A tall illuminated monument in a park with a city skyline in the background.

Holiday Homes in Leawood

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Leawood holiday homes

A living room with a sofa, a glass coffee table, a TV, and a staircase leading to another room.

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, (28 reviews)
"We had a great stay and would definitely stay there again! "
United States
Rebecca M.
The price is €262
includes taxes & fees
16 Sept - 17 Sept
Comfy, Spacious & Convinient 3/2 house in Overland Park
A large, historic building with arched windows and a central fountain, surrounded by a well-lit plaza and modern buildings in the background.

2. 3BRHome_Heart Of Waldo_Dedicated Office_Stay,Relax

3BRHome_Heart Of Waldo_Dedicated Office_Stay,Relax
South Kansas City
9.0 out of 10, Wonderful, (2 reviews)
"Great communication. Perfect location. "
United States
Frank G.
The price is €414
includes taxes & fees
8 Sept - 9 Sept
3BRHome_Heart Of Waldo_Dedicated Office_Stay,Relax
A bedroom with a bed, a ceiling fan, a window with curtains, a mirror, and a wall-mounted heater.

3. The Little House - Pet-Friendly Home in Overland Park

The Little House - Pet-Friendly Home in Overland Park
Arrowhead Trails
10.0 out of 10, Exceptional, (82 reviews)
"Great little place and perfect location. I felt very safe and comfortable."
United States
denise
The price is €192
includes taxes & fees
29 Sept - 30 Sept
The Little House - Pet-Friendly Home in Overland Park
A modern living room with a sofa, coffee table, and dining area.

4. Jefferson St. Cottage - Large Home w/ Fenced Yard

Jefferson St. Cottage - Large Home w/ Fenced Yard
South Kansas City
9.8 out of 10, Exceptional, (55 reviews)
"Clean, great location, as advertised! "
United States
Kelsey G.
The price is €411
includes taxes & fees
8 Sept - 9 Sept
Jefferson St. Cottage - Large Home w/ Fenced Yard
A modern living room with a sofa, coffee table, and a dining area with chairs and a table. There is a kitchen in the background with white cabinets and a window.

5. 3 Bed 2 Bath with Hot Tub

3 Bed 2 Bath with Hot Tub
Overland Park
9.6 out of 10, Exceptional, (29 reviews)
"Very comfortable and clean house with a great backyard for our dog. We will be staying here again next week."
United States
Melanie O.
The price is €344
includes taxes & fees
7 Oct - 8 Oct
3 Bed 2 Bath with Hot Tub
A modern kitchen with wooden cabinets, a dining table, and bar stools.

6. Overland Park Retreat

Overland Park Retreat
Overland Park
9.6 out of 10, Exceptional, (12 reviews)
"The host was a pleasure to work with. "
United States
Matthew M.
The price is €290
includes taxes & fees
16 Sept - 17 Sept
Overland Park Retreat
A modern kitchen with white cabinets, a wooden dining table, and a chandelier.

7. Boho Beauty Newly Remodled 4BD/3 FULL BATH

Boho Beauty Newly Remodled 4BD/3 FULL BATH
Overland Park
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful place to stay! "
United States
Nolan & Chelsea F.
The price is €397
includes taxes & fees
8 Sept - 9 Sept
Boho Beauty Newly Remodled 4BD/3 FULL BATH
A spacious kitchen with a central island, white cabinetry, and a brick accent wall.

8. Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space

Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space
Overland Park
10.0 out of 10, Exceptional, (25 reviews)
"Very welcoming & nice thxs for letting us stay will definitely recommend."
United States
Sheena S.
The price is €313
includes taxes & fees
10 Sept - 11 Sept
Family-Friendly 4bed/3 bath w/Fully-Stocked Kitchen, Sauna, Firepit, & Gym Space
A dining area with a wooden table and chairs, a kitchen area with a counter, and a living room with a sofa and a lamp.

9. 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, (55 reviews)
"Property really needs updated"
United States
Beth
The price is €242
includes taxes & fees
9 Sept - 10 Sept
Relaxing and spacious single family in heart of Overland Park
A living room with a fireplace, a television, and a cityscape mural on the wall.

10. 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, (40 reviews)
"Nice location and well equipped kitchen. "
United States
Paul H.
The price is €242
includes taxes & fees
9 Sept - 10 Sept
Overland Park Downtown | Comfy, Clean & Safe house on Hardy
A modern living room with a sectional sofa, a coffee table, and a patterned rug.

11. Charming Bungalow with Spacious Yard

Charming Bungalow with Spacious Yard
Overland Park
10.0 out of 10, Exceptional, (11 reviews)
"This is a cute bungalow on a quiet street."
United States
Nichole C.
The price is €269
includes taxes & fees
16 Sept - 17 Sept
Charming Bungalow with Spacious Yard
A living room with a large mural of the Eiffel Tower, a television, a ceiling fan, and a clock on the wall.

