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
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Greenwood holiday rentals

Coffee/tea maker, fridge, microwave, oven

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

Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Greenwood
9.0 out of 10, Wonderful, (197 reviews)
"great place to stay. Communication was helpful and easy with the property manager.We would all stay there again."
United States
Julie V.
The price is HK$1,137
HK$3,069 total
includes taxes & fees
8 Sept - 9 Sept
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Terrace/patio

2. The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond

The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
Pleasant Hill
9.6 out of 10, Exceptional, (13 reviews)
"We really enjoyed our stay! The place was perfect! "
United States
Eric M.
The price is HK$431
HK$1,740 total
includes taxes & fees
25 Aug - 26 Aug
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
3 bedrooms, desk, iron/ironing board, free WiFi

3. HighlandHouse - Posh Downtown Escape

HighlandHouse - Posh Downtown Escape
Lee's Summit
9.6 out of 10, Exceptional, (7 reviews)
"It was the perfect spot for us because we could walk to our multi course dinner with cocktails just 2 blocks away. The host was easy to work with and the house was spotless."
United States
Shannon V.
The price is HK$1,059
HK$2,739 total
includes taxes & fees
20 Aug - 21 Aug
HighlandHouse - Posh Downtown Escape
Pool

4. The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!

The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!
Lee's Summit
10.0 out of 10, Exceptional, (8 reviews)
"Great location, clean, and comfortable "
United States
Joel S.
The price is HK$942
HK$2,799 total
includes taxes & fees
23 Aug - 24 Aug
The Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!
Smart TV

5. OneNinth-Luxury Downtown Retreat

OneNinth-Luxury Downtown Retreat
Lee's Summit
9.8 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay!"
United States
Kimberleigh H.
The price is HK$1,310
HK$3,295 total
includes taxes & fees
25 Aug - 26 Aug
OneNinth-Luxury Downtown Retreat
TV, fireplace

6. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, Exceptional, (60 reviews)
"Nice place to stay."
United States
Tim M.
The price is HK$620
HK$1,146 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Guest Suite with Fireplace & Private Entrance
Exterior

7. Great Stay_3BR Home_Walkable

Great Stay_3BR Home_Walkable
Lee's Summit
9.8 out of 10, Exceptional, (20 reviews)
"Comfortable home with great kitchen. Easy walk to downtown Lee’s Summit. "
United States
Lisa P.
The price is HK$1,348
HK$4,232 total
includes taxes & fees
19 Aug - 20 Aug
Great Stay_3BR Home_Walkable
Outdoor dining

8. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (56 reviews)
"Loved everything! Everyone was super nice, lots of privacy."
United States
Ann Marie Y.
The price is HK$1,161
HK$1,824 total
includes taxes & fees
26 Aug - 27 Aug
New Conestoga 1843 Wagon
Terrace/patio

9. 3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
Lee's Summit
9.6 out of 10, Exceptional, (14 reviews)
"Great place and great location. Very clean and the host was easy to communicate with. "
United States
Jarrod C.
The price is HK$1,490
HK$4,715 total
includes taxes & fees
19 Aug - 20 Aug
3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
Exterior

10. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (17 reviews)
"Overall we had a really good stay here. It was very cute and clean, as well as a perfect space for two people!"
United States
Sydney H.
The price is HK$635
HK$1,020 total
includes taxes & fees
15 Sept - 16 Sept
10 Minutes to the Stadiums
4 bedrooms, desk, iron/ironing board, travel cot

11. The Grand Estate-Pool • 2.5Baths • Sleeps 10

The Grand Estate-Pool • 2.5Baths • Sleeps 10
Grandview
The price is HK$2,048
HK$4,331 total
includes taxes & fees
16 Sept - 17 Sept
The Grand Estate-Pool • 2.5Baths • Sleeps 10
TV, offices

12. Bungalow Style Home_PutPut_Sleeps 10_Fun& Walkable

Bungalow Style Home_PutPut_Sleeps 10_Fun& Walkable
Lee's Summit
10.0 out of 10, Exceptional, (29 reviews)
"Place was great. "
United States
Ronella S.
Bungalow Style Home_PutPut_Sleeps 10_Fun& Walkable
Dining

13. Large Home_Sleeps 13_4BR_Dogs Ok_Mins to Arrowhead

Large Home_Sleeps 13_4BR_Dogs Ok_Mins to Arrowhead
Lee's Summit
9.6 out of 10, Exceptional, (15 reviews)
"The house is in a perfect location, lots of restaurants near by and close to downtown. The house was a wonderful set it and was perfect for our group. "
United States
Megan S.
The price is HK$1,483
HK$4,758 total
includes taxes & fees
19 Aug - 20 Aug
Large Home_Sleeps 13_4BR_Dogs Ok_Mins to Arrowhead
Dining

14. 4 KING beds, Sleeps 8_Fenced_Dogs OK

4 KING beds, Sleeps 8_Fenced_Dogs OK
Lee's Summit
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable stay in a quiet neighborhood. We would rent this spot again anytime. "
United States
Shane A.
The price is HK$1,405
HK$4,416 total
includes taxes & fees
19 Aug - 20 Aug
4 KING beds, Sleeps 8_Fenced_Dogs OK
Exterior

15. Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven

Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Grain Valley
9.0 out of 10, Wonderful, (7 reviews)
"We had a nice, relaxing time at this tree house. Everything was clean and looked like the pictures on the listing. We would definitely return for another peaceful getaway."
United States
Kyle H.
The price is HK$1,059
HK$1,753 total
includes taxes & fees
23 Aug - 24 Aug
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Interior

16. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Lee's Summit
10.0 out of 10, Exceptional, (6 reviews)
"Our stay here was great! The host was very quick to respond to any questions I had and the house was very clean and accommodating for our group. It’s super close to downtown lees summit and we loved that it had a hot tub! Would definitely stay again!"
United States
Jessica G.
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Coffee/tea maker, fridge, microwave, oven

17. 12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades

12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
Grandview
9.8 out of 10, Exceptional, (21 reviews)
"Great stay! Clean, comfortable and accomodating! Plan to stay again!"
United States
Ezra C.
12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
Coffee/tea maker, fridge, microwave, oven

18. Blue House - Cozy 3 Bedroom, King Bed, Rotary Park

Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Blue Springs
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful property with everything we needed!"
United States
Dawn B.
The price is HK$621
HK$2,214 total
includes taxes & fees
31 Aug - 1 Sept
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Exterior

19. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (20 reviews)
"This was a very clean and nice place to stay. The cabin was located about 30 minutes outside of KC so the travel wasnt bad for our weekend vacation. "
United States
Benjamin W.
The price is HK$1,553
HK$2,308 total
includes taxes & fees
25 Aug - 26 Aug
New Cabin for an Adventure
Living area

20. Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard

Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
Blue Springs
9.0 out of 10, Wonderful, (2 reviews)
"Very clean, very easy to get to, easy instructions."
United States
Dean L.
The price is HK$900
HK$1,570 total
includes taxes & fees
23 Aug - 24 Aug
Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
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

Best Western Plus Kansas City Sports Complex Hotel

Best Western Plus Kansas City Sports Complex Hotel

10/10 Excellent
"Staff wonderful from front desk to breakfast room and bar/restaurant & housekeeping. Breakfast large selection and tasted good. Room clean lots of furniture semi spacious. Parking easy!"
Alfred 1-night trip
Posted less than an hour ago
Best Western Plus Kansas City Sports Complex Hotel

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
  • Use the map to find apartments and other holiday homes in the Greenwood neighbourhood you prefer
  • 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.