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

Greenwood Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Greenwood vacation rentals

A kitchen with a window, bar stools, a sink, and a green cabinet.

1. Pilot's Pad Studio on 75 Acres + Fishing Pond

Pilot's Pad Studio on 75 Acres + Fishing Pond
Pleasant Hill
9.6 out of 10, Exceptional, (14 reviews)
"We really enjoyed our stay! The place was perfect! "
United States
Eric M.
The price is AED 290
AED 967 total
includes taxes & fees
4 Oct - 5 Oct
Pilot's Pad Studio on 75 Acres + Fishing Pond
A modern building with a covered entrance and outdoor seating area.

2. Cozy Home_Sleeps 8_Desired Location_Fenced Yard

Cozy Home_Sleeps 8_Desired Location_Fenced Yard
Lee's Summit
10.0 out of 10, Exceptional, (2 reviews)
"Amazing location, close to downtown. Very comfortable and the hosts were great. We will definitely stay here again. "
United States
Braden W.
The price is AED 592
AED 1,671 total
includes taxes & fees
1 Oct - 2 Oct
Cozy Home_Sleeps 8_Desired Location_Fenced Yard
A modern living room with a sofa set, a dining area, and a kitchen visible through an open door.

3. FirstMarket-Opulent Downtown Getaway

FirstMarket-Opulent Downtown Getaway
Lee's Summit
10.0 out of 10, Exceptional, (4 reviews)
"Property was great, location was perfect and hosts were very quick im communicating"
United Kingdom
mine o.
The price is AED 579
AED 1,483 total
includes taxes & fees
1 Oct - 2 Oct
FirstMarket-Opulent Downtown Getaway
A modern living room with a glass coffee table, beige sofas, teal cushions, and a view of the outdoors through large windows.

4. 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 AED 606
AED 1,516 total
includes taxes & fees
28 Oct - 29 Oct
OneNinth-Luxury Downtown Retreat
A living room with a sofa, a coffee table, a TV, and a bookshelf.

5. Family Fave_PutPut_Sleeps 10_Near DT LS Walkable

Family Fave_PutPut_Sleeps 10_Near DT LS Walkable
Lee's Summit
10.0 out of 10, Exceptional, (29 reviews)
"Place was great. "
United States
Ronella S.
Family Fave_PutPut_Sleeps 10_Near DT LS Walkable
A swimming pool with a water slide, lounge chairs, and a large blue water tower.

6. 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 Orchard Nook: Dog-Friendly 3BR w/ Ping Pong, Huge Yard & Near KC World Cup!
A residential property with a covered outdoor hot tub, a garage, and a house with a gabled roof.

7. 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.
3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a wooden table and bar stools.

8. Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub

Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub
Grain Valley
9.6 out of 10, Exceptional, (44 reviews)
"It was the perfect place for a weekend away."
United States
Kelley B.
The price is AED 588
AED 919 total
includes taxes & fees
7 Oct - 8 Oct
Cozy Hideaway in Rustic Container Home on Peaceful 10 Acres - Fire pit & Hot tub
A two-story house with a front garage, a well-maintained lawn, and mature trees.

9. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (19 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 AED 253
AED 429 total
includes taxes & fees
5 Oct - 6 Oct
10 Minutes to the Stadiums
A modern kitchen with dark cabinets, a dining area with wooden chairs, and a view through a glass door to the outdoors.

10. Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds

Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds
Lee's Summit
9.6 out of 10, Exceptional, (8 reviews)
"Plenty of space and very great host! Good communication "
United States
Jillian H.
Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds
A dining area with a wooden table and chairs, a potted plant, and a neon sign on a green wall.

11. Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK
Lee's Summit
9.6 out of 10, Exceptional, (16 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 AED 965
AED 2,607 total
includes taxes & fees
13 Oct - 14 Oct
Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

12. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (60 reviews)
"The wagon was so amazing and comfortable! Air conditioning, satellite Tv, not to mention the beautiful scenery and fire pit. The bed was very comfortable! The hosts were very kind and accommodating. We had an amazing stay and will definitely be making this an annual trip!"
United States
Mariette G.
The price is AED 544
AED 843 total
includes taxes & fees
7 Oct - 8 Oct
New Conestoga 1843 Wagon
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

13. 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 AED 286
AED 532 total
includes taxes & fees
27 Oct - 28 Oct
Cozy Guest Suite with Fireplace & Private Entrance
A wooden house with a deck, large windows, and a stone foundation near a body of water.

