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

Greenwood Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Greenwood vacation rentals

Private kitchen

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)
"Wonderful stay"
United States
Sunflower T.
$365 nightly
The price is $391
Sep 8 - Sep 9
Total with taxes and fees
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
Room

2. 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.
$325 nightly
The price is $349
Aug 31 - Sep 1
Total with taxes and fees
HighlandHouse - Posh Downtown Escape
Exterior

3. King Beds_Sleeps 8_Arcade_great location!

King Beds_Sleeps 8_Arcade_great location!
Lee's Summit
9.8 out of 10, Exceptional, (19 reviews)
"Very nice place would definitely stay again! "
United States
Bryan C.
$519 nightly
The price is $547
Aug 31 - Sep 1
Total with taxes and fees
King Beds_Sleeps 8_Arcade_great location!
Living area

4. Bungalow Home_PutPut_Sleeps 10&Walk to downtown LS

Bungalow Home_PutPut_Sleeps 10&Walk to downtown LS
Lee's Summit
10.0 out of 10, Exceptional, (29 reviews)
"Place was great. "
United States
Ronella S.
$402 nightly
The price is $432
Sep 1 - Sep 2
Total with taxes and fees
Bungalow Home_PutPut_Sleeps 10&Walk to downtown LS
Living area

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.
$383 nightly
The price is $411
Sep 1 - Sep 2
Total with taxes and fees
OneNinth-Luxury Downtown Retreat
Exterior

6. Great Stay_3BR Home_Walk to downtown Lee's Summit

Great Stay_3BR Home_Walk to downtown Lee's Summit
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.
$525 nightly
The price is $540
Aug 31 - Sep 1
Total with taxes and fees
Great Stay_3BR Home_Walk to downtown Lee's Summit
Exterior

7. 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, (13 reviews)
"We really enjoyed our stay! The place was perfect! "
United States
Eric M.
$222 nightly
The price is $239
Sep 22 - Sep 23
Total with taxes and fees
Pilot's Pad Studio on 75 Acres + Fishing Pond
Living area

8. 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.
$381 nightly
The price is $409
Sep 7 - Sep 8
Total with taxes and fees
FirstMarket-Opulent Downtown Getaway
Interior

9. 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.
$622 nightly
The price is $658
Sep 8 - Sep 9
Total with taxes and fees
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
Living area

10. 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.
$138 nightly
The price is $145
Sep 28 - Sep 29
Total with taxes and fees
Cozy Guest Suite with Fireplace & Private Entrance
Outdoor dining

11. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (58 reviews)
"Loved everything! Everyone was super nice, lots of privacy."
United States
Ann Marie Y.
$214 nightly
The price is $232
Sep 4 - Sep 5
Total with taxes and fees
New Conestoga 1843 Wagon
Exterior

12. 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.
$212 nightly
The price is $224
Aug 30 - Aug 31
Total with taxes and fees
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Exterior

13. 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.
$101 nightly
The price is $108
Aug 31 - Sep 1
Total with taxes and fees
10 Minutes to the Stadiums
Private kitchen

14. 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.
$420 nightly
The price is $436
Aug 31 - Sep 1
Total with taxes and fees
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
Private kitchen

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, (7 reviews)
"House was very clean. It was in a very quiet neighborhood. We had a great stay. Everything worked and was well maintained."
United States
Devon
$426 nightly
The price is $443
Aug 30 - Aug 31
Total with taxes and fees
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.
Interior

16. Cozy Stay_ 4BR_ Near HWY Access_ All King Beds

Cozy Stay_ 4BR_ Near HWY Access_ All King Beds
Grandview
10.0 out of 10, Exceptional, (1 review)
"Unassuming quiet neighborhood with friendly neighbors and shopping close enough to walk. You will find open space and large old trees that provide brilliant shade in the summer. The house is fantastic. Fresh, clean, well cared for and with subtle touches that make a rental feel like home. Well-stocked, conversational decor, and perfect for relaxing in the living room or getting time to yourself in the bedrooms.Exceptionally communicative and kind owners.If you work with mobility issues, this...
United States
Nicole G.
$472 nightly
The price is $496
Aug 30 - Aug 31
Total with taxes and fees
Cozy Stay_ 4BR_ Near HWY Access_ All King Beds
Living area

17. The Cabin at Big Creek

The Cabin at Big Creek
Big Creek Township
10.0 out of 10, Exceptional, (14 reviews)
"Amazing place! "
United States
Cody M.
$974 nightly
The price is $1,018
Sep 1 - Sep 2
Total with taxes and fees
The Cabin at Big Creek
Exterior

18. 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.
$272 nightly
The price is $294
Sep 4 - Sep 5
Total with taxes and fees
New Cabin for an Adventure
Private kitchen

19. Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance

Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance
Grandview
9.6 out of 10, Exceptional, (8 reviews)
"Awesome place "
United States
THE b.
$352 nightly
The price is $391
Aug 31 - Sep 1
Total with taxes and fees
Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance
Private kitchen

20. 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.
$246 nightly
The price is $265
Sep 1 - Sep 2
Total with taxes and fees
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
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

Stoney Creek Hotel Kansas City - Independence

Stoney Creek Hotel Kansas City - Independence

10/10 Excellent
"Love the location and the amenities available."
Theresa 2-night trip
Posted 6 hours ago
Stoney Creek Hotel Kansas City - Independence

Find out more about Greenwood

Everything you need to know about Greenwood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greenwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greenwood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $140 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Swope Park. 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.