Book Holiday Homes in Raymore

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Featured Holiday Homes in Raymore

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$679 per night from 13 Jan to 14 Jan
AU$679
13 Jan - 14 Jan 2026
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$414 per night from 15 Dec to 16 Dec
AU$414
15 Dec - 16 Dec
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$413 per night from 15 Dec to 16 Dec
AU$413
15 Dec - 16 Dec
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$419 per night from 21 Dec to 22 Dec
AU$419
21 Dec - 22 Dec
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$650 per night from 16 Dec to 17 Dec
AU$650
16 Dec - 17 Dec
includes taxes & fees
Located in Overland Park (Nall Hills), this vacation home is within a 5-minute drive of Overland Park Convention Center and Corporate Woods.
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$447 per night from 15 Dec to 16 Dec
AU$447
15 Dec - 16 Dec
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.

Raymore 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 Raymore vacation homes are the perfect way for you to wing it.

Holiday houses in Raymore 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 Raymore 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 Raymore adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Raymore 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 Raymore 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.

Raymore Holiday Homes essential information

Accommodation
613 Holiday Homes
Lowest Price
AU$142
Highest Price
AU$679
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 Raymore

Loews Kansas City Hotel

Loews Kansas City Hotel

4 out of 5
1515 Wyandotte Street Kansas City MO
Fully refundableReserve now, pay when you stay
The price is AU$360 per night from 4 Jan to 5 Jan
AU$360
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Loews Kansas City Hotel in Kansas City (Crossroads Arts District), you'll be within a 15-minute walk of Kansas City Convention Center and T-Mobile ...
Opens in a new windowLoews Kansas City Hotel
Sonesta Select Kansas City South Overland Park

Sonesta Select Kansas City South Overland Park

3 out of 5
500 E 105th St Kansas City MO
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 28 Dec to 29 Dec
AU$142
28 Dec - 29 Dec
includes taxes & fees
With a stay at Sonesta Select Kansas City South Overland Park in Kansas City (South Kansas City), you'll be within a 15-minute drive of GEHA Field at Arrowhead ...
Opens in a new windowSonesta Select Kansas City South Overland Park
Kansas City Marriott Country Club Plaza

Kansas City Marriott Country Club Plaza

3.5 out of 5
4445 Main St Kansas City MO
Fully refundableReserve now, pay when you stay
The price is AU$214 per night from 4 Jan to 5 Jan
AU$214
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Kansas City (Midtown - Westport), Kansas City Marriott Country Club Plaza is a 5-minute walk from Kemper Museum of Contemporary Art and 10 minutes ...
Opens in a new windowKansas City Marriott Country Club Plaza
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Stoney Creek Hotel Kansas City - Independence

Stoney Creek Hotel Kansas City - Independence

3.5 out of 5
18011 Bass Pro Drive Independence MO
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 15 Dec to 16 Dec
AU$192
15 Dec - 16 Dec
includes taxes & fees
Located in Independence, Stoney Creek Hotel Kansas City - Independence is within a 15-minute drive of Cable Dahmer Arena and Kauffman Stadium.
Opens in a new windowStoney Creek Hotel Kansas City - Independence
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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.