Clean & Safe house on Hardy

Nice and cozy duplex close to everything in KC!

Overland Park
9.0 out of 10, Wonderful, (59)
"The original property we were assigned was substandard. Where we ended up was quite good."
United States
James
The price is AU$392
includes taxes & fees
2 Dec - 3 Dec
Nice and cozy duplex close to everything in KC!

Best lodging choice in Overland Park, KS

Overland Park
8.8 out of 10, Excellent, (43)
"Although our stay was brief, our host made us feel welcome with a place well accommodating for each of our family members."
United States
Alex E.
The price is AU$429
includes taxes & fees
2 Dec - 3 Dec
Best lodging choice in Overland Park, KS

Shipping Container in KC - Rooftop Patio & Fire Pit!

Midtown - Westport
10.0 out of 10, Exceptional, (16)
"Great location, very clean and perfect spot for our weekend getaway! "
United States
Janice D.
Shipping Container in KC - Rooftop Patio & Fire Pit!

West Plaza Cozy Comfort Unit A

West Plaza
9.2 out of 10, Wonderful, (43)
"Nice and clean, well equipped kitchen, easy access to groceries, restaurants, etc. "
United States
Scott R.
West Plaza Cozy Comfort Unit A

Stunning Loft River Market Kansas City

River Market
9.6 out of 10, Exceptional, (160)
"Check in was easy, the place was clean and had plenty of room for our group of 6 people. We enjoyed the night life and multiple restaurants/bars near by but the street below the loft can get loud on Friday and Saturday nights. We would definitely stay again! "
United States
Candace S.
The price is AU$858
includes taxes & fees
2 Dec - 3 Dec
Stunning Loft River Market Kansas City

Midtown Get Away or Stay for Awhile

North Town Fork Creek
10.0 out of 10, Exceptional, (2)
"My family and I enjoy this amazing place. "
United States
Nailah H.
The price is AU$626
includes taxes & fees
2 Dec - 3 Dec
Midtown Get Away or Stay for Awhile

CASA AZUL DE VIDA. 1 min next to the Street Car.

Midtown - Westport
The price is AU$2,471
includes taxes & fees
2 Dec - 3 Dec
CASA AZUL DE VIDA. 1 min next to the Street Car.

Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown

Midtown - Westport
9.8 out of 10, Exceptional, (7)
"Interesting older home and neighborhood to explore. Close to many attractions. Very dog friendly with small fenced yard. Host was very helpful and quick to respond. Enjoyed our stay. We will book again when we return to KC"
United States
Mary D.
The price is AU$672
includes taxes & fees
2 Dec - 3 Dec
Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown

Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

Independence
7.4 out of 10, Good, (24)
"We were in town to referee a pickleball tournament. We do not cook or spend much time in the unit. It was great for what we needed. I would be carefull if i was a family. This unit had 5 window air conditions and not central air. they worked well but were noisey. There is no living room type area just 3 bedrooms and a kitchen. For us that was all we needed. The host was great and the check in and out was 5 stars"
United States
Larry H.
Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

Historic mansion in the Scarritt Renaissance District

Northeast Kansas City
9.6 out of 10, Exceptional, (178)
"Enjoyed the property "
United States
Stacy M.
Historic mansion in the Scarritt Renaissance District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Find out more about Overland Park

Everything you need to know about Overland Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Overland Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Overland Park holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Overland Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Overland Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Overland Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Overland Park holiday rentals we have selected for you start as low as AU$167 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Overland Park rentals

At Expedia, we put the best Overland Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Overland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Overland Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Overland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Overland Park?

Yes, there are holiday rentals in Overland Park close to Museum at Prairiefire, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Overland Park like the array of shops and entertainment choices. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that Overland Park has to offer?

6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano: This highly rated holiday home rental in Overland Park offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. Other favourite homes for rent in Overland Park are Comfy, Spacious & Convinient 3/2 house in Overland Park and Charming Family Retreat South Overland Park.

How many holiday rentals are there in Overland Park?

With 130 Expedia holiday rentals, you're guaranteed to find just the right place for your Overland Park stay.

What’s there to see and do in Overland Park?

Cultural attractions include Museum at Prairiefire and Nerman Museum of Contemporary Art, whereas Overland Park Arboretum and Botanical Gardens and Overland Park 9/11 Memorial are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Overland Park Soccer Complex and Deanna Rose Children's Farmstead.

What’s a holiday rental in Overland Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Overland Park. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.