Pleasant Hill Holiday Rentals

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Our top choices for Pleasant Hill holiday rentals

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
9.4 out of 10, Exceptional, (8)
"We really enjoyed our stay, the people could not have been nicer and were very responsive. Highly recommended. Thanks!"
United States
Chad S.
The price is AU$342
includes taxes & fees
28 Dec - 29 Dec
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond

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

The Landing(43MO) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub
Pleasant Hill
9.4 out of 10, Exceptional, (8)
"The property was perfect for a large gathering of friends including adults and children. It has absolutely everything you need for a long weekend and there was never a need to leave to property. Will definitely be back, it could not have been a better weekend. "
United States
Jonathan G.
The price is AU$1,725
includes taxes & fees
28 Dec - 29 Dec
The Landing(43MO) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub

Relaxing Retreat Stay

Relaxing Retreat Stay
2.0 star property
Archie
The price is AU$160
includes taxes & fees
27 Dec - 28 Dec
Relaxing Retreat Stay

King Suite. Free Breakfast. Outdoor Pool & Hot Tub

King Suite. Free Breakfast. Outdoor Pool & Hot Tub
Independence
10.0 out of 10, Exceptional, (1)
"Was perfect for our one night to go to Cable Dahmer Arena."
United States
Lindsey J.
The price is AU$271
includes taxes & fees
5 Jan - 6 Jan 2026
King Suite. Free Breakfast. Outdoor Pool & Hot Tub

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1084)
"Loved the suite room "
United States
Louis
The price is AU$164
includes taxes & fees
6 Jan - 7 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

2-Bedroom Near the Plaza & Scenic Park 14

2-Bedroom Near the Plaza & Scenic Park 14
Midtown - Westport
7.6 out of 10, Good, (5)
"Great stay perfect location. Thanks"
United States
Chaz K.
The price is AU$252
includes taxes & fees
7 Jan - 8 Jan 2026
2-Bedroom Near the Plaza & Scenic Park 14

10 minutes to the Stadiums

10 minutes to the Stadiums
2.0 star property
South Kansas City
9.8 out of 10, Exceptional, (6)
The price is AU$147
includes taxes & fees
5 Jan - 6 Jan 2026
10 minutes to the Stadiums

Boho Chic in Overland Park Free Parking Fast Wifi Dedicated Workspace

Boho Chic in Overland Park Free Parking Fast Wifi Dedicated Workspace
Overland Park
9.6 out of 10, Exceptional, (4)
"Great little spot. The location is perfect and centrally located. Beautiful quiet apartment and Alexander was quick to respond to my messages. Will definitely stay again!"
United States
Heather V.
The price is AU$227
includes taxes & fees
13 Jan - 14 Jan 2026
Boho Chic in Overland Park Free Parking Fast Wifi Dedicated Workspace

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

Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza
Manheim Park
9.8 out of 10, Exceptional, (55)
"Clean place. Will stay again."
United States
Keith D.
The price is AU$285
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Renovated Stylish 3rd Floor Apartment 5 mins from Country Club Plaza

Retro Funky Stay less than 10 minutes from Arrowhead!

Retro Funky Stay less than 10 minutes from Arrowhead!
Independence
9.6 out of 10, Exceptional, (12)
"This place was very neat - a retro, comfortable spot that makes a great home-base for any trip to KC without the hassle of the city. It was clean and cozy, with a great shower!"
United States
Robbie M.
The price is AU$387
includes taxes & fees
28 Dec - 29 Dec
Retro Funky Stay less than 10 minutes from Arrowhead!

