Book Holiday Homes in Overland Park

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Featured Holiday Homes in Overland Park

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

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

Kansas City MO
The price is AU$647 per night from 29 Dec to 30 Dec
AU$647
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Kansas City (Midtown - Westport), you'll be a 3-minute drive from Crown Center and 5 minutes from T-Mobile Center.
Opens in a new windowCharming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown
Modern 5BR/5BA | Close to Art museum | Plaza

Modern 5BR/5BA | Close to Art museum | Plaza

KCMO MO
With a stay at this vacation home in Kansas City (Midtown - Westport), you'll be a 4-minute drive from Crown Center and 7 minutes from T-Mobile Center.
Opens in a new windowModern 5BR/5BA | Close to Art museum | Plaza
Skyline | Hot tub | Rooftop Patio | Amazing Views

Skyline | Hot tub | Rooftop Patio | Amazing Views

2 out of 5
Kansas City KS
The price is AU$415 per night from 26 Jan to 27 Jan
AU$415
26 Jan - 27 Jan 2026
includes taxes & fees
With a stay at this vacation home in Kansas City (Shawnee Heights), you'll be within a 10-minute drive of T-Mobile Center and Kansas City Convention Center.
Opens in a new windowSkyline | Hot tub | Rooftop Patio | Amazing Views
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6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen-  1.6 Acres  Grand Piano

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

Overland Park KS
With a stay at this vacation home in Overland Park, you'll be within a 5-minute drive of Overland Park Golf Course- Main and Overland Park Soccer Complex.
Opens in a new window6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano
Shipping Container in KC - Rooftop Patio & Fire Pit!

Shipping Container in KC - Rooftop Patio & Fire Pit!

Kansas City MO
The price is AU$425 per night from 28 Jan to 29 Jan
AU$425
28 Jan - 29 Jan 2026
includes taxes & fees
Located in Kansas City (Midtown - Westport), this vacation home is within a 10-minute drive of Crown Center and T-Mobile Center.
Opens in a new windowShipping Container in KC - Rooftop Patio & Fire Pit!
Overland Park Downtown | Comfy, Clean & Safe house on Hardy

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

Overland Park KS
The price is AU$452 per night from 25 Jan to 26 Jan
AU$452
25 Jan - 26 Jan 2026
includes taxes & fees
Located in Overland Park, this vacation home is within a 5-minute drive of Overland Park Farmers Market and AdventHealth Shawnee Mission.
Opens in a new windowOverland Park Downtown | Comfy, Clean & Safe house on Hardy
Beautiful-Clean-Modern-Convenient-Accessible Home

Beautiful-Clean-Modern-Convenient-Accessible Home

Overland Park KS
The price is AU$695 per night from 1 Jan to 2 Jan
AU$695
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Overland Park (Nall Hills), you'll be a 5-minute walk from KPC Promise Hospital of Overland Park and within a 5-minute drive ...
Opens in a new windowBeautiful-Clean-Modern-Convenient-Accessible Home
3 bedroom home in Westwood

3 bedroom home in Westwood

2 out of 5
Westwood KS
The price is AU$472 per night from 5 Jan to 6 Jan
AU$472
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Mission (Westwood), you'll be within a 10-minute drive of Crown Center and T-Mobile Center.
Opens in a new window3 bedroom home in Westwood
Pet friendly home in a quiet secluded neighborhood near multiple large lakes.

Pet friendly home in a quiet secluded neighborhood near multiple large lakes.

2 out of 5
Blue Springs MO
Located in Blue Springs, this vacation home is within a 15-minute drive of GEHA Field at Arrowhead Stadium and Kauffman Stadium.
Opens in a new windowPet friendly home in a quiet secluded neighborhood near multiple large lakes.
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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.

Overland Park Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Overland Park vacation homes are the perfect way for you to wing it.

Holiday houses in Overland Park let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Overland Park in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Overland Park adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Overland Park with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Overland Park vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Overland Park Holiday Homes essential information

Accommodation
712 Holiday Homes
Lowest Price
AU$134
Highest Price
AU$695
Popular accommodation
Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown, Modern 5BR/5BA | Close to Art museum | Plaza, Skyline | Hot tub | Rooftop Patio | Amazing Views, 6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano, Shipping Container in KC - Rooftop Patio & Fire Pit! , Overland Park Downtown | Comfy, Clean & Safe house on Hardy, Beautiful-Clean-Modern-Convenient-Accessible Home , 3 bedroom home in Westwood, Pet friendly home in a quiet secluded neighborhood near multiple large lakes.

Top trending hotels in Overland Park

Sonesta Essential Hotels Overland Park

Sonesta Essential Hotels Overland Park

2.5 out of 5
7200 W 107th St Overland Park KS
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 4 Jan to 5 Jan
AU$134
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Sonesta Essential Hotels Overland Park in Overland Park, you'll be in the business district, within a 5-minute drive of KPC Promise Hospital ...
Opens in a new windowSonesta Essential Hotels Overland Park
Hyatt Place Kansas City/Overland Park/Convention Center

Hyatt Place Kansas City/Overland Park/Convention Center

3 out of 5
5001 W 110th St Overland Park KS
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 12 Jan to 13 Jan
AU$183
12 Jan - 13 Jan 2026
includes taxes & fees
With a stay at Hyatt Place Kansas City/Overland Park/Convention Center in Overland Park, you'll be in the business district, just a 4-minute walk from HCA Midwest ...
Opens in a new windowHyatt Place Kansas City/Overland Park/Convention Center
DoubleTree by Hilton Kansas City - Overland Park

DoubleTree by Hilton Kansas City - Overland Park

4 out of 5
10100 College Blvd Overland Park KS
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 2 Jan to 3 Jan
AU$201
2 Jan - 3 Jan 2026
includes taxes & fees
Located in Overland Park, DoubleTree by Hilton Kansas City - Overland Park is in a provincial park, within a 10-minute drive of Oak Park Mall and Overland Park ...
Opens in a new windowDoubleTree by Hilton Kansas City - Overland Park
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Hyatt Place Kansas City/Overland Park/Metcalf

Hyatt Place Kansas City/Overland Park/Metcalf

3 out of 5
6801 W 112th St Overland Park KS
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 4 Jan to 5 Jan
AU$171
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Hyatt Place Kansas City/Overland Park/Metcalf in Overland Park, you'll be in the business district, within a 5-minute drive of Overland Park ...
Opens in a new windowHyatt Place Kansas City/Overland Park/Metcalf
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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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^Subject to availability and chosen travel dates.