Greenwood Holiday Rentals

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Holiday Rentals in Greenwood

Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

Greenwood
9.0 out of 10, Wonderful, (178)
"We had a wonderful time!"
United States
Rachelle S.
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

Estate Home Hot Tub Beach view Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

Greenwood
10.0 out of 10, Exceptional, (15)
"Beautiful home! The property is scenic and quiet! Definitely recommend! Something for everyone in the family! Pool and hot tub are awesome! "
United States
Laura J.
Estate Home Hot Tub Beach view Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1080)
"Nice and comfortable stay. Great coffee bar and amenities across this property."
United States
Derrick
The price is NZ$190
includes taxes & fees
1 Jan - 2 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

CASA AZUL DE VIDA. 1 min next to the Street Car.

Midtown - Westport
The price is NZ$2,768
includes taxes & fees
9 Dec - 10 Dec
CASA AZUL DE VIDA. 1 min next to the Street Car.

West Plaza Cozy Comfort Unit A

West Plaza
9.2 out of 10, Wonderful, (43)
"Nice and clean, well equipped kitchen, easy access to groceries, restaurants, etc. "
United States
Scott R.
West Plaza Cozy Comfort Unit A

Midtown Get Away or Stay for Awhile

North Town Fork Creek
10.0 out of 10, Exceptional, (2)
"My family and I enjoy this amazing place. "
United States
Nailah H.
The price is NZ$701
includes taxes & fees
9 Dec - 10 Dec
Midtown Get Away or Stay for Awhile

Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

Independence
7.4 out of 10, Good, (24)
"We were in town to referee a pickleball tournament. We do not cook or spend much time in the unit. It was great for what we needed. I would be carefull if i was a family. This unit had 5 window air conditions and not central air. they worked well but were noisey. There is no living room type area just 3 bedrooms and a kitchen. For us that was all we needed. The host was great and the check in and out was 5 stars"
United States
Larry H.
Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

Sleeps 8, 7 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza

Midtown - Westport
6.0 out of 10, (6)
"Enjoyed it all. Great to work with."
United States
GENINE M.
The price is NZ$2,706
includes taxes & fees
9 Dec - 10 Dec
Sleeps 8, 7 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza

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

Overland Park
10.0 out of 10, Exceptional, (1)
"What an amazing stay! Mat is absolutely wondering and the house is great! Totally recommend. "
United States
TERA L.
6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano

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

Midtown - Westport
9.8 out of 10, Exceptional, (8)
"Interesting older home and neighborhood to explore. Close to many attractions. Very dog friendly with small fenced yard. Host was very helpful and quick to respond. Enjoyed our stay. We will book again when we return to KC"
United States
Mary D.
The price is NZ$754
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown

Spacious Studio Living with Lounge Space — Close to Downtown & Hospitals!

2.0 star property
Beacon Hills
9.0 out of 10, Wonderful, (9)
"Central location and ease of access around central Kansas City. "
United States
David
Spacious Studio Living with Lounge Space — Close to Downtown & Hospitals!

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

Midtown - Westport
9.8 out of 10, Exceptional, (78)
"Great Location & stay for our crew from out of town !"
United States
ERIN L.
Modern 5BR/5BA | Close to Art museum | Plaza

Amazing Locale 2KingBR/1BTH

Midtown - Westport
8.8 out of 10, Excellent, (127)
"This property was very clean and a great location. "
United States
Patricia E.
The price is NZ$370
includes taxes & fees
9 Dec - 10 Dec
Amazing Locale 2KingBR/1BTH

Lovely 3-bedroom house in downtown Kansas City with WiFi, AC and so much more

2.0 star property
Washington Wheatley
9.2 out of 10, Wonderful, (16)
"Well located to attend functions at the Convention Center. We had a most enjoyable stay. Everything was clean, neat, and well provisioned. It was nice to park in the well enclosed lot. "
United States
John M.
Lovely 3-bedroom house in downtown Kansas City with WiFi, AC and so much more

Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Manheim Park
9.8 out of 10, Exceptional, (54)
"Everything was great!"
United States
Mandy R.
The price is NZ$339
includes taxes & fees
22 Dec - 23 Dec
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

KC Tiny Studio

South Kansas City
9.2 out of 10, Wonderful, (17)
"Very nice clean and well appointed tiny home conveniently located near Kansas City. Host was prompt in replying to messages and very helpful with tips about the area. "
United States
Kathleen S.
KC Tiny Studio

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

Sugar Creek
7.8 out of 10, Good, (7)
"Beautiful home with a large yard! Great location & friendly neighbors. We were there for July 4th holiday and a parade took place right in front of the house! Beds were comfortable, kitchen has plenty of space. "
United States
Krystal L.
Experience football fun! 4BR/2Bath Independence retreat near Arrowhead

Lone Jack Cabin - Studio Suite

Lone Jack
9.4 out of 10, Exceptional, (82)
"Needed a place for a week close to Lee's Summit/KC area for various appointments. This place was absolutely perfect! It was located close enough to be able to get around and do things. The cabin is really cute and cozy. "
United States
Sandra S.
Lone Jack Cabin - Studio Suite

Gorgeous, Pet Friendly and Completely Remodeled 2 Bedroom condo in Independence

Independence
9.6 out of 10, Exceptional, (4)
"Great stay"
United States
Anonymous traveller
The price is NZ$381
includes taxes & fees
9 Dec - 10 Dec
Gorgeous, Pet Friendly and Completely Remodeled 2 Bedroom condo in Independence

Heartland Haven in Kansas City/Independence Area: Pet Friendly &Newly Remodeled!

Sugar Creek
10.0 out of 10, Exceptional, (23)
"Great place near everything we wanted"
United States
Chris R.
The price is NZ$459
includes taxes & fees
17 Dec - 18 Dec
Heartland Haven in Kansas City/Independence Area: Pet Friendly &Newly Remodeled!
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 Greenwood Hotel Reviews

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as NZ$190 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its restaurants and shopping.

What are some of the best holiday rentals that Greenwood has to offer?

Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown: This holiday home rental outside of Greenwood offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Belton Grandview and Kansas City Railroad and Museum, or get out into nature at a spot like Blue Spring. GEHA Field at Arrowhead Stadium and Missouri Town 1855 are a couple of places you'll find in the wider area.

What are holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.