Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Greenwood holiday rentals

Smart TV, books
Charming 3 Bedroom House away from it all but Close to everything

Holiday Home in Odessa

Charming 3 Bedroom House away from it all but Close to everything
2.0 star property
9.8 out of 10, Exceptional, (12)
"Clean and comfortable. Great place to stay while we visited our son and enjoyed some home cooking. "
United States
Todd
The price is HK$1,043
HK$2,513 total
includes taxes & fees
29 Dec - 30 Dec
Charming 3 Bedroom House away from it all but Close to everything
Property grounds
Unplug and unwind in this charming loft cabin nestled on the water’s edge.

Cabin in Odessa

Unplug and unwind in this charming loft cabin nestled on the water’s edge.
9.4 out of 10, Exceptional, (3)
"Had a great stay, love the outdoor porch and lighting!"
United States
Heather W.
The price is HK$1,011
HK$1,843 total
includes taxes & fees
26 Dec - 27 Dec
Unplug and unwind in this charming loft cabin nestled on the water’s edge.
TV
Bright & Roomy 2BR | 1st Floor Retreat | #65

Condo in Midtown - Westport

Bright & Roomy 2BR | 1st Floor Retreat | #65
10.0 out of 10, Exceptional, (3)
"Great space! Lance was always communicating with me. Property was clean and had everything we needed. "
United States
Wendy
The price is HK$419
HK$1,608 total
includes taxes & fees
5 Jan - 6 Jan 2026
Bright & Roomy 2BR | 1st Floor Retreat | #65
1 bedroom, free WiFi
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond

Apartment in Pleasant Hill

The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
9.4 out of 10, Exceptional, (8)
"We really enjoyed our stay, the people could not have been nicer and were very responsive. Highly recommended. Thanks!"
United States
Chad S.
The price is HK$428
HK$1,768 total
includes taxes & fees
28 Dec - 29 Dec
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
Fridge, microwave, oven, stovetop
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park

Holiday Home in Blue Springs

Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
9.4 out of 10, Exceptional, (22)
"Nice place good location "
United States
Clarissa G.
The price is HK$574
HK$1,990 total
includes taxes & fees
5 Jan - 6 Jan 2026
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Property amenity
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Apartment in Overland Park

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
9.2 out of 10, Wonderful, (1084)
"Loved the suite room "
United States
Louis
The price is HK$721
HK$853 total
includes taxes & fees
6 Jan - 7 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
Dining
Spacious Plaza Stay: 1bd/1ba

Apartment in Midtown - Westport

Spacious Plaza Stay: 1bd/1ba
8.8 out of 10, Excellent, (16)
"We stayed for a quick visit to KC. Location was great and the check-in process was easy and fast. Host provided instructions promptly and it was easy to follow. The apartment was clean and spacious. "
United States
Jesus L.
The price is HK$381
HK$1,132 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious Plaza Stay: 1bd/1ba
Fridge, microwave, oven, stovetop
Cozy 2nd Floor unit Near Plaza and Westport | 08

Condo in Midtown - Westport

Cozy 2nd Floor unit Near Plaza and Westport | 08
9.6 out of 10, Exceptional, (9)
"We really enjoyed our stay here. It's a very comfortable second floor unit with two beds (one in its own bedroom), full bathroom, laundry, and full kitchen. It had everything we needed when traveling with an infant. The location was also good - easy to get around to all the main attractions in the Kansas City area. I'd recommend it as a great place to stay!"
United States
Jon K.
The price is HK$462
HK$1,344 total
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy 2nd Floor unit Near Plaza and Westport | 08
Exterior
10 minutes to the Stadiums

Apartment in South Kansas City

10 minutes to the Stadiums
2.0 star property
9.8 out of 10, Exceptional, (6)
The price is HK$441
HK$752 total
includes taxes & fees
5 Jan - 6 Jan 2026
10 minutes to the Stadiums
Fridge, microwave, oven, stovetop
The View - 1 Bed Plaza Condo + Amazing View

Condo in Park Central-Research Park

The View - 1 Bed Plaza Condo + Amazing View
9.4 out of 10, Exceptional, (18)
"The place was very clean and extremely comfortable with great amenities! The location was also excellent with a large park across the street and the nelson art museum very nearby. We would definitely stay again."
United States
Robert B.
The price is HK$428
HK$2,053 total
includes taxes & fees
11 Jan - 12 Jan 2026
The View - 1 Bed Plaza Condo + Amazing View
Fridge, microwave, oven, stovetop
Simple PLAZA Comfort!

