Greenwood Holiday Homes from €131: Search Top House Rentals

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

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Our top choices for Greenwood holiday homes

A modern living room with a sofa set, a dining area, and a kitchen visible through an open door.

A covered patio with a wooden deck, a glass table, two chairs, and a white bench.

A spacious dining area with a long table, teal chairs, and a modern chandelier.

A modern kitchen with white cabinets, a central island, and a seating area with yellow chairs.

1. FirstMarket-Opulent Downtown Getaway

FirstMarket-Opulent Downtown Getaway

Lee's Summit

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Property was great, location was perfect and hosts were very quick im communicating"

mine o.

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.

A modern kitchen with white cabinets, a wooden dining table, and three framed pictures on the wall.

A modern kitchen with stainless steel appliances, grey cabinets, and a white tiled backsplash.

A bedroom with a bed, nightstands, a potted plant, and curtains.

2. OneNinth-Luxury Downtown Retreat

OneNinth-Luxury Downtown Retreat

Lee's Summit

9.8 out of 10, Exceptional, (10 reviews)

9.8/10

Exceptional

(10 reviews)

"We enjoyed our stay!"

Kimberleigh H.

OneNinth-Luxury Downtown Retreat

A living room with a sofa, a coffee table, a TV, and a bookshelf.

A covered outdoor deck with wicker chairs and a wooden bench.

A bedroom with a wooden bed, two bedside tables, a ceiling fan, and windows with orange curtains.

A modern living room with a wooden coffee table, grey sofa, and a black leather couch. A neon sign reads "good times!" on the wall.

3. 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)

10/10

Exceptional

(29 reviews)

"Place was great. "

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.

A modern kitchen with grey cabinets, a central island, stainless steel appliances, and a dining area with white chairs.

A modern kitchen with white cabinets, a microwave, stove, and refrigerator. There is a dining area with a wooden table and chairs, and a small side table with a lamp.

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove.

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)

10/10

Exceptional

(8 reviews)

"Great location, clean, and comfortable "

Joel S.

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

A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

A bedroom with a bed, a dresser, a nightstand, and a lamp.

A wooden tray with a coffee maker and several containers of coffee pods.

5. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance

Grandview

9.4 out of 10, Exceptional, (60 reviews)

9.4/10

Exceptional

(60 reviews)

"Nice place to stay."

Tim M.

The price is €131

€131

includes taxes & fees

28 Sept - 29 Sept

Cozy Guest Suite with Fireplace & Private Entrance

A residential property with a covered outdoor hot tub, a garage, and a house with a gabled roof.

A two-story house with a covered porch, a visible garage, and a well-maintained lawn.

A modern living room with a brown leather sofa, a blue patterned ottoman, a chandelier, a flat-screen TV mounted on a dark wall, and a fireplace.

A modern kitchen with dark cabinets, stainless steel appliances, and a white countertop. There are two blue bar stools and a chandelier above the island.

6. 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)

9.6/10

Exceptional

(14 reviews)

"Great place and great location. Very clean and the host was easy to communicate with. "

Jarrod C.

The price is €535

€535

includes taxes & fees

1 Oct - 2 Oct

3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

A dining area with a wooden table and chairs, a potted plant, and a neon sign on a green wall.

A bedroom with a sloped ceiling, a bed, a nightstand, a chair, a mirror, and a window with curtains.

A living room with a brown leather sofa, a small table with a lamp, a ceiling fan, and a staircase.

A modern kitchen with white cabinets, stainless steel appliances, and a herringbone wood floor.

7. 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)

9.6/10

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. "

Megan S.

The price is €557

€557

includes taxes & fees

28 Sept - 29 Sept

Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

A modern kitchen with dark wood cabinets, stainless steel appliances, and a granite countertop.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a built-in oven.

A house with a wooden deck, a stone pathway, and a garden with trees and shrubs.

A modern kitchen with dark wood cabinets, a stainless steel refrigerator, and a dining area with a red table and chairs.

8. Guest Fave_Sleeps 12_Games_Spacious_FirePit

Guest Fave_Sleeps 12_Games_Spacious_FirePit

Lee's Summit

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"This was the coolest layout for a big family! We really enjoyed our 9 day stay! The host was very prompt with getting back to us for anything we asked. We will be back to visit!"

Heather B.

