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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Greenwood vacation rentals

Living area

3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead

3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead
Greenwood
$443 nightly
The price is $476
Jul 19 - Jul 20
Total with taxes and fees
3 King Suites - Spacious 5BR Retreat Near Lee's Summit - Close to Arrowhead
Exterior

Modern Midtown KC Home Ideal for 30+ Day Stays

Modern Midtown KC Home Ideal for 30+ Day Stays
South Kansas City
9.0 out of 10, Wonderful, (65 reviews)
"Great location and stay"
United States
jason m.
$130 nightly
The price is $140
Jul 21 - Jul 22
Total with taxes and fees
Modern Midtown KC Home Ideal for 30+ Day Stays
Microwave, oven, stovetop, dishwasher

Pet Friendly!, Beautifully remodeled 2 BR duplex for your stay

Pet Friendly!, Beautifully remodeled 2 BR duplex for your stay
Independence
9.4 out of 10, Exceptional, (13 reviews)
"This was quite comfortable and spacious. It was a regular home away from home with separate living room, kitchen and bedrooms all of which were well furnished with comfortable furniture, unlike many places I’ve stayed where the furniture is clearly cheap or old. The street was quiet and secluded, yet near enough to everything we wanted to see. I would recommend and will seek to stay again in the future."
United States
james
$227 nightly
The price is $245
Aug 3 - Aug 4
Total with taxes and fees
Pet Friendly!, Beautifully remodeled 2 BR duplex for your stay
Terrace/patio

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, (12 reviews)
"We enjoyed our peaceful stay at the Pilot’s Pad. We took walks around the beautiful property and relaxed on the back patio. This cozy place had all we needed to get away from the daily commotion for a few days! "
United States
Tina B.
$211 nightly
The price is $228
Jul 20 - Jul 21
Total with taxes and fees
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond
Exterior

10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (14 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.
$95 nightly
The price is $102
Jul 16 - Jul 17
Total with taxes and fees
10 Minutes to the Stadiums
Outdoor dining

New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (53 reviews)
"Love this spot, perfect for a quiet getaway!"
United States
Lesley H.
$195 nightly
The price is $211
Jul 22 - Jul 23
Total with taxes and fees
New Conestoga 1843 Wagon
House (2 Bedrooms) | Interior

Half-mi to Independence Square! Home w/ Ramp Entry

Half-mi to Independence Square! Home w/ Ramp Entry
3.0 star property
Independence
$273 nightly
The price is $314
Jul 16 - Jul 17
Total with taxes and fees
Half-mi to Independence Square! Home w/ Ramp Entry
Exterior

Cozy Cottage Minutes From Stadiums + Parking and Fenced in Yard

Cozy Cottage Minutes From Stadiums + Parking and Fenced in Yard
Independence
8.6 out of 10, Excellent, (28 reviews)
"Loved the property. It was clean easy to find and very animal friendly. Beds were comfortable as well! "
United States
Stacey L.
$347 nightly
The price is $395
Jul 21 - Jul 22
Total with taxes and fees
Cozy Cottage Minutes From Stadiums + Parking and Fenced in Yard
Living area

Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard

Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
Blue Springs
10.0 out of 10, Exceptional, (1 review)
"Very clean, very easy to get to, easy instructions."
United States
Dean L.
$199 nightly
The price is $214
Jul 28 - Jul 29
Total with taxes and fees
Peaceful Stay - Hot Tub & Gorgeous Fenced Backyard
Exterior

Cottage KC

Cottage KC
Raytown
8.0 out of 10, Very Good, (3 reviews)
"We had a wonderful stay! The host was fantastic—very communicative, friendly, and made everything easy from check-in to checkout. They were also super flexible with our checkout time, which we really appreciated. The property was exactly as described and perfect for our needs. Highly recommend staying here!"
United Kingdom
Kim W.
$179 nightly
The price is $179
Jul 16 - Jul 17
Total with taxes and fees
Cottage KC
Exterior

