Photo by Sharon H

Overland Park Holiday Rentals

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Our top choices for Overland Park holiday rentals

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1084)
"Loved the suite room "
United States
Louis
The price is HK$721
HK$853 total
includes taxes & fees
7 Jan - 8 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Classic Corner Queen BD No Stairs Fast WiFi Parking

Classic Corner Queen BD No Stairs Fast WiFi Parking
Overland Park
10.0 out of 10, Exceptional, (1)
"Great stay. Had wished the WiFi had been working but the winter storm that took it out was unavoidable. Would definitely stay again! "
United States
Audrey M.
The price is HK$411
HK$1,225 total
includes taxes & fees
13 Jan - 14 Jan 2026
Classic Corner Queen BD No Stairs Fast WiFi Parking

Sunny Loft Free Parking WiFi Open Concept Peaceful in Overland Park w/ Workspace

Sunny Loft Free Parking WiFi Open Concept Peaceful in Overland Park w/ Workspace
Overland Park
The price is HK$364
HK$1,131 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sunny Loft Free Parking WiFi Open Concept Peaceful in Overland Park w/ Workspace

Relaxing and spacious single family in heart of Overland Park

Relaxing and spacious single family in heart of Overland Park
Overland Park
9.2 out of 10, Wonderful, (50)
"It was nice"
United States
kyaa a.
The price is HK$763
HK$2,350 total
includes taxes & fees
30 Dec - 31 Dec
Relaxing and spacious single family in heart of Overland Park

Charming Bungalow with Spacious Yard

Charming Bungalow with Spacious Yard
Overland Park
10.0 out of 10, Exceptional, (7)
"Amazing. Will stay again "
United States
Christopher P.
The price is HK$1,004
HK$2,647 total
includes taxes & fees
23 Jan - 24 Jan 2026
Charming Bungalow with Spacious Yard

Unit 3: Cute and affordable 4BDR duplex in Overland Park for up to 10 people!

Unit 3: Cute and affordable 4BDR duplex in Overland Park for up to 10 people!
Overland Park
8.4 out of 10, Very good, (42)
"Clean nice place to stay! "
United States
Brian
The price is HK$537
HK$1,802 total
includes taxes & fees
4 Jan - 5 Jan 2026
Unit 3: Cute and affordable 4BDR duplex in Overland Park for up to 10 people!

Newly renovated duplex for up to 8 people - adjoining unit #1

Newly renovated duplex for up to 8 people - adjoining unit #1
Overland Park
9.0 out of 10, Wonderful, (36)
"We just needed a place for 2 nights to help our son find a place in a new city for his 1st job out of college. It's a quiet house in a very quiet neighborhood with very comfortable beds. Easy checkin!"
United States
Tommy P.
The price is HK$537
HK$1,849 total
includes taxes & fees
4 Jan - 5 Jan 2026
Newly renovated duplex for up to 8 people - adjoining unit #1

Family-Friendly 4BR w/ Game Room, Patio + Firepit

Family-Friendly 4BR w/ Game Room, Patio + Firepit
Overland Park
10.0 out of 10, Exceptional, (9)
"We enjoyed our stay with our friends and kids for a nice little family vacation."
United States
Ashli H.
The price is HK$1,984
HK$4,083 total
includes taxes & fees
30 Dec - 31 Dec
Family-Friendly 4BR w/ Game Room, Patio + Firepit

Cozy, quiet retreat in south KC

Cozy, quiet retreat in south KC
2.0 star property
Overland Park
9.0 out of 10, Wonderful, (4)
"Shopping was close and centralized. House was clean. Laudry was nice and convenient."
United States
Ashley M.
The price is HK$848
HK$2,451 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, quiet retreat in south KC

Guesthouse 3 bedroom suite in Overland Park

Guesthouse 3 bedroom suite in Overland Park
Overland Park
9.6 out of 10, Exceptional, (10)
"Wonderful on all aspects. Great location and beautiful quiet place to stay."
United States
Kimberly F.
The price is HK$809
HK$1,953 total
includes taxes & fees
12 Jan - 13 Jan 2026
Guesthouse 3 bedroom suite in Overland Park

