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

Greenwood Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Greenwood holiday rentals

A kitchen with wooden cabinets, a granite countertop, and a built-in dishwasher.

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.
The price is AU$531
includes taxes & fees
8 Sept - 9 Sept
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub
A residential property with a two-story house, a fenced backyard, and a patio area with outdoor seating.

2. 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.
The price is AU$331
includes taxes & fees
7 Sept - 8 Sept
Pilot's Pad Studio on 75 Acres + Fishing Pond
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

3. 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 AU$205
includes taxes & fees
28 Sept - 29 Sept
Cozy Guest Suite with Fireplace & Private Entrance
A two-story house with a front garage, a well-maintained lawn, and mature trees.

4. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (18 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 AU$158
includes taxes & fees
3 Sept - 4 Sept
10 Minutes to the Stadiums
A bedroom with a large bed, a ceiling fan, and two windows with curtains.

5. 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 AU$499
includes taxes & fees
28 Sept - 29 Sept
HighlandHouse - Posh Downtown Escape
A living room with a sofa, a coffee table, a TV, and a bookshelf.

6. 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.
The price is AU$594
includes taxes & fees
3 Sept - 4 Sept
Family Fave_PutPut_Sleeps 10_Near DT LS Walkable
A dining area with a wooden table and chairs, a potted plant, and a neon sign on a green wall.

7. Large Home_ Sleeps 13_ Dogs Ok_ Mins to Arrowhead

Large Home_ Sleeps 13_ 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 AU$826
includes taxes & fees
8 Sept - 9 Sept
Large Home_ Sleeps 13_ Dogs Ok_ Mins to Arrowhead
A modern living room with a sofa set, a dining area, and a kitchen visible through an open door.

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.
The price is AU$556
includes taxes & fees
7 Sept - 8 Sept
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.

9. 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 AU$584
includes taxes & fees
8 Sept - 9 Sept
OneNinth-Luxury Downtown Retreat
A large, historic building with arched windows and a central fountain, surrounded by a well-lit plaza and modern buildings in the background.

10. 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.
The price is AU$759
includes taxes & fees
3 Sept - 4 Sept
King Beds_Sleeps 8_Arcade_great location!
A kitchen with dark cabinets, a window with a view of trees, a coffee maker, and a sink.

11. 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.
The price is AU$920
includes taxes & fees
8 Sept - 9 Sept
LargeHome_6KingBeds_HotTub_Arcade|Near Shops
A large, historic building with a central courtyard and a fountain, surrounded by modern cityscape and illuminated buildings.

12. 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.
The price is AU$747
includes taxes & fees
7 Sept - 8 Sept
Great Stay_3BR Home_Walk to downtown Lee's Summit
A wooden house with a deck, large windows, and a stone foundation near a body of water.

13. 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, (8 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 AU$313
includes taxes & fees
3 Sept - 4 Sept
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

14. 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.
The price is AU$325
includes taxes & fees
8 Sept - 9 Sept
New Conestoga 1843 Wagon
A modern kitchen with white cabinets, a stainless steel oven, and a microwave. There is a dining area with a round table and four chairs. A ceiling fan and a sign indicating a coffee bar are visible.

15. 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.
The price is AU$628
includes taxes & fees
3 Sept - 4 Sept
Cozy Stay_ 4BR_ Near HWY Access_ All King Beds
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, (51 reviews)
"Wonderful property with everything we needed!"
United States
Dawn B.
The price is AU$408
includes taxes & fees
10 Sept - 11 Sept
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
A living room with a sectional sofa, a coffee table, a ceiling fan, and a large window with a view.

17. Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard

Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
Blue Springs
9.4 out of 10, Exceptional, (3 reviews)
"Very clean, very easy to get to, easy instructions."
United States
Dean L.
The price is AU$284
includes taxes & fees
7 Sept - 8 Sept
Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

18. 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.
The price is AU$610
includes taxes & fees
6 Sept - 7 Sept
Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance
An outdoor patio with wicker furniture, a fire pit, and a pergola structure.

19. Classic Corner Queen BD No Stairs Fast WiFi Parking

Classic Corner Queen BD No Stairs Fast WiFi Parking
Overland Park
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Had wished the WiFi had been working but the winter storm that took it out was unavoidable. Would definitely stay again! "
United States
Audrey M.
The price is AU$370
includes taxes & fees
3 Sept - 4 Sept
Classic Corner Queen BD No Stairs Fast WiFi Parking
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.

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
8.6 out of 10, Excellent, (16 reviews)
"The condo was exactly as described. Perfect location for visiting with family in Independence, MO. Great location and quiet neighborhood."
United States
Julie S.
The price is AU$370
includes taxes & fees
15 Sept - 16 Sept
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 Essential Hotels & Suites Kansas City/Blue Springs

Sonesta Essential Hotels & Suites Kansas City/Blue Springs

10/10 Excellent
"We just needed a quick stay for one night, this hotel was a great value and a convenient location, very quiet even though near I-70. Will stay here again in the future when needed"
Mary 1-night trip
Posted 3 hours ago
Sonesta Essential Hotels & Suites Kansas City/Blue Springs

Find out more about Greenwood

Everything you need to know about Greenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greenwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood holiday rentals we have selected for you start as low as AU$195 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greenwood rentals

At Expedia, we put the best Greenwood holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Greenwood?

Yes, there are holiday rentals close to the most popular sights in Greenwood, or you can select a more secluded option if you're looking for a relaxing stay. Greenwood is known for its restaurants and shopping.

What are some of the best holiday rentals that Greenwood has to offer?

Luxury Spa Home, King Bed, 5 Min Downtown, Large: This holiday home rental outside of Greenwood has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Greenwood?

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

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 holiday rentals like in Greenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greenwood. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.