14. 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
9.4 out of 10, Exceptional, (11 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 AED 499
AED 813 total
includes taxes & fees
4 Oct - 5 Oct
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

15. Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.

Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
Grandview
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and lots of space. Will be back!"
United States
Tracy D.
The price is AED 505
AED 1,669 total
includes taxes & fees
1 Oct - 2 Oct
Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

16. 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, (56 reviews)
"Wonderful property with everything we needed!"
United States
Dawn B.
The price is AED 304
AED 1,044 total
includes taxes & fees
6 Oct - 7 Oct
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Exterior

17. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (22 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 AED 727
AED 1,070 total
includes taxes & fees
7 Oct - 8 Oct
New Cabin for an Adventure
A rustic cabin with a stone facade, wooden deck, and a covered porch with string lights.

18. Spacious 4-bedroom house in Lee's Summit

Spacious 4-bedroom house in Lee's Summit
Lee's Summit
10.0 out of 10, Exceptional, (10 reviews)
"Very much enjoyed our stay. Met the needs of our family for a wedding weekend."
United States
Timothy F.
The price is AED 808
AED 1,579 total
includes taxes & fees
1 Oct - 2 Oct
Spacious 4-bedroom house in Lee's Summit
A modern kitchen with dark cabinets, a dining area with a wooden table and chairs, and a view of a green outdoor space through large windows.

19. Gorgeous, Pet Friendly and Remodeled 2 Bedroom condo near stadiums and downtown

Gorgeous, Pet Friendly and Remodeled 2 Bedroom condo near stadiums and downtown
Independence
8.6 out of 10, Excellent, (17 reviews)
"Everything we needed for our stay. Plenty of towels and clean linens. Confortable. Great sofa/tv area for football Sunday. Kitchen well stocked with evening needed. Quiet neighborhood. We would stay again! Thank you!"
United States
Carrie
The price is AED 422
AED 1,006 total
includes taxes & fees
11 Oct - 12 Oct
Gorgeous, Pet Friendly and Remodeled 2 Bedroom condo near stadiums and downtown
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, a ceiling fan, and a flat-screen TV mounted on the wall.

20. Close to stadiums and downtown. Pets Welcome: Beautifully remodeled 2 BR Home

Close to stadiums and downtown. Pets Welcome: Beautifully remodeled 2 BR Home
Independence
9.6 out of 10, Exceptional, (5 reviews)
"It's Was Nice Only Thing It Wasn't to Clean"
United States
Sheletha
The price is AED 367
AED 937 total
includes taxes & fees
4 Oct - 5 Oct
Close to stadiums and downtown. Pets Welcome: Beautifully remodeled 2 BR Home
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

Hyatt Place Kansas City/Overland Park/Metcalf

Hyatt Place Kansas City/Overland Park/Metcalf

8/10 Good
"HOTEL WAS IN A NICE AREA, VERY UPSCALE. STAFF WAS VERY GOOD. BATHROOM FAUCET WAS FALLING OUT OF THE SINK. TRASH CANS WERE HIDDEN IN CABINETS. AND CAMODE AND SHOWER WERE IN A VERY SMALL ROOM WITH HARDLY ANY WAY TO CLOSE THE DOOR WHILE USING. WOULD I RETURN, YES FOR THE PRICE. DID NOT HAVE BREAKFAST WHICH WAS INCLUDED. CONVIENENT LOCATION FOR MY WORK."
STANLEY 1-night trip
Posted less than an hour ago
Hyatt Place Kansas City/Overland Park/Metcalf

Frequently asked questions

Can I find vacation rentals in Greenwood?

Yes, we offer vacation rentals close to the most popular attractions in Greenwood, or you can go with a more remote option if you'd like a relaxing place to stay. Greenwood is known for its restaurants and shopping.

What are some of the best vacation rentals in Greenwood?

Luxury Spa Home, King Bed, 5 Min Downtown, Large: Visitors like this Greenwood vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Greenwood?

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

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Kansas City Zoo, 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 larger area.

What are vacation rentals like in Greenwood?

Vacation rentals are privately owned properties you can stay in for several days or more in Greenwood. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family getaway.