12. Spacious and comfortable 3 bedrooms house in the heart of Overland Park

Spacious and comfortable 3 bedrooms house in the heart of Overland Park
Overland Park
9.4 out of 10, Exceptional, (37 reviews)
"We are very happy with our staying."
United States
Simon S.
The price is €246
includes taxes & fees
13 Sept - 14 Sept
Spacious and comfortable 3 bedrooms house in the heart of Overland Park
A kitchen with a wooden bar, black chairs, pendant lights, and a view through the door.

13. The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!

The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!
Overland Park
9.4 out of 10, Exceptional, (70 reviews)
"Place was great! Host was very responsive and accommodating. "
United States
Stephanie B.
The price is €287
includes taxes & fees
8 Sept - 9 Sept
The whole 3 bedrooms/3 baths single family house in Overland Park with sauna!
A large, historic building with arched windows and a central fountain, surrounded by a well-lit plaza and modern buildings in the background.

14. Family Fave w/2 Living Spaces_4BR_Great Location

Family Fave w/2 Living Spaces_4BR_Great Location
Overland Park
9.2 out of 10, Wonderful, (15 reviews)
"Super close to restaurants, grocery stores etc. great place, great stay!"
United States
Eric U.
Family Fave w/2 Living Spaces_4BR_Great Location
A modern living room with a fireplace, a white sofa, a striped red and white sofa, and a wooden coffee table.

15. Diet Coke House_Soda On Tap_Sleeps 8_ 2 BR_Games

Diet Coke House_Soda On Tap_Sleeps 8_ 2 BR_Games
Overland Park
The price is €406
includes taxes & fees
8 Sept - 9 Sept
Diet Coke House_Soda On Tap_Sleeps 8_ 2 BR_Games
A living room with a sofa, a television, a floor lamp, and a patterned rug.

16. Cozy Ranch Close to everything

Cozy Ranch Close to everything
Merriam
9.8 out of 10, Exceptional, (45 reviews)
"Very comfortable home. We liked the location as there were many restaurants and store close by."
United States
Rosalina Q.
The price is €217
includes taxes & fees
10 Sept - 11 Sept
Cozy Ranch Close to everything
A dining room with a wooden table set for four, a vase with flowers, and framed botanical illustrations on the wall.

17. Charming 4-bedroom house. 16 guest, hot tub, sauna, fire pit, arcade, game room

Charming 4-bedroom house. 16 guest, hot tub, sauna, fire pit, arcade, game room
Overland Park
10.0 out of 10, Exceptional, (15 reviews)
"Great place to stay! Clean, lots of amenities, excellent communication from the hosts, and a great neighborhood. If I ever need a spot in OP again, I’ll be coming back!"
United States
Michael M.
Charming 4-bedroom house. 16 guest, hot tub, sauna, fire pit, arcade, game room
A modern kitchen with white cabinets, a black refrigerator, a stainless steel oven, and a granite countertop.

18. Comfortable and elegant 3BDR duplex, unit # 2

Comfortable and elegant 3BDR duplex, unit # 2
Overland Park
8.6 out of 10, Excellent, (30 reviews)
"It was a nice place near interstate and easy access. Boris kept the house up to date. Plenty of space for a small family"
United States
Rod F.
The price is €228
includes taxes & fees
8 Sept - 9 Sept
Comfortable and elegant 3BDR duplex, unit # 2
A spacious living area with a wooden dining table, dark wooden chairs, a black sofa, and a TV mounted on the wall.

19. Cheerful 5 bedrooms house 15 mins to KC downtown

Cheerful 5 bedrooms house 15 mins to KC downtown
North Park
9.4 out of 10, Exceptional, (44 reviews)
"Everything was good and clean"
United States
Noe
The price is €273
includes taxes & fees
8 Sept - 9 Sept
Cheerful 5 bedrooms house 15 mins to KC downtown
A modern living room with a sofa, a bench, a coffee table, a TV, and a ceiling fan.

20. Spacious Home_6br|Near Westport+Downtown KC

Spacious Home_6br|Near Westport+Downtown KC
Rosedale
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay and would definitely recommend this property. The host was very helpful and responsive, and the home was clean and pretty well-maintained. Our family really enjoyed the stay, and the location close to downtown made everything super convenient."
United States
Hailey M.
The price is €584
includes taxes & fees
16 Sept - 17 Sept
Spacious Home_6br|Near Westport+Downtown 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leawood Hotel Reviews

Best Western Plus Kansas City Sports Complex Hotel

Best Western Plus Kansas City Sports Complex Hotel

10/10 Excellent
"The room is an average size with a smaller desk but it does have a full sized mini fridge. Walking distance to both stadiums and plenty of free parking. The breakfast is usually busy but the people there work hard to keep tables clean and ready for the next family. There is a water refill station right outside the breakfast room."
Marty 2-night trip
Posted 3 hours ago
Best Western Plus Kansas City Sports Complex Hotel

Find out more about Leawood

Leawood Holiday Homes information

Number of reviews
641
Accommodation
914 Holiday Homes
Lowest Price
€192
Highest Price
€584