Holiday Homes in Greenwood

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Greenwood and around

Arrowhead and Golf course

9.2 out of 10, Wonderful, (41)
"Was overall a great stay was perfect for my group of 6"
Arrowhead and Golf course

Beautiful 120 year old home in downtown Kansas City.

10.0 out of 10, Exceptional, (37)
"Love it and must visit Tower Tavern!"
The price is €189
includes taxes & fees
10 Aug - 11 Aug
Beautiful 120 year old home in downtown Kansas City.

Cozy midtown home 10 minutes to downtown Kansas City.

9.0 out of 10, Wonderful, (28)
"Had a good stay"
The price is €149
includes taxes & fees
25 Aug - 26 Aug
Cozy midtown home 10 minutes to downtown Kansas City.

Completely restored 1885 Queen Ann style home located next to the temple lot.

9.8 out of 10, Exceptional, (105)
"Beautiful, comfortable house. Enjoyed the recording studio. The owner was a extremely nice guy."
The price is €349
includes taxes & fees
11 Aug - 12 Aug
Completely restored 1885 Queen Ann style home located next to the temple lot.

Secluded, updated 4BR, kid friendly, 5 min from restaurants

9.8 out of 10, Exceptional, (32)
"Accurate description and easy process. Would definitely stay here again."
Secluded, updated 4BR, kid friendly, 5 min from restaurants

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

9.8 out of 10, Exceptional, (12)
"What a great location! Close to all the places you would want to go on a trip to KC! The house was perfect for my family of 6 adults. "
The price is €298
includes taxes & fees
13 Aug - 14 Aug
Comfy, Spacious & Convinient 3/2 house in Overland Park

Experience football fun! 4BR/2Bath Independence retreat near Arrowhead

7.8 out of 10, Good, (6)
"Very cozy home! Very responsive and accommodating host. Beds were awesome!"
Experience football fun! 4BR/2Bath Independence retreat near Arrowhead

3 Bed 2 Bath with Hot Tub

9.8 out of 10, Exceptional, (16)
"Great and clean place for a relaxing family vacation. Owner was responsive to questions and helpful."
The price is €297
includes taxes & fees
10 Aug - 11 Aug
3 Bed 2 Bath with Hot Tub

Jefferson Cottage - Large Home + Walkable to Waldo!

9.8 out of 10, Exceptional, (42)
"The house is clean and comfortable, and the fenced yard is good for small kids and dogs."
Jefferson Cottage - Large Home + Walkable to Waldo!

Stylish MidModern New Build w/ Extra Apartment

8.8 out of 10, Excellent, (5)
"We came to KC for a bowling tournament, there was 4 couples in our party. Location was easy to find, and inside was fantastic. Did haveva minor issue accessing the 4th bedroom(due to being in the basement), but property owner was easy to get a hold of so we could get in. She sent help right away. If we come back to KC we will definitely book there again"
The price is €377
includes taxes & fees
10 Aug - 11 Aug
Stylish MidModern New Build w/ Extra Apartment

Fully renovated 4 bedroom home in Downtown Overland Park!

2.0 star property
10.0 out of 10, Exceptional, (23)
"Great stay and host! Highly recommended!"
Fully renovated 4 bedroom home in Downtown Overland Park!

Beautiful-Clean-Modern-Convenient-Accessible Home

9.8 out of 10, Exceptional, (50)
"Wonderful home. Excellent location for Overland Park Convention center. Will definitely stay again!!"
The price is €409
includes taxes & fees
11 Aug - 12 Aug
Beautiful-Clean-Modern-Convenient-Accessible Home

Newly remodeled 3-bedroom, 2 bath house in Kansas City near Chiefs Stadium

10.0 out of 10, Exceptional, (1)
"The property was kept well. My only suggestion would be to include a few more towels or hand towels. Otherwise the beds were comfy and we had a nice stay."
Newly remodeled 3-bedroom, 2 bath house in Kansas City near Chiefs Stadium

Renovated Farmhouse New Listing

6.0 out of 10, (1)
"The house was clean & well stocked & very quiet inside. The only large downfall was the a/c in the 3 bedrooms did not work well at all. The entire upstairs was very hot & muggy until the sun went down. Then the mainfloor bedroom was hot all night. The house will be perfect if the a/c is figured out. We had a mouse surprise us in the kitchen but that was not a huge ordeal. "
The price is €325
includes taxes & fees
7 Aug - 8 Aug
Renovated Farmhouse New Listing

Luxury Plaza House. Amazing Property.

9.2 out of 10, Wonderful, (46)
"Really enjoyed our stay here. A beautiful home, comfortable and great for a family of 5-6 people. Was lucky to find this!"
The price is €350
includes taxes & fees
10 Aug - 11 Aug
Luxury Plaza House. Amazing Property.

Home in Fairway Kansas, near KC's Country Club Plaza

10.0 out of 10, Exceptional, (2)
"We loved our stay. We had a family gathering in Kansas City to see the Braves play centrally for all of us. The house was in the perfect place for the restaurants and things we wanted to do around the main event. It was super clean and the host was extremely responsive for our questions. Thank you for a great experience. "
Home in Fairway Kansas, near KC's Country Club Plaza

Mid-century Modern 3-bedroom house near Lake Jacomo in Blue Springs with pool

10.0 out of 10, Exceptional, (3)
"We had an amazing stay! This property manager has thought of everything! "
Mid-century Modern 3-bedroom house near Lake Jacomo in Blue Springs with pool

Charming 3BD 2BR Dog Friendly

10.0 out of 10, Exceptional, (10)
"I grew up about a block away, so it was a pleasure to stay in this nice house to visit my hometown. "
Charming 3BD 2BR Dog Friendly

Pets Welcome_Close to DT Lees Summit, Walk to Shops|5 King Beds|Mins to Stadiums

9.6 out of 10, Exceptional, (4)
"Our son is moving to the area, so we booked on short notice for a weekend to help him find housing and explore the area. The location of this house couldn't be better! 6 adults (3 couples) stayed and it was great for everyone to have king beds and bathrooms. We will have to keep this in mind as we will be visiting the area more often now!"
Pets Welcome_Close to DT Lees Summit, Walk to Shops|5 King Beds|Mins to Stadiums

NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

9.8 out of 10, Exceptional, (8)
"Found this beautiful home with all the accommodations I was looking for, pool, pool table, theater, very spacious. The neighborhood was beautiful and communication was easy with the owner. I love that they also allow small parties as several of my family members in town wanted to stop by with well wishes. We will definitely book again and send this rental suggestion to friends and family as well!!!!! Beautiful place. "
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Greenwood Hotel Reviews