Guest Fave_Sleeps 12_Games_Spacious_FirePit

A kitchen with dark cabinets, a window with a view of trees, a coffee maker, and a sink.

A dining area with a wooden table and chairs, surrounded by dark wooden cabinets with shelves holding plants and decorative items.

A modern kitchen with dark cabinetry, a tiled backsplash, and stainless steel appliances.

A kitchen with a black cabinet, a tiled backsplash, and a granite countertop.

9. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

LargeHome_6KingBeds_HotTub_Arcade|Near Shops

Lee's Summit

9.8 out of 10, Exceptional, (7 reviews)

9.8/10

Exceptional

(7 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!"

Jessica G.

LargeHome_6KingBeds_HotTub_Arcade|Near Shops

A modern kitchen with dark cabinets, a dining area with wooden chairs, and a view through a glass door to the outdoors.

A modern kitchen with a dining area, a dishwasher, a coffee machine, and a view of the outdoors through a sliding door.

A modern building with a covered entrance and outdoor seating area.

A modern living room with a gray sectional sofa, a round coffee table, and a large window with white curtains.

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)

9.6/10

Exceptional

(8 reviews)

"Plenty of space and very great host! Good communication "

Jillian H.

The price is €467

€467

includes taxes & fees

20 Oct - 21 Oct

Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds

A two-story house with a front porch, a staircase, and a well-lit entrance.

A room with a swing seat, large windows, ceiling lights, and various plants.

A backyard with a hot tub, outdoor seating, and a brick pathway.

A room with a large wooden door, a blue sofa, and a potted plant.

11. Storybook Haven | Hidden Speakeasy, Hot Tub, Sauna

Storybook Haven | Hidden Speakeasy, Hot Tub, Sauna

Lee's Summit

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"This property exceeded expectations and provided a cozy, detail-oriented, and exciting location for our weekend stay. Just steps from downtown Lee’s Summit, but we didn’t want to leave! There are so many thoughtfully designed spaces to use in this house! The decor and creativity is comforting and inspiring. Our group of old high school friends is most certainly redecorating our own homes after this inspiring stay. What luxury! The host has thought of everything, which made this like staying in a...

Kelly S.

Storybook Haven | Hidden Speakeasy, Hot Tub, Sauna

A modern kitchen with white cabinets, stainless steel appliances, and a central island.

A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

A modern living room with a leather sofa, a coffee table, and a dining area with bar stools.

A bedroom with a large bed, a ceiling fan, and a desk area.

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

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

Grandview

9.8 out of 10, Exceptional, (21 reviews)

9.8/10

Exceptional

(21 reviews)

"Great stay! Clean, comfortable and accomodating! Plan to stay again!"

Ezra C.

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

A room with a coffee machine, wooden drawers, a ceiling light fixture, and a view of a deck with autumn trees.

A bay window with a bench, colorful cushions, and a view of autumn trees.

A living room with hardwood floors, a fireplace, a television, and a dining area with wooden furniture.

A cozy room with a wooden floor, a bench with colorful cushions, a desk with a chair, and a bookshelf.

13. Historic Charm: Spacious 4BR Retreat Sleeps 11

Historic Charm: Spacious 4BR Retreat Sleeps 11

Grandview

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"The host was a great communicator and very helpful. I really appreciate that they went above and beyond to accommodate our needs."

Anonymous traveller

Historic Charm: Spacious 4BR Retreat Sleeps 11

A laundry room with a washer and dryer, a door leading to a bedroom, and a hallway with a door to the outside.

14. Blue Cedar Hangars Near Fishing Pond + Runway

Blue Cedar Hangars Near Fishing Pond + Runway

Pleasant Hill

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great property. Check in and out times should be changed by an hour in each direction i.e. check in should be no later than 3pm and checkout no earlier than 11am"

Phillip M.

Blue Cedar Hangars Near Fishing Pond + Runway

A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

A kitchen drawer with black oven mitts, a black pot holder, and a black spatula.

A spacious living area with two black leather sofas, a wooden coffee table, and a ceiling fan.

A modern kitchen with a central island, pendant lighting, and a dining area with a wooden table and chairs.

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)

10/10

Exceptional

(8 reviews)

"Very clean and lots of space. Will be back!"

Tracy D.