Apartment in Midtown - Westport

Simple PLAZA Comfort!
8.0 out of 10, Very good, (13)
"Our unit was nice! Only frustrating thing is that you don’t get access to the buildings parking lot. Building also has a different name than what is listed. "
United States
Romina
The price is HK$381
HK$1,048 total
includes taxes & fees
7 Jan - 8 Jan 2026
Simple PLAZA Comfort!
TV
Charming Hideaway in Westport 15

Holiday Home in West Plaza

Charming Hideaway in Westport 15
9.2 out of 10, Wonderful, (42)
"We had a very good stay"
United States
Lakeisha R.
The price is HK$428
HK$1,537 total
includes taxes & fees
19 Jan - 20 Jan 2026
Charming Hideaway in Westport 15
Smart TV
Retro Funky Stay less than 10 minutes from Arrowhead!

Holiday Home in Independence

Retro Funky Stay less than 10 minutes from Arrowhead!
9.6 out of 10, Exceptional, (12)
"This place was very neat - a retro, comfortable spot that makes a great home-base for any trip to KC without the hassle of the city. It was clean and cozy, with a great shower!"
United States
Robbie M.
The price is HK$1,147
HK$1,995 total
includes taxes & fees
27 Dec - 28 Dec
Retro Funky Stay less than 10 minutes from Arrowhead!
1 bedroom, iron/ironing board, travel cot, free WiFi
1-Bedroom Near the Plaza & Scenic Park I 13

Holiday Home in Midtown - Westport

1-Bedroom Near the Plaza & Scenic Park I 13
9.2 out of 10, Wonderful, (24)
"Awesome stay!"
United States
Hunter
The price is HK$428
HK$1,299 total
includes taxes & fees
5 Jan - 6 Jan 2026
1-Bedroom Near the Plaza & Scenic Park I 13
Exterior
Cottage KC

Chalet in Raytown

Cottage KC
8.0 out of 10, Very good, (3)
"We stayed here for the night while attending an event at Kauffman Stadium. The hosts were nice and very responsive. We had a payment issue before our stay and they worked with me to get it taken care of. The cottage was clean, the bed was comfortable. It was just a few minutes from the stadium as well. I would stay here again. "
United Kingdom
Becky F.
The price is HK$606
HK$1,150 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cottage KC
Interior
The Nelson - Gorgeous Condo Walkable to the Plaza + Streetcar!

Condo in Park Central-Research Park

The Nelson - Gorgeous Condo Walkable to the Plaza + Streetcar!
9.2 out of 10, Wonderful, (33)
"Great location and great communication with owners "
United States
Jeremy B.
The price is HK$451
HK$2,072 total
includes taxes & fees
21 Jan - 22 Jan 2026
The Nelson - Gorgeous Condo Walkable to the Plaza + Streetcar!
Exterior
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Apartment in Manheim Park

Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza
9.8 out of 10, Exceptional, (55)
"Clean place. Will stay again."
United States
Keith D.
The price is HK$544
HK$1,469 total
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza
Terrace/patio
Completely restored 1885 Queen Ann style home located next to the temple lot.

Holiday Home in Independence

Completely restored 1885 Queen Ann style home located next to the temple lot.
9.8 out of 10, Exceptional, (119)
"Great place in a great location."
United States
Reece
The price is HK$787
HK$2,316 total
includes taxes & fees
5 Jan - 6 Jan 2026
Completely restored 1885 Queen Ann style home located next to the temple lot.
Interior
Cute Midtown 1 Bedroom

Condo in Midtown - Westport

Cute Midtown 1 Bedroom
9.0 out of 10, Wonderful, (4)
"We spent 2 nights to catch a Chiefs game and enjoy a night in KC.The space is the perfect size and perfectly priced.We were able to schedule a late checkout which was much needed!We’ll definitely be back for another weekend away!"
United States
Justine H.
The price is HK$498
HK$1,413 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cute Midtown 1 Bedroom
Fridge, coffee/tea maker, cookware/dishes/utensils
★ King Bed ★ Uptown Theater★

Apartment in Midtown - Westport

★ King Bed ★ Uptown Theater★
9.4 out of 10, Exceptional, (14)
"Really clean and had everything I needed, great stay!"
United States
William B.
★ King Bed ★ Uptown Theater★
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

The Fontaine

The Fontaine

10/10 Excellent
"I love their hot shower, front desk staff, so helpful."
irene 1-night trip
Posted 1 day ago
The Fontaine

Find out more about Greenwood

Search for holiday rentals in Greenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Greenwood using one of the methods below:

  • View our selection of featured holiday rentals in Greenwood
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Look no further and take a look at our great range of rental properties in Greenwood!

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?

CASA AZUL DE VIDA. 1 min next to the Street Car.: This holiday home rental outside of Greenwood is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Blue Spring, or get out into nature at a spot like Cave Spring Interpretive Center. 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.