A white wooden house with a brick chimney, a small porch, and a barrel.

Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Greenwood holiday rentals

Living area

3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead

3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead
Greenwood
The price is HK$1,694
HK$3,435 total
includes taxes & fees
30 Jun - 1 Jul
3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead
Interior

Soccer Fans Welcome! Luxe Raymore Escape w/ Patio

Soccer Fans Welcome! Luxe Raymore Escape w/ Patio
3.0 star property
Raymore
The price is HK$9,400
HK$11,517 total
includes taxes & fees
9 Jul - 10 Jul
Soccer Fans Welcome! Luxe Raymore Escape w/ Patio
Property amenity

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1,154 reviews)
"This place was clean and very comfy."
United States
junior
The price is HK$1,153
HK$1,364 total
includes taxes & fees
13 Jul - 14 Jul
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
Exterior

New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.4 out of 10, Exceptional, (15 reviews)
"It was a nice getaway spot to feel closer to nature and enjoy a pretty countryside feel. So close to stores, very helpful. Cute little cabin and fun experience. "
United States
Claudia
The price is HK$1,552
HK$2,284 total
includes taxes & fees
5 Jul - 6 Jul
New Cabin for an Adventure
Outdoor dining

New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (52 reviews)
"Love this spot, perfect for a quiet getaway!"
United States
Lesley H.
The price is HK$1,044
HK$1,657 total
includes taxes & fees
9 Jul - 10 Jul
New Conestoga 1843 Wagon
Fridge, microwave, oven, stovetop

Heartland Haven in Kansas City Area: Pet Friendly -fenced yard &Newly Remodeled!

Heartland Haven in Kansas City Area: Pet Friendly -fenced yard &Newly Remodeled!
Sugar Creek
9.8 out of 10, Exceptional, (38 reviews)
"Great stay"
United States
Mason P.
The price is HK$1,121
HK$2,473 total
includes taxes & fees
27 Jul - 28 Jul
Heartland Haven in Kansas City Area: Pet Friendly -fenced yard &Newly Remodeled!
Interior

Luxury spacious 5BR home w/ 2 King Beds

Luxury spacious 5BR home w/ 2 King Beds
Overland Park
10.0 out of 10, Exceptional, (5 reviews)
"The house is lovely and as described. Would happily stay again or recommend!"
United States
Lindsay H.
The price is HK$5,391
HK$8,395 total
includes taxes & fees
3 Jul - 4 Jul
Luxury spacious 5BR home w/ 2 King Beds
Private kitchen

Charming 3 Bedroom House 4 miles from Stadium- World Cup KC location

Charming 3 Bedroom House 4 miles from Stadium- World Cup KC location
South Kansas City
The price is HK$1,764
HK$2,165 total
includes taxes & fees
1 Jul - 2 Jul
Charming 3 Bedroom House 4 miles from Stadium- World Cup KC location
Terrace/patio

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

Completely restored 1885 Queen Ann style home located next to the temple lot.
Independence
9.8 out of 10, Exceptional, (134 reviews)
"Great place in a great location."
United States
Reece
The price is HK$931
HK$2,579 total
includes taxes & fees
29 Jun - 30 Jun
Completely restored 1885 Queen Ann style home located next to the temple lot.
Smart TV, video games

Fully renovated 4 bedroom home in Downtown Overland Park!

Fully renovated 4 bedroom home in Downtown Overland Park!
Overland Park
10.0 out of 10, Exceptional, (40 reviews)
The price is HK$2,344
HK$5,087 total
includes taxes & fees
30 Jun - 1 Jul
Fully renovated 4 bedroom home in Downtown Overland Park!
Interior

Family and Large Group Friendly Suburb Home!