A modern kitchen with white cabinets, a black refrigerator, and a stove. There is a dining area with a table and chairs.

A bedroom with a bed, bedside tables, a ceiling fan, a window with curtains, a TV, and a wooden dresser.

A living room with grey walls, a wooden coffee table, a grey sofa, a black chair, a lamp, a small plant, a TV on a stand, and a staircase leading to another room.

A room with a wooden bar stool seating area, a sliding glass door leading to an outdoor deck, and two wall-mounted pendant lights.

16. Remodeled 3BR w/ queen beds on 1/2 acre backing to open space. Bonus basement living room + extra bath. Chef’s kitchen, W/D, patio + outdoor dining. Bright, private setting w/ shade trees near Raymore/Belton. Fast WiFi.

Remodeled 3BR w/ queen beds on 1/2 acre backing to open space. Bonus basement living room + extra bath. Chef’s kitchen, W/D, patio + outdoor dining. Bright, private setting w/ shade trees near Raymore/Belton. Fast WiFi.

Grandview

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Great place. Only recommendation is to have holes in fence fixed."

Stacey L.

A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

A modern living room with a flat-screen TV, a black entertainment unit, and a dining area with a wooden table and chairs.

A two-story house with a dark blue exterior, white trim, and a covered porch with a single chair.

17. 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)

9.8/10

Exceptional

(56 reviews)

"Wonderful property with everything we needed!"

Dawn B.

The price is €254

€254

includes taxes & fees

28 Sept - 29 Sept

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

A wooden interior with a staircase, bookshelves, and a round table with chairs.

A spacious living room with a large sofa, a coffee table, and a television.

A hot tub outdoors with a tree and a red building in the background.

A large, single-story building with a covered porch and a separate white building attached to it.

18. Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

Pleasant Hill

9.6 out of 10, Exceptional, (13 reviews)

9.6/10

Exceptional

(13 reviews)

"We loved the room we had to spread out in the house and the openness of the property. It was a peaceful and fun environment to have work meetings as well as enjoy downtime with the hot tub and entertainment rooms. "

Pete Y.

Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

A two-story residential house with a garage, a front porch, and a small front yard.

A bedroom with a bed, dark wooden dresser, a ceiling fan, and a large mirror.

A spacious living area with a brown leather sofa, a dining table with chairs, a ceiling fan, recessed lighting, and a kitchen in the background.

19. Stylish MidModern New Build w/ Extra Apartment

Stylish MidModern New Build w/ Extra Apartment

Grandview

9.4 out of 10, Exceptional, (11 reviews)

9.4/10

Exceptional

(11 reviews)

"Comfortable stay for my son's wedding. Did not spend a ton a time in the home but it served us well. Very clean and comfortable stay!"

Barb D.

Stylish MidModern New Build w/ Extra Apartment

20. The Cabin at Big Creek

The Cabin at Big Creek

Big Creek Township

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"Amazing place! "

Cody M.

The Cabin at Big Creek

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

Marriott Kansas City Overland Park

10/10 Excellent

"good location with generous parking"

Stephen 1-night trip

Posted less than an hour ago

Marriott Kansas City Overland Park

Stoney Creek Hotel Kansas City - Independence

10/10 Excellent

"It was great. Would stay again."

Jenny 1-night trip

Posted 1 hour ago

Stoney Creek Hotel Kansas City - Independence

Best Western Plus Kansas City Sports Complex Hotel

8/10 Good

"Extremely convenient to Kauffman Stadium, we walked to the game. Lots of hot food choices for breakfast. Several Boulevard beer taps in the bar and grill. Room was quiet and clean."

Lisa 2-night trip

Posted 2 hours ago

Best Western Plus Kansas City Sports Complex Hotel

Hilton Kansas City Country Club Plaza

10/10 Excellent

"Staff was great a check in, very informative and helpful. Location is close to all the restaurants in the plaza."

Leticia 1-night trip

Posted 18 hours ago

Hilton Kansas City Country Club Plaza

Spark by Hilton Kansas City Plaza Streetcar

8/10 Good

"We did have to ask for cups and an ice bucket and clean towels. Nicole at the front desk was very helpful when we ordered food. The best thing about the hotel was the streetcar that ran right by it and we were able to get around easily"

Sonya 4-night trip

Posted 1 day ago

Spark by Hilton Kansas City Plaza Streetcar

Sonesta Select Kansas City South Overland Park

10/10 Excellent

"Friendly staff and wonderful accommodations"

Elizabeth 1-night trip

Posted 1 day ago

Sonesta Select Kansas City South Overland Park

Embassy Suites by Hilton Kansas City Overland Park

10/10 Excellent

"Breakfast was very good and I appreciate how quite the room was."

