Greenwood Vacation Rentals

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Vacation Rentals in Greenwood

Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

9.0 out of 10, Wonderful, (171)
"Very accommodating."
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

10.0 out of 10, Exceptional, (13)
"Loved it it was super clean super nice and really easy to get to. Will definitely stay here again"
Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

3.5 star property
9.2 out of 10, Wonderful, (1025)
"Full kitchen is a must whenever I travel and this place has a true full kitchen"
The price is CA $135
CA $160 total
includes taxes & fees
Aug 31 - Sep 1
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Amazing Locale 2KingBR/1BTH

9.0 out of 10, Wonderful, (118)
"Went to NFL game and this was a great place to stay"
The price is CA $120
CA $314 total
includes taxes & fees
Sep 1 - Sep 2
Amazing Locale 2KingBR/1BTH

West Plaza Cozy Comfort Unit A

9.2 out of 10, Wonderful, (41)
"Nice place! Janine made things super convenient and easy for my stay! Thank you! It’s a little older but no issues here. "
West Plaza Cozy Comfort Unit A

KC Tiny Home

9.0 out of 10, Wonderful, (16)
"it was a perfect little place for what I needed. I’ll definitely book this place again the next time I’m coming through KC. "
KC Tiny Home

Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

9.8 out of 10, Exceptional, (46)
"This place was super cute, quiet, and in a great location to get around. We enjoyed our cozy stay! "
The price is CA $110
CA $277 total
includes taxes & fees
Sep 10 - Sep 11
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Arrowhead and Golf course

9.2 out of 10, Wonderful, (43)
"Was overall a great stay was perfect for my group of 6"
Arrowhead and Golf course

Modern 5BR/5BA | Close to Art museum | Plaza

9.8 out of 10, Exceptional, (72)
"10/10 would stay here again."
Modern 5BR/5BA | Close to Art museum | Plaza

NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

9.8 out of 10, Exceptional, (11)
"Found this beautiful home with all the accommodations I was looking for, pool, pool table, theater, very spacious. The neighborhood was beautiful and communication was easy with the owner. I love that they also allow small parties as several of my family members in town wanted to stop by with well wishes. We will definitely book again and send this rental suggestion to friends and family as well!!!!! Beautiful place. "
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

Comfy, Spacious & Convinient 3/2 house in Overland Park

9.6 out of 10, Exceptional, (14)
"What a great location! Close to all the places you would want to go on a trip to KC! The house was perfect for my family of 6 adults. "
The price is CA $160
CA $444 total
includes taxes & fees
Sep 2 - Sep 3
Comfy, Spacious & Convinient 3/2 house in Overland Park

The Haven of Independence Square

9.8 out of 10, Exceptional, (11)
"Everything was great! The house was clean and the owner was very responsive! 100% recommend this place for anyone coming to stay in the area!"
The Haven of Independence Square

City of Fountains Getaway

9.6 out of 10, Exceptional, (4)
"I really enjoyed my stay. I don’t travel to cities at all so once I figured parking and entry out, it was really good. Great access, stellar parking outside of the place. Cute setting and beautiful area! Very pedestrian friendly and so much within walking and driving distance. I would definitely stay here again."
The price is CA $88
CA $226 total
includes taxes & fees
Sep 2 - Sep 3
City of Fountains Getaway

Make beautiful music and sleep up to 14 in this modern-century home!

9.0 out of 10, Wonderful, (22)
"We had a lovely stay visiting family and enjoying MO and KS. Great host. Easily accessed location. "
The price is CA $343
CA $826 total
includes taxes & fees
Sep 1 - Sep 2
Make beautiful music and sleep up to 14 in this modern-century home!

Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown

10.0 out of 10, Exceptional, (4)
"Interesting older home and neighborhood to explore. Close to many attractions. Very dog friendly with small fenced yard. Host was very helpful and quick to respond. Enjoyed our stay. We will book again when we return to KC"
The price is CA $245
CA $675 total
includes taxes & fees
Sep 1 - Sep 2
Charming 3-bedroom 2 bath house in Kansas City’s best location by plaza/downtown

Heartland Haven in Kansas City/Independence Area: Pet Friendly &Newly Remodeled!

9.8 out of 10, Exceptional, (15)
"Great place near everything we wanted"
The price is CA $149
CA $360 total
includes taxes & fees
Sep 2 - Sep 3
Heartland Haven in Kansas City/Independence Area: Pet Friendly &Newly Remodeled!

Charming Family Retreat South Overland Park

9.4 out of 10, Exceptional, (22)
"We stayed during a conference and there was lots of space and a great location!"
The price is CA $148
CA $428 total
includes taxes & fees
Sep 2 - Sep 3
Charming Family Retreat South Overland Park

3 Bed 2 Bath with Hot Tub

9.6 out of 10, Exceptional, (18)
"Great and clean place for a relaxing family vacation. Owner was responsive to questions and helpful."
The price is CA $190
CA $419 total
includes taxes & fees
Sep 1 - Sep 2
3 Bed 2 Bath with Hot Tub

Sleeps 6, 3 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza

8.0 out of 10, Very good, (5)
"Great proximity to any restaurants or entertainment you could want!"
The price is CA $310
CA $597 total
includes taxes & fees
Aug 31 - Sep 1
Sleeps 6, 3 Queen Beds, Centrally Located, Near Downtown KC & County Club Plaza

2-story dog-friendly home with pool table, full kitchen, washer/dryer, Xbox, AC

6.0 out of 10, (7)
"The house was good. Had a issue that wasn’t in anyone’s control, but it was taken care of quickly and Mr.Hill was great!"
2-story dog-friendly home with pool table, full kitchen, washer/dryer, Xbox, AC
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

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood vacation rentals we have selected for you start as low as CA $88 per night. Entering your travel dates in the search wizard 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. 

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?

Arrowhead and Golf course: Visitors like this Greenwood vacation home rental. It offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Greenwood?

Explore the area and family-friendly sights such as Bay Water Park, or get out into nature at a spot like Blue Spring. GEHA Field at Arrowhead Stadium and Missouri Town 1855 are a couple of places you'll find in the larger 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.