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
8.8 out of 10, Excellent, (6 reviews)
$205 nightly
The price is $216
Jul 15 - Jul 16
Total with taxes and fees
Unique 10-Acre Escape: Treehouse Studio, Fishing Ponds, Fire Pit, Pizza Oven
Exterior

Historic Luxe Studio Westport District

Historic Luxe Studio Westport District
Midtown - Westport
10.0 out of 10, Exceptional, (6 reviews)
"Such a beautiful building with great history. Very close to so many places. The host is great and the room is very inviting and nicely appointed."
United States
Bill M.
$194 nightly
The price is $229
Jul 20 - Jul 21
Total with taxes and fees
Historic Luxe Studio Westport District
Coffee/tea maker, fridge, microwave, oven

The Sunnyside- Waldo Ranch + Fenced Yard + Parking

The Sunnyside- Waldo Ranch + Fenced Yard + Parking
South Kansas City
9.0 out of 10, Wonderful, (13 reviews)
"Great property, great location! "
United States
Tonya M.
$281 nightly
The price is $328
Jul 15 - Jul 16
Total with taxes and fees
The Sunnyside- Waldo Ranch + Fenced Yard + Parking
TV, fireplace

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.
$146 nightly
The price is $154
Jul 28 - Jul 29
Total with taxes and fees
Cozy Guest Suite with Fireplace & Private Entrance
Fridge, microwave, oven, stovetop

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.
$368 nightly
The price is $409
Jul 19 - Jul 20
Total with taxes and fees
Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance
Exterior

New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (19 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.
$269 nightly
The price is $291
Jul 21 - Jul 22
Total with taxes and fees
New Cabin for an Adventure
Property grounds

Unplug and unwind in this charming loft cabin nestled on the water’s edge.

Unplug and unwind in this charming loft cabin nestled on the water’s edge.
Odessa
9.6 out of 10, Exceptional, (5 reviews)
"Had a great stay, love the outdoor porch and lighting!"
United States
Heather W.
$260 nightly
The price is $275
Jul 22 - Jul 23
Total with taxes and fees
Unplug and unwind in this charming loft cabin nestled on the water’s edge.
Terrace/patio

Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access

Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access
Overland Park
9.4 out of 10, Exceptional, (10 reviews)
"The location was perfect."
United States
Terrell C.
$238 nightly
The price is $250
Jul 19 - Jul 20
Total with taxes and fees
Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access
Interior

Cute Midtown 1 Bedroom

Cute Midtown 1 Bedroom
Midtown - Westport
8.6 out of 10, Excellent, (8 reviews)
"We spent 2 nights to catch a Chiefs game and enjoy a night in KC.The space is the perfect size and perfectly priced.We were able to schedule a late checkout which was much needed!We’ll definitely be back for another weekend away!"
United States
Justine H.
$161 nightly
The price is $197
Jul 16 - Jul 17
Total with taxes and fees
Cute Midtown 1 Bedroom
Fridge, microwave, oven, stovetop

Crown House- Cozy 3BR ☀King Bed☀ Walking Trail

Crown House- Cozy 3BR ☀King Bed☀ Walking Trail
South Kansas City
9.6 out of 10, Exceptional, (32 reviews)
"It was in a great location and the house was adorable! I loved that it was right next to the bike/walking path. "
United States
Austen W.
$313 nightly
The price is $338
Aug 3 - Aug 4
Total with taxes and fees
Crown House- Cozy 3BR ☀King Bed☀ Walking Trail
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

Best Western Plus Kansas City Sports Complex Hotel

Best Western Plus Kansas City Sports Complex Hotel

10/10 Excellent
"The staff was always very friendly while I was there to watch the World Cup."
Jorge 1-night trip
Posted 4 hours ago
Best Western Plus Kansas City Sports Complex Hotel

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 $120 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 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.