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

Holiday Homes in Greenwood

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Greenwood holiday homes

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, (196 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 €339
includes taxes & fees
8 Sept - 9 Sept
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
3 bedrooms, desk, iron/ironing board, free WiFi

2. HighlandHouse - Posh Downtown Escape

HighlandHouse - Posh Downtown Escape
Lee's Summit
10.0 out of 10, Exceptional, (6 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 €296
includes taxes & fees
19 Aug - 20 Aug
HighlandHouse - Posh Downtown Escape
Pool

3. 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!
TV, fireplace

4. 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 €130
includes taxes & fees
18 Aug - 19 Aug
Cozy Guest Suite with Fireplace & Private Entrance
Property grounds

5. Family Favorite_Sleeps 8_Ready_Walkable

Family Favorite_Sleeps 8_Ready_Walkable
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.
Family Favorite_Sleeps 8_Ready_Walkable
Smart TV

6. 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 €338
includes taxes & fees
11 Aug - 12 Aug
OneNinth-Luxury Downtown Retreat
Interior

7. LargeHome_6KingBeds_HotTub_Arcade|Near Shops

LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Lee's Summit
10.0 out of 10, Exceptional, (5 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
Exterior

8. 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 €456
includes taxes & fees
11 Aug - 12 Aug
Great Stay_3BR Home_Walkable
Dining

9. 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.
4 KING beds, Sleeps 8_Fenced_Dogs OK
Dining

10. 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, (14 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.
Large Home_Sleeps 13_4BR_Dogs Ok_Mins to Arrowhead
Coffee/tea maker, fridge, microwave, oven

11. 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)
"Everything was great!!!"
United States
Randy C.
The price is €369
includes taxes & fees
11 Aug - 12 Aug
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
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.
The price is €395
includes taxes & fees
11 Aug - 12 Aug
Bungalow Style Home_PutPut_Sleeps 10_Fun& Walkable
4 bedrooms, desk, iron/ironing board, travel cot

13. Cozy Home|4 KingBeds|Fenced Yard|Pets

Cozy Home|4 KingBeds|Fenced Yard|Pets
Lee's Summit
Cozy Home|4 KingBeds|Fenced Yard|Pets
Coffee/tea maker, fridge, microwave, oven

14. Family Fave_Sleeps 12_4BR+Games_Space for Everyone

Family Fave_Sleeps 12_4BR+Games_Space for Everyone
Lee's Summit
10.0 out of 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!"
United States
Heather B.
Family Fave_Sleeps 12_4BR+Games_Space for Everyone
4 bedrooms, desk, iron/ironing board, travel cot

15. Large Home_KingBeds_4BR_PingPong&Darts_FencedYard

Large Home_KingBeds_4BR_PingPong&Darts_FencedYard
Lee's Summit
7.6 out of 10, Good, (4 reviews)
"This was a great place for our family of 7. The location was amazing as everything was within 10 minutes (usually way less) from the house. The space was very clean and beds were comfortable. Bathrooms are tiny but we made it work. We probably could have used one more bathroom but that’s not the house’s or hosts fault. AC was 10/10 especially in the basement!"
United States
Erin B.
Large Home_KingBeds_4BR_PingPong&Darts_FencedYard
Coffee/tea maker, fridge, microwave, oven

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, (50 reviews)
"Wonderful property with everything we needed!"
United States
Dawn B.
The price is €239
includes taxes & fees
19 Aug - 20 Aug
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
4 bedrooms, desk, iron/ironing board, travel cot

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

The Grand Estate-Pool • 2.5Baths • Sleeps 10
Grandview
The price is €442
includes taxes & fees
13 Aug - 14 Aug
The Grand Estate-Pool • 2.5Baths • Sleeps 10
Living area

18. 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 €179
includes taxes & fees
13 Aug - 14 Aug
Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
Exterior

19. 5BR Luxury retreat near World Cup Stadium

5BR Luxury retreat near World Cup Stadium
Lee`s Summit
10.0 out of 10, Exceptional, (2 reviews)
"Large, spacious and clean. Responsive host and the back deck felt like a private oasis."
United States
Denae M.
The price is €557
includes taxes & fees
11 Aug - 12 Aug
5BR Luxury retreat near World Cup Stadium
Microwave, oven, stovetop, dishwasher

20. 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
8.4 out of 10, Very good, (14 reviews)
"Great stay"
United States
Anonymous traveller
The price is €257
includes taxes & fees
11 Aug - 12 Aug
Gorgeous, Pet Friendly and Remodeled 2 Bedroom condo near stadiums and downtown
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 Select Kansas City South Overland Park

Sonesta Select Kansas City South Overland Park

10/10 Excellent
"Expedia lists breakfast is included , but they only do breakfast for groups Loved that it felt was tucked away and had nice landscaping (felt naturey), but very close to highway. Gym looked brand new, as did most of common spaces. Room seemed renovated or new as well. Comfortable bed. Plenty of space, including comfortable couch, and a desk where I could work."
Angela 5-night trip
Posted 1 hour ago
Sonesta Select Kansas City South Overland Park

Find out more about Greenwood

Greenwood Holiday Homes information

Number of reviews
10,509
Accommodation
656 Holiday Homes
Lowest Price
€45
Highest Price
€132

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