Blue House - Cozy 3 Bedroom, King Bed, Rotary Park

Blue House - Cozy 3 Bedroom, King Bed, Rotary Park
Blue Springs
9.4 out of 10, Exceptional, (22)
"Nice place good location "
United States
Clarissa G.
The price is AU$386
includes taxes & fees
5 Jan - 6 Jan 2026
Blue House - Cozy 3 Bedroom, King Bed, Rotary Park

Lookout Point Studio Oak Grove,MO

Lookout Point Studio Oak Grove,MO
2.0 star property
Oak Grove
The price is AU$164
includes taxes & fees
1 Jan - 2 Jan 2026
Lookout Point Studio Oak Grove,MO

Charming 3 Bedroom House away from it all but Close to everything

Charming 3 Bedroom House away from it all but Close to everything
2.0 star property
Odessa
9.8 out of 10, Exceptional, (12)
"Clean and comfortable. Great place to stay while we visited our son and enjoyed some home cooking. "
United States
Todd
The price is AU$488
includes taxes & fees
29 Dec - 30 Dec
Charming 3 Bedroom House away from it all but Close to everything

Cozy midtown home 10 minutes to downtown Kansas City.

Cozy midtown home 10 minutes to downtown Kansas City.
Kansas City
9.2 out of 10, Wonderful, (41)
"Clean great location close to arrowhead stadium I’d definitely stay again "
United States
Adam B.
The price is AU$259
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy midtown home 10 minutes to downtown Kansas City.

15miles to stadiums-walking distance to local bars

15miles to stadiums-walking distance to local bars
Grain Valley
9.0 out of 10, Wonderful, (4)
"Very spacious rooms and living room. We felt very safe in this neighborhood and perfect location to many things in Grain Valley. Thank you!"
United States
Scott M.
The price is AU$378
includes taxes & fees
29 Dec - 30 Dec
15miles to stadiums-walking distance to local bars

Life is Suite King Bed Fast WiFi Free Parking Spot Dedicated Work table & chair

Life is Suite King Bed Fast WiFi Free Parking Spot Dedicated Work table & chair
Overland Park
8.0 out of 10, Very good, (1)
"Very comfortable bed, and the location was perfect! Easy access!"
United States
William M.
The price is AU$220
includes taxes & fees
11 Jan - 12 Jan 2026
Life is Suite King Bed Fast WiFi Free Parking Spot Dedicated Work table & chair

All One Level Studio-Oak Grove

All One Level Studio-Oak Grove
2.0 star property
Oak Grove
The price is AU$179
includes taxes & fees
27 Dec - 28 Dec
All One Level Studio-Oak Grove

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

Completely restored 1885 Queen Ann style home located next to the temple lot.
Independence
9.8 out of 10, Exceptional, (119)
"Great place in a great location."
United States
Reece
The price is AU$449
includes taxes & fees
5 Jan - 6 Jan 2026
Completely restored 1885 Queen Ann style home located next to the temple lot.

Cottage KC

Cottage KC
Raytown
8.0 out of 10, Very good, (3)
"We stayed here for the night while attending an event at Kauffman Stadium. The hosts were nice and very responsive. We had a payment issue before our stay and they worked with me to get it taken care of. The cottage was clean, the bed was comfortable. It was just a few minutes from the stadium as well. I would stay here again. "
United Kingdom
Becky F.
The price is AU$224
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage KC

Walkable to Waldo + Parking & Fenced Yard!

Walkable to Waldo + Parking & Fenced Yard!
South Kansas City
9.2 out of 10, Wonderful, (38)
"Nice place to get together with our adult kids. Especially the kitchen had plenty of utensils and etc to make meals. Easy walk to a good coffee shop and some restaurants and shops.Has a nice front porch, enclosed and a back deck to sit and read and/or just relax."
United States
Justin S.
The price is AU$484
includes taxes & fees
12 Jan - 13 Jan 2026
Walkable to Waldo + Parking & Fenced Yard!
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 Pleasant Hill Hotel Reviews

Find out more about Pleasant Hill

Everything you need to know about Pleasant Hill 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 Pleasant Hill 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 Pleasant Hill holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pleasant Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pleasant Hill. 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 Pleasant Hill 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 Pleasant Hill holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pleasant Hill rentals

At Expedia, we put the best Pleasant Hill 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 Pleasant Hill 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 Pleasant Hill 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 Pleasant Hill. 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 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?

The Landing(43MO) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub: This highly rated holiday home rental in Pleasant Hill is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Pleasant Hill?

Expedia has 4 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 Missouri Town 1855 and International House of Prayer.

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.