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

Our top choices for Greenwood vacation 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 ￥23,116
￥62,373 total
includes taxes & fees
Sep 8 - Sep 9
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 ￥8,763
￥35,346 total
includes taxes & fees
Aug 26 - Aug 27
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
3 bedrooms, desk, iron/ironing board, WiFi (free)

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 ￥21,508
￥55,628 total
includes taxes & fees
Aug 19 - Aug 20
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 ￥19,118
￥56,834 total
includes taxes & fees
Aug 23 - Aug 24
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 ￥26,606
￥66,912 total
includes taxes & fees
Aug 25 - Aug 26
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 ￥12,594
￥23,280 total
includes taxes & fees
Sep 14 - Sep 15
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 ￥27,404
￥86,007 total
includes taxes & fees
Aug 19 - Aug 20
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 ￥23,579
￥36,417 total
includes taxes & fees
Aug 24 - Aug 25
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 ￥30,255
￥95,766 total
includes taxes & fees
Aug 19 - Aug 20
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 ￥12,196
￥19,955 total
includes taxes & fees
Aug 31 - Sep 1
10 Minutes to the Stadiums
4 bedrooms, desk, iron/ironing board, travel crib

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

The Grand Estate-Pool • 2.5Baths • Sleeps 10
Grandview
The price is ￥41,581
￥87,943 total
includes taxes & fees
Sep 16 - Sep 17
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 ￥30,130
￥96,688 total
includes taxes & fees
Aug 19 - Aug 20
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 ￥28,552
￥89,725 total
includes taxes & fees
Aug 19 - Aug 20
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 ￥21,522
￥35,634 total
includes taxes & fees
Aug 23 - Aug 24
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 ￥12,618
￥44,801 total
includes taxes & fees
Aug 20 - Aug 21
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 ￥31,545
￥46,881 total
includes taxes & fees
Aug 24 - Aug 25
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 ￥18,282
￥31,885 total
includes taxes & fees
Aug 23 - Aug 24
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

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:

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Look no further and take a look at our great range of rental properties in Greenwood!

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?

Estate Home Hot Tub Beach view Wi-Fi 8 acres 5000 sqft 4 bd 3.5 bath: Visitors like this Greenwood vacation home rental. It offers an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 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 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.