Overland Park Retreat

Overland Park Retreat
Overland Park
10.0 out of 10, Exceptional, (5)
"We enjoyed watching the super large tv screen in the family room. We also liked the design features of the home like the 2 bathrooms and kitchen. We had a great time staying in this home. "
United States
Kelly M.
The price is HK$1,421
HK$3,090 total
includes taxes & fees
28 Dec - 29 Dec
Overland Park Retreat

Luxury spacious 5BR home w/ 2 King Beds

Luxury spacious 5BR home w/ 2 King Beds
Overland Park
10.0 out of 10, Exceptional, (1)
"Great home! "
United States
Amy F.
The price is HK$2,644
HK$4,786 total
includes taxes & fees
27 Dec - 28 Dec
Luxury spacious 5BR home w/ 2 King Beds

Beautiful | spacious | clean house for families #2

Beautiful | spacious | clean house for families #2
Stanley
9.2 out of 10, Wonderful, (15)
"Great location. Just what we needed"
United States
James T.
The price is HK$763
HK$2,156 total
includes taxes & fees
28 Dec - 29 Dec
Beautiful | spacious | clean house for families #2

3 Bed 2 Bath with Hot Tub

3 Bed 2 Bath with Hot Tub
Overland Park
9.6 out of 10, Exceptional, (25)
"Perfect place to stay when visiting Kansas City and still have a peaceful retreat"
United States
Daniel J.
The price is HK$1,338
HK$3,095 total
includes taxes & fees
4 Jan - 5 Jan 2026
3 Bed 2 Bath with Hot Tub

Spacious Condo in Overland Park-Sleeps 8

Spacious Condo in Overland Park-Sleeps 8
Overland Park
10.0 out of 10, Exceptional, (1)
"My husband and I were in Olathe for Thanksgiving and enjoyed our eight night stay here. The condo was clean, quiet and comfortable. It snowed during our stay and our driveway was shoveled promptly. We visit family in Olathe two to three times a year and we would gladly stay at the condo again. "
Singapore
Elaine C.
The price is HK$1,393
HK$3,407 total
includes taxes & fees
6 Jan - 7 Jan 2026
Spacious Condo in Overland Park-Sleeps 8

Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access

Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access
Overland Park
10.0 out of 10, Exceptional, (2)
"The property was just as pictured, clean and beautiful. We loved the location. "
United States
Brandy B.
The price is HK$364
HK$1,170 total
includes taxes & fees
11 Jan - 12 Jan 2026
Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access

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

Overland Park Downtown | Comfy, Clean & Safe house on Hardy
Overland Park
9.8 out of 10, Exceptional, (29)
"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 HK$763
HK$2,350 total
includes taxes & fees
1 Jan - 2 Jan 2026
Overland Park Downtown | Comfy, Clean & Safe house on Hardy

Cozy, clean & spacious townhouse - Unit 1

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 HK$623
HK$1,967 total
includes taxes & fees
28 Dec - 29 Dec
Cozy, clean & spacious townhouse - Unit 1

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

Comfy, Spacious & Convinient 3/2 house in Overland Park
Overland Park
9.4 out of 10, Exceptional, (20)
"Excellent accommodation and our host was very responsive. "
United States
Sherry D.
The price is HK$833
HK$2,340 total
includes taxes & fees
28 Dec - 29 Dec
Comfy, Spacious & Convinient 3/2 house in Overland Park

Nice and cozy duplex close to everything in KC!

Nice and cozy duplex close to everything in KC!
Overland Park
9.0 out of 10, Wonderful, (59)
"This is the third time we've rented from this property owner, when we come into town for football games...always prompt, courteous, and his properties are always as described "
United States
Jim F.
The price is HK$615
HK$1,957 total
includes taxes & fees
5 Jan - 6 Jan 2026
Nice and cozy duplex close to everything in KC!
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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Top Overland Park Hotel Reviews

Find out more about Overland Park

Search for holiday rentals in Overland Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Overland Park using one of the methods below:

  • View our selection of featured holiday rentals in Overland Park
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Look no further and take a look at our great range of rental properties in Overland Park!

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 Renovated Farmhouse New Listing.

How many holiday rentals are there in Overland Park?

With 120 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.