Pleasant Hill Holiday Rentals

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Holiday Rentals in Pleasant Hill

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

3.5 star property
9.2 out of 10, Wonderful, (1007)
"a comfortable and convenient spot near leawood businesses"
The price is HK$727
HK$861 total
includes taxes & fees
11 Aug - 12 Aug
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Charming 2-bedroom house with fenced in back yard in delightful Kansas City

2.0 star property
7.4 out of 10, Good, (6)
"We booked this house over Christmas mostly for the fenced yard for our Great Pyrenees. Check-in was easy and communication with the host was good. The house has been updated since these photos were taken, mostly for the better (different flooring, for example). A few things of I would do differently: microfiber sheets on the beds (they don't breathe) and too little furniture (the bedrooms needed nightstands at both bedsides and something to put suitcases on), some wall damage from doorknobs and...
The price is HK$785
HK$2,037 total
includes taxes & fees
27 Jul - 28 Jul
Charming 2-bedroom house with fenced in back yard in delightful Kansas City

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 HK$629
HK$1,575 total
includes taxes & fees
28 Jul - 29 Jul
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Cozy midtown home 10 minutes to downtown Kansas City.

9.0 out of 10, Wonderful, (27)
"Had a good stay"
The price is HK$785
HK$1,288 total
includes taxes & fees
20 Jul - 21 Jul
Cozy midtown home 10 minutes to downtown Kansas City.

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

10.0 out of 10, Exceptional, (9)
"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 HK$1,053
HK$2,706 total
includes taxes & fees
27 Jul - 28 Jul
Comfy, Spacious & Convinient 3/2 house in Overland Park

Charming Family Retreat South Overland Park

9.4 out of 10, Exceptional, (20)
"We enjoyed our stay and would stay there again."
The price is HK$1,194
HK$2,904 total
includes taxes & fees
27 Jul - 28 Jul
Charming Family Retreat South Overland Park

Completely restored 1885 Queen Ann style home located next to the temple lot.

10.0 out of 10, Exceptional, (103)
"Beautiful, comfortable house. Enjoyed the recording studio. The owner was a extremely nice guy."
The price is HK$1,491
HK$3,228 total
includes taxes & fees
4 Aug - 5 Aug
Completely restored 1885 Queen Ann style home located next to the temple lot.

New Cabin for an Adventure

10.0 out of 10, Exceptional, (4)
"Perfect little place to stay! The newness plus the cleanliness of the cabin is very comforting. Never have stayed in a cabin, but since that was my first impression, I have high expectations for all other stays. Would definitely stay again!"
The price is HK$1,399
HK$1,917 total
includes taxes & fees
18 Jul - 19 Jul
New Cabin for an Adventure

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

Cozy Guest Suite with Fireplace & Private Entrance

9.6 out of 10, Exceptional, (55)
"This place was close and convenient to family in KC. "
The price is HK$447
HK$958 total
includes taxes & fees
22 Jul - 23 Jul
Cozy Guest Suite with Fireplace & Private Entrance

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

9.8 out of 10, Exceptional, (6)
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

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

9.0 out of 10, Wonderful, (18)
"We had a lovely stay visiting family and enjoying MO and KS. Great host. Easily accessed location. "
The price is HK$1,955
HK$4,694 total
includes taxes & fees
20 Jul - 21 Jul
Make beautiful music and sleep up to 14 in this modern-century home!

Renovated Farmhouse New Listing

6.0 out of 10, (1)
"The house was clean & well stocked & very quiet inside. The only large downfall was the a/c in the 3 bedrooms did not work well at all. The entire upstairs was very hot & muggy until the sun went down. Then the mainfloor bedroom was hot all night. The house will be perfect if the a/c is figured out. We had a mouse surprise us in the kitchen but that was not a huge ordeal. "
The price is HK$1,083
HK$2,632 total
includes taxes & fees
22 Jul - 23 Jul
Renovated Farmhouse New Listing

Beautiful-Clean-Modern-Convenient-Accessible Home

9.8 out of 10, Exceptional, (50)
"Wonderful home. Excellent location for Overland Park Convention center. Will definitely stay again!!"
The price is HK$1,618
HK$3,696 total
includes taxes & fees
28 Jul - 29 Jul
Beautiful-Clean-Modern-Convenient-Accessible Home

Newly remodeled 3-bedroom, 2 bath house in Kansas City near Chiefs Stadium

Newly remodeled 3-bedroom, 2 bath house in Kansas City near Chiefs Stadium

Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

7.4 out of 10, Good, (20)
"It was a little creepy but it worked."
Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

3 Bed 2 Bath with Hot Tub

9.8 out of 10, Exceptional, (16)
"Great and clean place for a relaxing family vacation. Owner was responsive to questions and helpful."
The price is HK$1,287
HK$2,641 total
includes taxes & fees
3 Aug - 4 Aug
3 Bed 2 Bath with Hot Tub

The Haven of Independence Square

9.6 out of 10, Exceptional, (10)
"Check was super easy. The place was clean and cozy. Would definitely stay there again. The host was super helpful and replied quick. Overall great stay. "
The Haven of Independence Square

Stunning private villa pond, theater, a place for loving memories

9.8 out of 10, Exceptional, (76)
"We had family members coming to town and needed larger home to all be together. Home had large areas to gather together "
Stunning private villa pond, theater, a place for loving memories

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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Frequently asked questions

Can I find a holiday rental in Pleasant Hill?

Yes, there are holiday rentals close to the most popular sights in Pleasant Hill, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cozy midtown home 10 minutes to downtown Kansas City.: This holiday home rental outside of Pleasant Hill offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Pleasant Hill?

Expedia has 5 holiday rentals for your stay in Pleasant Hill.

What’s there to see and do in Pleasant Hill?

While exploring the area, visit family-friendly sights like Blue Spring, or get outside and enjoy nature at Powell Gardens. In the wider area, you’ll find Stonehaus Farms Winery and Missouri Town 1855.

What’s a holiday rental in Pleasant Hill like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pleasant Hill. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for families.