Pleasant Hill Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Pleasant Hill

The Landing(43MO) - Sleeps 20 + Airway Strip + Hot Tub

9.0 out of 10, Wonderful, (6)
"Great place to stay for large groups. The property is really nice she well maintained. Close enough to the city but loved the rural setting. Would definitely recommend."
The price is ¥101,935
¥217,994 total
includes taxes & fees
Jun 23 - Jun 24
The Landing(43MO) - Sleeps 20 + Airway Strip + Hot Tub

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

3.5 star property
9.2 out of 10, Wonderful, (997)
"a comfortable and convenient spot near leawood businesses"
The price is ¥22,783
¥26,964 total
includes taxes & fees
Jun 30 - Jul 1
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Cozy midtown home 10 minutes to downtown Kansas City.

9.0 out of 10, Wonderful, (24)
"Had a good stay"
The price is ¥14,500
¥23,784 total
includes taxes & fees
Jun 23 - Jun 24
Cozy midtown home 10 minutes to downtown Kansas City.

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

2.0 star property
8.0 out of 10, Very Good, (4)
"We arrived around 10 pm and couldn’t get the internet to connect. I messaged the contact in my email and explained the problem. Received an email asking which property and never heard anything after that. So no internet for 5 days. The sink leaks under the kitchen cabinet. Should probably get that looked at. Noticed ants in kitchen in and around the sink on the last few days. I had to buy batteries for both remotes as they wouldn’t turn the TVs on and off. Also had to use my personal hot spot...
The price is ¥13,050
¥35,779 total
includes taxes & fees
Jun 25 - Jun 26
Charming 2-bedroom house with fenced in back yard in delightful Kansas City

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

7.2 out of 10, Good, (19)
"It was a little creepy but it worked."
Stay near football fun! 3-Bedroom Vacation Home by Arrowhead 8 min.

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

9.0 out of 10, Wonderful, (4)
"Cabin was clean. Host stocks coffee, popcorn, smore’s bar. And has outdoor activities as well. Perfect little cabin for a weekend getaway. Bonus that this cabin is pet friendly. Host is very communicative and sent us lots of recommendations. Couples be aware the queen bed and king pull out sofa seem smaller than advertised. The bed was comfortable though and would not deter us from coming back another time. Definitely on our saved list. "
NEW LISTING! Home with a POOL, PARK, and close to Arrowhead & Kauffman!

3 Bed 2 Bath with Hot Tub

10.0 out of 10, Exceptional, (13)
"Some of us girls needed a mom’s night out and this was the perfect home for us. Plenty of space, the bathrooms were so cute, the beds were cozy, can’t recommend enough. The check in and check out process was so simple!! "
The price is ¥23,780
¥48,778 total
includes taxes & fees
Jul 6 - Jul 7
3 Bed 2 Bath with Hot Tub

Lovely Townhouse 7 Minutes To The Longview Lake&Beach

8.4 out of 10, Very Good, (37)
"Great spot for a family get-together. Convenient location and excellent host!"
Lovely Townhouse 7 Minutes To The Longview Lake&Beach

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

10.0 out of 10, Exceptional, (94)
"Beautiful, comfortable house. Enjoyed the recording studio. The owner was a extremely nice guy."
The price is ¥27,643
¥60,564 total
includes taxes & fees
Jun 30 - Jul 1
Completely restored 1885 Queen Ann style home located next to the temple lot.

Charming Family Retreat South Overland Park

9.6 out of 10, Exceptional, (16)
"We enjoyed our stay and would stay there again."
The price is ¥23,360
¥55,923 total
includes taxes & fees
Jun 22 - Jun 23
Charming Family Retreat South Overland Park

2Bed/1Bath ~ First Floor House, 7 min. Downtown

9.0 out of 10, Wonderful, (21)
"Great stay, nice house, very nice owners!! Well equipped with everything needed comfortable and cozy home!! Will recommend! The owners communicates very well and very nice! "
2Bed/1Bath ~ First Floor House, 7 min. Downtown

Lone Jack Cabin - Studio Suite

9.4 out of 10, Exceptional, (74)
"Cabin was accurately descibed. Everything met our expectations "
Lone Jack Cabin - Studio Suite

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

9.8 out of 10, Exceptional, (9)
"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

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

9.8 out of 10, Exceptional, (44)
"The property was very nice. We enjoyed our trip very much. "
The price is ¥11,615
¥29,093 total
includes taxes & fees
Jun 22 - Jun 23
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Full size home quiet neighborhood 5min to Plaza

9.6 out of 10, Exceptional, (28)
"Clean house and nice amenities "
The price is ¥32,625
¥82,562 total
includes taxes & fees
Jun 22 - Jun 23
Full size home quiet neighborhood 5min to Plaza

New Conestoga 1843 Wagon

10.0 out of 10, Exceptional, (27)
"My wife and I stayed to celebrate her birthday and our anniversary. It was perfect could not have asked for a better place to stay."
The price is ¥19,314
¥28,159 total
includes taxes & fees
Jun 22 - Jun 23
New Conestoga 1843 Wagon

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

9.0 out of 10, Wonderful, (166)
"Very accommodating."
Boutique Cottage on Gated Estate 3 bd 2 ba Getaway wifi cable ADA entry Hot Tub

KC Tiny Home

9.0 out of 10, Wonderful, (15)
"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

The Garden Carriage House

9.6 out of 10, Exceptional, (66)
"Great property to explore, helpful and thoughtful hosts, great price, perfect for what we needed."
The Garden Carriage House

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

9.6 out of 10, Exceptional, (16)
"We had a lovely stay visiting family and enjoying MO and KS. Great host. Easily accessed location. "
The price is ¥36,105
¥86,710 total
includes taxes & fees
Jun 24 - Jun 25
Make beautiful music and sleep up to 14 in this modern-century home!
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find a vacation rental in Pleasant Hill?

Yes, you can find vacation rentals close to top points of interest in Pleasant Hill, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Pleasant Hill?

Cozy midtown home 10 minutes to downtown Kansas City.: Visitors like this Pleasant Hill vacation home rental. It 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 vacation rentals are there in Pleasant Hill?

Expedia has 5 vacation 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 Belton Grandview and Kansas City Railroad and Museum, or get outside and enjoy nature at Harrisonville City Park. In the larger area, you’ll find Missouri Town 1855 and Powell Gardens.

What’s a vacation rental in Pleasant Hill like?

Vacation rentals are private accommodations you can reserve for several days or longer in Pleasant Hill. Vacation 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 cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.