Dean 1-night trip

Posted 3 days ago

Embassy Suites by Hilton Kansas City Overland Park

Hyatt Place Kansas City/Overland Park/Convention Center

10/10 Excellent

"Very nice"

Andy 2-night trip

Posted 3 days ago

Hyatt Place Kansas City/Overland Park/Convention Center

Days Inn & Suites by Wyndham Kansas City South

10/10 Excellent

"The staff was friendly. There is currently construction to fix things in the hotel but we were accommodated. The vending machine was empty and the ice machine barely worked."

andrew 1-night trip

Posted 4 days ago

Days Inn & Suites by Wyndham Kansas City South

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews	291
Accommodation	632 Holiday Homes
Lowest Price	€131
Highest Price	€557

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwood holiday homes

1. FirstMarket-Opulent Downtown Getaway

2. OneNinth-Luxury Downtown Retreat

3. Family Fave_PutPut_Sleeps 10_Near DT LS Walkable

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

5. Cozy Guest Suite with Fireplace & Private Entrance

6. 3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

7. Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

8. Guest Fave_Sleeps 12_Games_Spacious_FirePit

9. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

10. Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds

11. Storybook Haven | Hidden Speakeasy, Hot Tub, Sauna

12. 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

13. Historic Charm: Spacious 4BR Retreat Sleeps 11

14. Blue Cedar Hangars Near Fishing Pond + Runway

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.

16. Remodeled 3BR w/ queen beds on 1/2 acre backing to open space. Bonus basement living room + extra bath. Chef’s kitchen, W/D, patio + outdoor dining. Bright, private setting w/ shade trees near Raymore/Belton. Fast WiFi.

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

18. Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

19. Stylish MidModern New Build w/ Extra Apartment

20. The Cabin at Big Creek

Find holiday rentals that suit your style

Top Greenwood Hotel Reviews

Marriott Kansas City Overland Park

Stoney Creek Hotel Kansas City - Independence

Best Western Plus Kansas City Sports Complex Hotel

Hilton Kansas City Country Club Plaza

Spark by Hilton Kansas City Plaza Streetcar

Sonesta Select Kansas City South Overland Park

Embassy Suites by Hilton Kansas City Overland Park

Hyatt Place Kansas City/Overland Park/Convention Center

Days Inn & Suites by Wyndham Kansas City South

Find out more about Greenwood

Greenwood Holiday Homes information

Explore a world of travel with Expedia

Holiday Homes in Greenwood

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwood holiday homes

1. FirstMarket-Opulent Downtown Getaway

2. OneNinth-Luxury Downtown Retreat

3. Family Fave_PutPut_Sleeps 10_Near DT LS Walkable

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

5. Cozy Guest Suite with Fireplace & Private Entrance

6. 3BR Hot Tub_Sleeps 8_ GameRoom|KingBed|

7. Great Home_Roomy_Sleeps 13_Mins To GEHA_Dogs OK

8. Guest Fave_Sleeps 12_Games_Spacious_FirePit

9. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

10. Home Sweet Home_Sleeps 7_Fenced Yard_KingBeds

11. Storybook Haven | Hidden Speakeasy, Hot Tub, Sauna

12. 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

13. Historic Charm: Spacious 4BR Retreat Sleeps 11

14. Blue Cedar Hangars Near Fishing Pond + Runway

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.

16. Remodeled 3BR w/ queen beds on 1/2 acre backing to open space. Bonus basement living room + extra bath. Chef’s kitchen, W/D, patio + outdoor dining. Bright, private setting w/ shade trees near Raymore/Belton. Fast WiFi.

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

18. Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

19. Stylish MidModern New Build w/ Extra Apartment

20. The Cabin at Big Creek

Find holiday rentals that suit your style

Top Greenwood Hotel Reviews

Marriott Kansas City Overland Park

Find out more about Greenwood

Greenwood Holiday Homes information

Explore a world of travel with Expedia