Family and Large Group Friendly Suburb Home!
Overland Park
9.8 out of 10, Exceptional, (47 reviews)
"Wonderful place for a family reunion"
United States
Amy D.
The price is HK$1,588
HK$4,506 total
includes taxes & fees
28 Jun - 29 Jun
Family and Large Group Friendly Suburb Home!
Interior

3,000-sq-ft Group Getaway w/ Pool Near Kansas City

3,000-sq-ft Group Getaway w/ Pool Near Kansas City
3.0 star property
Blue Springs
The price is HK$3,795
HK$5,906 total
includes taxes & fees
26 Jul - 27 Jul
3,000-sq-ft Group Getaway w/ Pool Near Kansas City
Interior

Beautiful, spacious, clean house for families #2

Beautiful, spacious, clean house for families #2
Stanley
9.0 out of 10, Wonderful, (20 reviews)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is HK$769
HK$2,322 total
includes taxes & fees
1 Jul - 2 Jul
Beautiful, spacious, clean house for families #2
Interior

⍟ Midtown 2 bedroom Apartment ⍟

⍟ Midtown 2 bedroom Apartment ⍟
Midtown - Westport
9.4 out of 10, Exceptional, (42 reviews)
"Very clean, and quiet. The pictures don't do it justice. Great location, close to entertainment and restaurants. The host was quick to respond and accommodating. I would recommended this place and stay here again. "
United States
Angela M.
The price is HK$988
HK$2,235 total
includes taxes & fees
5 Jul - 6 Jul
⍟ Midtown 2 bedroom Apartment ⍟
Fridge, microwave, oven, stovetop

Cozy Brookside Home in the Heart of Kansas City!

Cozy Brookside Home in the Heart of Kansas City!
South Kansas City
10.0 out of 10, Exceptional, (95 reviews)
"Absolutely perfect stay! The place was so clean and exactly what we expected from the listing. Great neighborhood and not too far from anything. Host was very responsive and checked in on us to ensure everything was going well. Highly recommend!"
United States
Lindsey O.
The price is HK$5,292
HK$8,450 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Brookside Home in the Heart of Kansas City!
Fireplace, stereo

The Cabin at Big Creek

The Cabin at Big Creek
Big Creek Township
10.0 out of 10, Exceptional, (13 reviews)
"Amazing place! "
United States
Cody M.
The price is HK$5,410
HK$9,568 total
includes taxes & fees
27 Jul - 28 Jul
The Cabin at Big Creek
Exterior

Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!

Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
Cleveland
10.0 out of 10, Exceptional, (20 reviews)
"Property is nice, great place for pets."
United States
Gary S.
The price is HK$1,882
HK$2,272 total
includes taxes & fees
12 Jul - 13 Jul
Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
Outdoor dining

Stylish West Plaza Retreat w/ Huge Yard, BBQ, and Games

Stylish West Plaza Retreat w/ Huge Yard, BBQ, and Games
Rosedale
9.8 out of 10, Exceptional, (55 reviews)
"Great place"
United States
John D.
The price is HK$882
HK$2,446 total
includes taxes & fees
28 Jun - 29 Jun
Stylish West Plaza Retreat w/ Huge Yard, BBQ, and Games
Living area

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, (25 reviews)
"We had a great stay and would definitely stay there again! "
United States
Rebecca M.
The price is HK$1,051
HK$2,703 total
includes taxes & fees
29 Jun - 30 Jun
Comfy, Spacious & Convinient 3/2 house in Overland Park
Exterior

The Cottage at BluHawk Farms

The Cottage at BluHawk Farms
Overland Park
10.0 out of 10, Exceptional, (19 reviews)
"Great place to stay, very out of the way. "
United States
Dan N.
The price is HK$1,288
HK$1,991 total
includes taxes & fees
27 Jul - 28 Jul
The Cottage at BluHawk Farms
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

Sonesta Essential Hotels Overland Park

Sonesta Essential Hotels Overland Park

10/10 Excellent
"Very clean, like new, nice property."
carlos 3-night trip
Posted less than an hour ago
Sonesta Essential Hotels Overland Park

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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  • Enter your travel dates to view the best deals on holiday rentals in Greenwood while they last

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?

Estate Home Hot Tub Beach view Wi-Fi 8 acres 5000 sqft 4 bd 3.5 bath: This highly rated holiday home rental in Greenwood offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Greenwood?

Choose from 4 Expedia holiday rentals in Greenwood for a memorable holiday.

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 Kauffman Stadium are other popular places to visit in the 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.